Find cheap flights from Chicago O'Hare Airport to Boston

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ORD — BOS
Jul 1 — Jul 81
Round-trip
1 adult
Economy
0 bags
From?
To?
Fri 7/1
Fri 7/8

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Good to know

Low season

February

High season

July

Cheapest flight

$57

Average price round-trip

$204

Good deal round-trip

$185

Good deal one-way

$139
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly with an average 30% increase in price.
Flight from Chicago O'Hare Intl to Boston Logan Intl
(avg. price over the last 2 weeks)
or less
or less

When to book flights from Chicago O'Hare Airport to Logan Intl

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight from ORD to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $139 or less one-way and $185 or less round-trip.
  • The cheapest flight from Chicago O'Hare Airport to Boston was found 89 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be June, July and August. The cheapest month to fly is February.
  • Morning departure is around 12% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Chicago O'Hare Airport to Boston flights

Top 5 airlines serving Chicago O'Hare Intl to Boston Logan Intl

Scores according to KAYAK customer reviews
8.1
JetBlueOverall score based on 20266 reviews
8.2Boarding
8.2Comfort
8.6Crew
7.9Entertainment
7.8Food
Airline reviews
Cons: "Tv dont work in a fly of 4hr 30 min"
Read more about JetBlue
Cons: "Tv dont work in a fly of 4hr 30 min"
Cons: "Was 2hrs behind schedule"
Cons: "The plane seems dated. My tray table was wobbly and crooked, the video screen was blurry and my headphones jack had a lot of static, rendering in flight entertainment useless. Luckily I had music on my phone."
Pros: "Free wireless"
Cons: "I'm not in Charlotte"
Pros: "good snacks and this route (DCA-BOS) has the 2x2 seat configuration so no middle seats."
Cons: "I took this flight last week and this week and both weeks the flight were delayed a minimum of 1.5 hours"
Cons: "The specific plane we had for the short trip had mediocre TVs and the seat's headrests were too short for me to comfortably put my head back."
Pros: "crew was friendly enough, provided the bare minimum of service"
Cons: "running water in the bathrooms hot coffee and tea"
Pros: "The flight was fast and safe!"
Cons: "Tv could’ve worked and the seats should have more space"
Pros: "flight was in 1 hour early!!! not over crowded.. flight crew was nice"
Cons: "baggage fees are ridiculous. tvs are old and hardly work."
Pros: "Unbelievable for the price."
Cons: "Nothing bad to say."
Cons: "Left very late because of delayed inbound flight and need for deicing."
Pros: "Each seat had power outlet for laptop as well as a USB port"
Cons: "2 hours late!"
Cons: "The cabin crew was a little lacking and the captain did not mentioned that we had landed almost a full hour later than scheduled."
Pros: "Pilot’s smooth take off and landing."
Cons: "The weather haha."
Pros: "The inflight crew was amazing. Natalie was a sweetheart and super helpful. She even gave some of us a tour of the galleys and taught us a few things about Mosaic customers as well as a few other operational things. I didn’t catch the other flights attendants names as they covered more of the back of the plane but they were both insanely hospitable and it was very clear that they loved their jobs as they were having fun. The women who checked us in also accommodated is with Even More Space seats after knowing we were crew members!"
Cons: "As a non-rev I have no room to criticize. Only thing would be that the A/C model was an older version of the A320 (and I know that it will be updated eventually)"
Pros: "Cabin crew were polite and cheerful"
Cons: "Long delay"
Pros: "I liked that the pilot was able to make up some time because our flight was delayed over one hour in Chicago."
Cons: "The notification that the flight was boarding early. I enabled notifications and still did not receive notification that the plane was boarding."
Pros: "Nothing"
Cons: "Being delayed from 6am to 1:30pm"
Pros: "Flight was delayed 30 minutes at takeoff but landed when it was scheduled, so it was fine. Flight attendants didn’t make you stay in your seat, so you could use the lavatory. A fine, uneventful flight. Free WiFi. Snacks. Drinks. Fairly comfortable seats with decent legroom."
Cons: "Wish the seats in front of the emergency exit reclined."
Pros: "The crew was unfailing cheerful and helpful. The seats are comfortable and there’s a little more space than some airlines. The fight and particularly the landing was very smooth. Great experience!"
Pros: "We were delayed before take-off but the Captain kept us informed, great job!"
Pros: "Seat space for each passenger"
Pros: "Turbulence, wait time before landing and staying still for long periods on bothends"
Pros: "Entertainment was great with many options and WiFi included."
Cons: "I think it is time for US airlines to offer complementary meals, especially in a 6 hours flight across US! Just a small bag of chips for a 6 hours flight? European airlines offer full meal for a 2 hours flight..."
Pros: "crew was supportive. wifi in the flight"
Cons: "the wait time and the boarding, off boarding of the flight. No electricity in the aircraft."
Pros: "Nothing!"
Cons: "IT WAS TWO BOURS LATE!"
Pros: "The crew talked a big game. They were ready for anything, including loss of cabin pressure, paid snacks, and even a water landing."
Cons: "No water landing! I was excited to float around on a hot day, go down an awesome slide, and catch some sick waves, but come on people, we never even got a chance!"
Cons: "Flight from Boston to salt lake City was delayed by more than an hour"
Cons: "could not make it in time. Then we got on plane and pilot said it was an electrical problem on the flight but the generators were now up and at em again. Very hair raising ride for me - got in at 2:30 am with another hour to drive home - and I lost a LOT of confidence which I have always had in Jet Blue. I hope this is not the future we can expect with you"
Pros: "Entertainment, food, crew, and cleanliness were 100000% on point. Loved it."
Cons: "Turbulence and the flight was longer than necessary because we had to go around bad weather. Not the fault of JetBlue!"
Pros: "Cheerful, efficient service. No hidden costs. Free gate to gate WiFi. Comfortable seats. Never flown them before and they are now at the top of my list."
Cons: "Nothing yet."
Pros: "The seats were comfortable."
Cons: "Flight was very late leaving Chicago. We sat on the plane for quite a while (over 30 min) shut up tight with little air circulation AND no information about why we were not leaving the gate. Flight crew were not very friendly - almost "marched" up and down the aisle and barked at people."
Pros: "Adequate leg room and ability to take a carry on we if your extra charge"
Pros: "Great snacks, nice plane staff."
Cons: "An electrical problem caused the plane to shut down. Rather than finding us new flights, we waited for many hours for the plane to be repaired. I was planning on making it to work by 9 this morning but the only folks who received alternate flights were the ones with connections :( in addition to this, the power shutting down on the plane was extremely unsettling. I have flown hundreds of times and have zero fear of flying. Today, I was terrified that the power would shut off mid-flight at any moment. I truly wish we'd been given another plane...i know that's tough. But something along those lines would have been better than stepping back on the one that shut down with all of us in it...after waiting for hours for it to be repaired. I do appreciate the $150 coupon though."
Pros: "comfortable seats TV great beverages--actually get can or bottle"
Cons: "when we checked it, did not put us together"
Pros: "I dont usually fly, staff was friendly and helpful, made my experience less stressful."
Cons: "No movies just Direct TV."
Pros: "The comfort of the seats are amazing. I was able to sleep through almost all of the flight."
Pros: "No gate, waited 2 hours in plane"
Pros: "Everything is ok"
Cons: "Not a thing"
Cons: "When I scanned my boarding pass the Jetblue staff member told me my carry on was too big and had to be checked. This was puzzling to me because I travel often and do not have a problem with that bag. As I was sitting on the plane I saw everyone's bag's were bigger especially the man next to me. His was significantly larger and he had a large duffle bag between his legs causing him to manspread into my area. and yet i was told "make sure your purse is under the seat" seriously?! What about his giant duffle bag and huge carry on roller?!"
Cons: "Turbulence was terrible, understand that is not JetBlue issue - wanted to note."
Cons: "The flight was delayed several times. The plane was hot. There was a loud crying baby behind us kicking our seats... I thought there was more than one baby and was surprised to see all that was generated by one. Our attendant was a little snarky and dismissive. One entertainment screen was on the fritz, and the sound was messed up on the other, so we hacked them together to make one functioning system for one of us. The fly-fi was out of range for all but the last 30 minutes. The seats seem to be getting narrower, and I've lost weight!"
Pros: "I did appreciate how apologetic the flight crew was and eventually we were able to board our flight. I also appreciated the credit that Jetblue gave me for the inconvienence. That showed sensitivity on their part that was refreshing. I know it is the holidays so its busy, and unexpected situations do arise during these times especially, so at least the credit provided some positive relief to the disappointment."
Cons: "I understand that maintaince is a necessary and usual part of flying planes every day, that said, I had booked the earlier flight for the purpose and intention of getting into Boston earlier to spend more time with my family but arriving 5 hours later than expected was disappointing. Needless to say, the traffic getting out of Boston at 4pm on a Tuesday only added insult to injury. This was also the second time that I had an underwhelming experience overall flying Jetblue so that added to the disappointment."
Pros: "Captain and crew"
Cons: "Luggage handling"
Pros: "Haven't flown jet blue that often but it was easy, no problems, on time, roomy, something to drink right away and later a complimentary snack."
Cons: "Not much movie choice"
Pros: "You took great care of my wife who needed a wheelchair. the flight itself was delayed due to weather. I totally understand. I love the extra legroom"
Cons: "flight was delayed 2 hours :("
Pros: "They refund me the money"
Cons: "I almost lost my international connection, had to pay double to get my destination on time"

Left 30 minutes late. Front lavatory was out of order.

Wi-Fi on a much delayed departure would have been good

Pros: "Easy"
Cons: "Wifi"
Cons: "We arrived around 39 minutes early and the whole process was very smooth"
Pros: "Very friendly crew!"
Cons: "Significant delay of departure."
Pros: "price great; direct flight;"
Cons: "cramped"
Cons: "The carrots were hard and the bread was cold."
Cons: "Delayed and did not explain why"
Pros: "Service was great."
Cons: "It was a shortest duration flight of the three so I couldn’t point out here what was lacking. Thank you!"
Cons: "It was ridiculously cold for 2 1/2 hours. When my seat mate asked for a blanket, the stewardess said she only had one more - then walked off. For drinks, they skipped several people. I had to catch her eye to ask for one and then ask her to get my kids a drink in front of me."
Pros: "The crew was super friendly and professional. Enjoyed the reworked safety message before take-off."
Cons: "The Comfort+ seat, while it had plenty of leg room in front, had a small width-box that many Americans (being larger than perhaps they should be) will find extremely uncomfortable at best, and unable to fit in at worst."
Cons: "Smooth flight, great crew."
Pros: "The flight was on time, the crew was pleasant and looked like they enjoyed working in the air."
Cons: "Our second time on a 787 Dreamliner across the Atlantic as about the same as the the first. The seat pitch is very tight so when a passenger reclines into the next row the seatback nearly touches your face. The Dreamliner seats seem to be very hard and it's difficult to get comfortable."
Cons: "Check in was terrible- long wait just for drop off of already checked in bags"
Cons: "Flight was delayed a bit due to a couple passenger booking/misc issues. 1st class didn’t get gate bevfood service. Oven was busted so my meal wasn’t available. Entertainment console had all channels functional except — not really an issue I just really wanted to have ESPN playing in the background"
Pros: "Son got wings, so was happy."
Cons: "No entertainment."
Cons: "The fact the the toilette was kitty cornered in the mid cabin bathroom is a joke on modern society."
Pros: "Nothing"
Cons: "The flight attendants skipped many rows of people not offering food or beverage. I wasnt sleep so not sure why I wasnt asked did I want a beverage or snack"
Cons: "Flight was 1,5 hr delayed, which almost caused me to miss my connecting flight"
Pros: "Great movies."
Cons: "Seats won’t stay reclined."
Pros: "Helpful"
Cons: "More print media to read on"
Pros: "Crew was great."
Cons: "Couldn’t hear/understand the pilot"
Pros: "Flight attendant in first class was amazing."
Cons: "My kids were asleep when the flight attendant passed the snacks . I asked to get the snack for them and she told me they will have to get it in the back of plane once awake. Didn’t argue but was surprised"
Pros: "Nicer plane"
Cons: "One stewardess almonds mowed me down with cart"
Pros: "Flight was on time. Boarding, flight, deboarding were all fine. Service was fine."
Cons: "The flight numbers that Kayak provides ate not unusable and do not match any flights with the airline. Terribly inconvenient. A call to WestJest referred me to contact Delta. The Delta rep was able to help me. The airlines provided good service. But I probably will avoid booking with Kayak again."
Pros: "There was a bit of a mixup in boarding the plane but otherwise the flight was good. There was no entertainment system on this short flight. The flight attendants were very pleasant & efficient. They only served snacks on this short flight but were very good at ensuring everyone had at least one or more beverages. The premium seats were very comfortable ."
Pros: "Short flight"
Cons: "Flight attendant was not willing to go above and beyond as he stated he would. My husband asked for a coke and the flight attendant told him he could only get water."
Pros: "Flight itself uneventful"
Cons: "Lateness"
Pros: "Snacks, cleanliness and crew"
Cons: "N/A"
Pros: "Crew was courteous, I asked for a blanket and a banana (I saw some being passed to delta select (?) passengers), and got both, no one snapped at me like on an earlier flight.5"
Cons: "The flight was 3.5 hrs late. (Had it been on time, I would have missed it entirely though because Atlanta airport passport control was complete chaos, I heard the airport wa closed earlier for weather related reasons). Enough said."
Pros: "I am always impressed by the Delta staff. Top notch."
Cons: "The entertainment screens have an (older) head phone jack that many people do not have. The headphones available for purchase by the airline are of very poor quality. I also am surprised that airlines (not just Delta) continue to provide such low quality food options on flights. I think consumers would pay more for better options."
Pros: "flight was on time..arrived early..friendly staff.."
Pros: "Staff were friendly and boarding was and getting off was easy because flight was super empty. Timeliness was appreciated too."
Cons: "Seats don't recline far enough."
Pros: "Even though we were in the very back row, we did not experience a foul smell from the restrooms. This was a very nice relief. It is bad enough that the seats don't recline and there is no window in the very back row but prior experience with the added nausea of foul restroom order has been a serious insult to injury. In this case there was really minimal odor. Also since we are traveling as a family we are very happy that we were seated together. We have experienced the past that sometimes our seats will be fragmented and that creates major challenges when you are traveling with young children. However on this particular flight the ride was rough during both takeoff and landing, a lot of side to side shimmy. Also the cabin pressure varied quite a bit during landing causing all the kids to complain about some discomfort in their ears."
Pros: "About 10-15 yrs ago I stopped transatlantic flights on Delta. It was a scruffy airline with uninterested cabin crew & not to talk of food etc. What a change! Neat clean A330, friendly crew & food + beverages to brag (you pay outrageous prices on 'leaner-meaner' airlines if at all available). Loved the whole experience. Flying is not only getting from A to B & Delta has realized it. Looking forward to my next Delta flight!"
Cons: "NOTHING"
Pros: "I needed to run real fast to the connection flight and gladly got there on time."
Pros: "Great service, nice agent friendly"
Cons: "I was unable to fly at all due to a spelling error on my ticket. The airline refused to alter the ticket. Worst experience of my life, ruined my Christmas"
Pros: "Courteous crew and smooth flight"
Cons: "Nothing"
Cons: "Layover"
Pros: "N/A"
Cons: "2.5 hour delay for no apparent reason at first (supposed mechanical issues with plane) and then waited on plane at gate for a missing pilot who never got picked up from his airport and got stuck in Chicago traffic trying to get to O'Hare. Eventually had to take pilot from another flight before leaving at 8:45 when flight was scheduled for 6:00am."
Cons: "The fact that booking with kayak wouldn't let me pick my seats and traveling with 2 kids under 4 it made it very stressful trying to figure out how we could sit together or even the same end of the plane."
Pros: "Free entertainment and free food was unexpected and very welcomed, especially given the trend of charging for more and more features."
Pros: "The crew was really friendly and helpful. The plane was really clean"
Cons: "The boarding process was too long, there was a lot of people. It was kinda a mess. The sit assignment for people who didn't have sit assign was slow."
Pros: "They did eventually put out some small snacks and drinks (water and regular coke)."
Cons: "Small regional plane that was over 3 hours late in departing NY because of weather issues much earlier in the day. Delta did not permit any re-bookings to other delayed flights that were leaving in the intervening period, even though there were empty seats. Very frustrating."
Pros: "Everything went smoothly."
Cons: "N/A"
Pros: "The crew were nice"
Cons: "The wifi didn't work at all, the entertainment system wasn't working until they did a reboot during the flight"
Cons: "No TVs for int'l flight, disorganized and chaotic boarding process, limited snack options"

Quick flight and smooth.

It was on time.

The seats weren’t cleaned and the tray tables were filthy

Cons: "The Terminal in Chicago had no open amenities and overcrowded."
Pros: "yes"
Cons: "nothing"
Cons: "Leave a seat empty in the middle could be good for social distancing"
Pros: "The crew were wonderful and understanding and good sports."
Cons: "There were problems as soon as the plane got to the gate. After the passengers got off the plane, the man at the counter came on the P.A and said it’ll be a few minutes, they’re catering the plane now from the back to the front. The flight crew still needed to get on a preform safety checks. He apologized again. Then it was 8:40, time to take off and we’re still waiting to even board. The man at the counter said again, thank you for your patience and relayed the same message, only this time the flight attendants were walking away from the gate. Around 9 some lady higher up told the man to announce that the flight crew had timed out and stand by crew was on the way to the gate, said sorry again. A little later the man says sorry, there’s a gate change. You’re going to K6 now. When we get to the new gate it’s almost 9:30pm and while we were all gathered at the gate, the flight crew that supposedly “timed out” showed up and proceeded to get on the plane. Passengers started getting mad and saying we were lied to and to just tell us the truth. Chicago PD started showing up. We finally got on the plane but it would be another 30 minutes before we moved because of issues getting our bags off the original plane. We ended up being almost 2 hours delayed."
Cons: "Delay"
Pros: "The place to charge the phone is easily accessible on the back of the seat in front (as opposed to underneath)."
Cons: "Did not like that I had to check my bag at the gate"
Pros: "I was pleased there was entertainment for a short flight."
Cons: "My original flight was cancelled and I could only be booked onto one the following day, causing me to miss a good portion of my dear friend's wedding festivities. I am pretty bummed to have paid the amount for a Friday flight only to be able to arrive on Saturday."
Cons: "Delayed"
Cons: "Flight was delayed by an hour. My bag did not get on the correct plane. It had to be delivered the following day."
Pros: "I received the survey for this flight before we even boarded lol. People’s online boarding passes had expired. Noted that it was “due to weather” weather is totally clear, haven’t seen a flake of snow, it’s just cold."
Cons: "I was bumped off the flight due to weight restriction and moved to a flight 6 hours later, it only took me 4 hours to rent a car and drive home. I am a 210 lb 6ft tall male. I was not the reason for the plane being over weight, I was there before boarding took place they didn't ask and I didn't fly."
Pros: "Gate agents were timely."
Cons: "There was not a wheelchair at the arrival as previously agreed with American. No food on board - just drinks. Boarding took forever."
Pros: "Everything."
Cons: "Waiting for 30 minutes a Dublin to dock."
Pros: "Great crew again, basic aircraft but comfortable economy seats."
Pros: "Outbound, it was on time, plenty of legroom, plenty of good snacks, drinks and food. An enjoyable flight. Score 10.0"
Cons: "Return flight - The flight departed 4 hours late. The seating was so cramped my husband couldn't move his legs at all, never mind try to sleep. The staff members were not smart in appearance, some with long untidy hair, and did not interact with passengers except to hand out food. The food was reasonable. We disembarked feeling like wrecks. Score 2.0"
Pros: "American Airlines Crew, friendly and personable"
Cons: "N/A"
Cons: "Our last 6 flights have all been changed or delayed significantly. Then they loose our bags on a direct flight. Won’t fly America airlines again!"
Pros: "Easy boarding crew were friendly food was hot"
Cons: "Seating was a pain to try and get 2 seats together even though I booked it months in advance very noisy rude people couldn't sleep on a supposed overnight am exhausted"
Cons: "The flight was delayed. The food was not great. There is not a lot of space in these planes, and it was a long flight. There is no power supply."
Pros: "Nothing!"
Cons: "I was traveling today with my daughter, who is 6 months pregnant, my 3 1/2 & 18 month old grandsons, my husband & son-in law on an international flight from Chicago to Manchester. I was very disappointed a 757 was used for an international flight! No attempt was made by staff to accomodate our family with a extra seat for the infant, even though there were a large number of rows with empty middle seats (4 of which were directly behind them!) The 1st indication of the beginning of the NIGHTMARE was when the plane arrived in Chicago and overshot the gate, this caused almost an hour delay! (We heard our crew saying "oops" while looking out the window at the plane arriving & then again when they were discussing it would have been faster if the plane had used a different method to get to the gate again.) This was then followed by a mechanical problem with a frozen water valve, requiring us to be de-iced x2! Then we started to taxi out and again had to return because of a hydraulic problem that required repair. I think we were delayed almost 3.5 hours. The crew did bring a round of water during the onground delays, and offered free drinks later in the flight. The icing on the cake was not getting the stroller back at the gate because there were no baggage handlers. I can't tell you how much FUN that was trying to corral a toddler & 3yr old with all our carry-on bags while getting thru customs! Did I mention in our haste to get off that plane we overlooked my daughter's winter maternity coat in the overhead! May be time to switch to the Friendlier Skies of United for our UK travel!"
Pros: "Nothing"
Cons: "I chose a package on the cheap flights that has a left hand side for choosing number of baggage which invariably inreases fare depending on the number of baggage and i choose 2 and paid for 2 baggage but the ticket came with 1 baggage and i contacted both by phone call, email and your website but did not get any fsvourable response. Had to pay again at the airport for the extra bag. This is highly unfair."
Pros: "The entertainment was good. Lots of choices. Food was about what I would expect for airline food."
Cons: "The seats were terrible. I don't know what it was about them, but I've never had a more uncomfortable flight. My husband had leg cramps for much of the flight and couldn't get comfortable. The rest of the flight was fine, but the uncomfortable seats were a huge minus. We'll probably try to avoid 787s from now on. The window-darkening system was annoying. They darkened the windows when it was dark outside and they darkened the cabin, so we couldn't look out the window. It was dark outside--why the need to darken the windows?? My husband requests window seats so he can look out the window."
Pros: "Flight was on time."
Cons: "flight kept getting changed from delayed to on time then we finally get on the runway and have to shut the engines down and we were told that we would have to wait there for an hour"
Pros: "Short flight"
Cons: "Really unconfortable seats."
Pros: "It was on time. Crew were very good."
Cons: "Plane seemed very dated. No individual entertainment No USB chargers Not much space"
Cons: "The airline "randomly" selected me for extra security. Even though I have TSA pre-check I was jostled around, sent to multiple security lines without any reasoning and the local Chicago TSA and airport staff didn't seem to know what to do. Once it was figured out I was subjected to what was essentially a cavity search. Again I HAVE TSA-pre-check but apparently that means nothing if an airline flags you. It was an extremely upsetting experience but you were in a situation of either agree to the invasive search or get stranded over 1000 miles from home. I will NEVER fly Iberia again after a cancelled flight and being stranded in the wrong country on the way to my vacation and the horrible security experience on the way back. I seriously may never go to Chicago either after seeing the complete lack of organization and traumatizing personal invasion. I fly a lot for work and have never had such a horrible experience. I would really like to know how many terrorists are caught with these invasive searches and would love to know the justification for sticking your hands inside someone's pants and grabbing their privates after they have already gone through a metal detector AND the body scanner. Especially for someone who has already passed a federal background check to obtain pre-check status. Absolutely ridiculous."
Pros: "Gate flight updates"
Cons: "No information on luggage even though they knew luggage was not received in London They could have sent me an update instead of having me wait at carousel for 1:30 hours waiting for my bag to show up"
Pros: "Seats quite comfortable. Crew ok."
Cons: "Pitiful food offering and no entertainment at all when on previous 1.5 hour AA flight choice of movies."
Pros: "United airlines canceled a flight last minute that I needed in order to get to my best friends' wedding on time, I usually fly AA but the United flights were slightly cheaper at the time. The options United gave me would have had me missing the wedding, AA had more flights that allowed me to make it in time, considering it was booked 12 hours before take-off, it was decently reasonable and left on time and got in early (imagine that, United). Thank you American Airlines, again!"
Cons: "The entertainment system in my seat was broken. Was a bummer since we added a extra hour ground hold for weather."
Pros: "First class flight attendant was awesome!!"
Cons: "Dry / borderline rude staff and hostess. Dated plane. Tiny seats. But that is pretty much the baseline of airlines in the US. When will carriers start to take note from International carriers..leaps and bounds ahead."
Pros: "Staff was very nice; very courteous."
Cons: "We were delayed for 2 hours! I had a premium seat but still ended up boarding with Group 6. Almost ran out of room and had to check my roller. Not happy with late boarding given that when I booked my ticket, it said I'd have priority seating."
Pros: "The entertainment was updated and refreshing."
Cons: "Snacks was only pretzel"
Cons: "My outbound flight to Manila had an overnight layover in Japan. I asked at the luggage check-in at O'Hare International Airport if they can check it all the way through as I had planned to go outside of the Narita airport for the layover. They told me I couldn't check the luggage all the way through and that I had to pick it up from baggage claim once I land in Narita. From there I had to check-in the luggage again on the same day. When I took my luggage out from baggage claim, I tried to check-in and the counter crew told me I was given wrong information. I had to keep my luggage with me until my flight the following day. On my return flight from Manila and another overnight layover in Narita, the check-in crew at NAIA told me I could check-in my luggage all the way through, and that they also allowed this at my outbound flight to Manila. The check-in crew at O'Hare International Airport gave me wrong information."
Pros: "Free checked bag"
Cons: "2 hour delay No food to buy or drinks"
Pros: "Eventually we made it"
Cons: "Plane was delayed because a door wasn't working (old). Business class entertainment was a tablet that was collected an hour before we landed. Food was very bland."
Pros: "Ok flight"
Cons: "Not iberia"
Pros: "I sat next to a friend I haven't seen in almost a year"
Pros: "The entertainment selection was wonderful."
Cons: "The flight left on time but arrived late by at least 1/2 hour. I am small but the seat was narrow: my neighbors kept on hitting me when they moved. And I think it is terrible to have to pay to reserve almost any seats except for the middle seats."
Pros: "Crew professional and pleasant"
Cons: "Food not applicable"
Pros: "Expected turbulence and crew was honest about it and even changed the flight path to Logan to avoid it. It was bumpy but not that bad. free soft drinks and cookies :)"
Pros: "The in-flight entertainment, the refreshments, the staff."
Cons: "Flight was a little late. Flight also had many different boarding classes that were seated earlier than us - what seemed like an abnormal amount of loyalty/upgrade classes."
Pros: "Nothing"
Cons: "Thought it was funny I didn't get a survey about my disaster trying to leave Boston, only the on time flight getting back. 6 hour delay leaving because of a warning light they didn't catch to begin with. Missed a whole day of vaca. No help once they deplaned us. Horrible flight. First time on American too. Paid for a window seat specific and had no window."
Pros: "Overall it was a fine flight we were delayed an hour boarding. But this is good because apparently they didn't have a place for us to unload in Boston and we would rather be walking around the terminal in Chicago than sitting on the plane on the runway"
Pros: "Entertainment system has a good selection"
Cons: "No earphones to listen to the soundtrack on the entertainment system"

No chargers in economy and internet was not working

Pros: "Monica the attendant at the gate was SUPER cheerful! She had a smile on her face and was funny too! She did a great job,"
Cons: "Flight attendant crushed my backpack"
Cons: "Bigger seats"
Pros: "That we eventually got there"
Cons: "Flying a different airline. The crew is always great, but I’ve never been on a United flight that left on time. And their economy deals are terrible"
Pros: "Great crew"
Cons: "Had to wait to board"
Pros: "Upgraded to First Class so it was great."
Cons: "No entertainment unless you download their app and use your personal device. Other airlines do this better."
Pros: "Boarding was slow because the flight was sold out."
Cons: "Slow service. Poor loading and unloading."
Pros: "On time"
Cons: "Was delayed for an hour"
Pros: "We landed safely"
Cons: "United continues to blame “ATC” for ridiculous operational delays that other airlines flying the same routes don’t seem to have"
Pros: "Friendly and helpful crew, seats were newer and a bit more comfortable than my other United flight."
Cons: "Everything else, delays on top of understandable weather delays, slow boarding, poor snack and drink options,"
Pros: "n/a"
Cons: "UA lost 4/4 ski bags through our connecting flight in chicago - which resulted in us having to stay at baggage claim until 1:30am EST. We needed our ski's to ski the day we landed - and had major headaches due to this issue."
Cons: "No food or snack on first flight in the morning"
Pros: "Excellent crew and snacks, we were on time, actually arrived early in Boston."
Cons: "The strong exhaust fumes while in the gate was really uncomfortable. It finally cleared once under way but 10 minutes of breathing it was not pleasant."
Pros: "Crew was excellent"
Cons: "N/A"
Pros: "Boarding went well and all agents and crew encountered were very nice"
Cons: "in flight entertainment through personal devices didn't work very well. Needed to use United wi-fi, and watch on United app. Great idea, but wi-fi kept cutting out."
Cons: "A 3-hour weather delay was discouraging because it happened incrementally over 7 or 8 different announcements--each time getting later. One or two would have been reasonable. The seats are tiny and there isn't really enough leg room even for me at just 5'5" tall."
Pros: "Crew help and service"
Cons: "Lending was bumpy. , Internet was not Working and no entertainment chenal as well"
Pros: "Flight was short."
Cons: "I was not informed about the delay until after I checked my bag, otherwise I might have chosen another flight. I was informed that though I could possibly change flights, my bag might not. I have the UA app, and did not receive timely notification. Free WIFI would have been nice as a compensation. A 4 hour delay means I miss my bus and extends my travel time significantly, one more night away from home. You did offer $50 of mt next UA flight for the next year, but I don't fly that often. Considering the reason for the delay was they were waiting for a plane was frustrating."
Pros: "It was ok"
Cons: "Too much confusion on seating...people were moved because of double seating then I was asked to move I seat back. I only agreed so the parent could sit with his two children"
Pros: "Bumpy but spectacular ride through a thunderstorm on descent."
Cons: "Flight assistants were not particularly helpful with our baby. Same complaint about baggage, but on this longer flight, why make us pay extra for food and entertainment too?!"
Cons: "Wouldn't let me bring my bag even though there was plenty of space."
Pros: "The flight was as comfortable as can be. I really appreciated the great cup of coffee brewed. This was the 2nd and final segment of an overnight itinerary. What else can be said?"
Pros: "United doesn't care about you or any of their customers. Charged me extra fees for luggage then lost my stuff and tell me to write your home office. No thanks but I will let people know how little you care and how poorly you treat your customers. Sorry I flew United!"
Pros: "Good staff."
Cons: "Couldn't change flight and it was delayed."
Pros: "I was upgraded to an economy plus seat, which was very comfortable. I often fly late at night and find it difficult to sleep on the plane, but in my upgraded seat I was asleep within minutes of take off!"
Cons: "I had some difficulty when checking my bag and did not find the additional services agent particularly helpful. All ended well, however. I also would have preferred a headrest screen rather than personal device entertainment, but did appreciate the option to watch a movie."
Pros: "Same"
Pros: "I didnit like The flight to be 3 hr late. The last hr waiting on The plane to depart No wątek or snack"
Pros: "Very rough conditions into BOS, pittsfield did great job."
Pros: "I was wirried about making the connection. Enddd up with an hour which was ample."
Pros: "I didn't board this flight- the luggage took 40 min to come out and then I needed to go through customs and security."
Cons: "Poorly planned connection- not enough time to make connecting flight. Very poor customer service at travel assistance desk as well."
Pros: "Loved the announcement guy, professional w/ a sense of humor he was funny"
Cons: "We were told there wasn't anymore space for carry ons so I had to check my bag. I got on the plane and there was plenty of space for bags. There needs to be better more efficient communication about baggage space."
Pros: "Timing"
Cons: "Seats. Not comfortable at all for long flights."
Pros: "Comfortable seats, decent drink options"
Cons: "Boarded late. There were no seats at the gate so everyone had to just stand around waiting to board. No announcement or apology. Took 25 minutes after we landed for the first bag to come down the chute at baggage claim. My first class dining options were chips, pretzels, or a banana. Short flight but still."
Pros: "Crew staff went out of his way to find something for my aisle to snack on when the person next to me asked if there was any snacks on the plane. The plane had to be changed for another plane due to a mechanical issue on the first plane, and the new plane had not been stocked with food after it's previous flight, yet the crew member was able to scrounge up some snacks for us! Also got complimentary directtv - nice, but doesn't make up for not getting home in time yet again."
Cons: "United sucks. I have flown it maybe 10-12 times in the past 2.5 years, mostly back and forth between Chicago and Boston. I have had only 3 round trip flights go without a hitch. Every other trip was delayed. This time 4 hours on my return flight to Boston due to a plane switch, boarding of a new plane to discover a mechanical issue, deboarding, waiting for a new plane, then boarding and sitting on the ground for another 40 min before we were able to take off. I was delayed 1.5 hours on the way to Chicago due to another plane swap (no joke). Still doesn't top but my worst 5 hour delay in Chicago on the way back to Boston because the captain didn't show up. United is atrocious and is my last choice or any airline. Only fly when I'm absolutely forced to now due to no other reasonable choices. They are below delta, JetBlue, American, southwest, and embarrassingly, spirit as well. Terrible."
Pros: "Captain had apologized many times about the delay. I appreciated that. . Crew attitude towards customers were way better than my first leg.( Beijing to Chicago). I wonder why. Boarding took long time. Many people had no overhead bin for their carry on. I don't have one so I Just watched them. They serviced water and a tiny snack. One man asked if they have something to eat. He was given a bigger bag of snack, free, usually he had to pay. I guess its due to the delay. Waited a little longer for luggages. But I was happy I arrived Boston safe before midnight."
Pros: "the flight time was great. pilots were informative."
Cons: "service not so great. in flight staff was a bit rude. seats were very small and uncomfortable for such a new plane."
Cons: "Massive delays Zero leg room Waited forever to board then waited for four passengers for an hour. Hated the overall trip and flying with United."
Pros: "The promptness on the flight -the friendly crew - arriving on time means the most, also the flight itself was smooth"
Cons: "My seat was so tight. No leg room."
Pros: "not a damn thing"
Cons: "Weather delays are a typical part of travel. What's not typical are 5+ hour delays and sitting on the tarmac and watching your connection take off without you. First Class seats morphed into Economy center seats the next day, with nary a hotel room in sight. Thanks for nothing."
Pros: "N/A"
Cons: "Seats were uncomfortable, no TVS & food was horrible"
Pros: "Delayed a lot"
Pros: "On-time flights"
Pros: "I didn't like anything about it, they will overturn a half hours late, with the excuse "waiting for aircraft"... My first flight was delayed for over four hours, I had to sleep in the airport, terrible company to do business with… Will tell everyone not to use United ever again"
Cons: "Flight worth almost 3 hours late, there was really no reason to be late, they texted at 5:00 in the morning saying the flight was already two hours late on the flight wasn't supposed to be until 5:40 PM. Bad planning, seems very disregarding to people's travel plan, and careless about the whole situation. I would expect at least some courtesy food or the offering of airlines miles points for the late flight. Selfish!"
Cons: "Delays"
Pros: "Same as above, same plane even. Crew were friendly and helpful."
Cons: "Plane was extremely cramped."
Pros: "Everything went smoothly and even got there 30 minutes ahead of schedule! Boston airport was excellent with bags already on the carrousel before we got to the baggage area!"
Cons: "Terrible as always. Lost my carryon, which I had to pay to check. Checked in an hour before the flight departed. No reason why the bag didn't make the flight. Seats don't recline. Make you pay for a soft drink."
Pros: "Price"
Cons: "1 hour flight delay. Very tight seating. $3 for a glass of water"
Pros: "Low price"
Cons: "Too many add-on fees, feels like cheating, seats are worse than bus seats in terms of space and comfort"
Cons: "delay information communicated in confusing ways. posted before i was announced.. inconsistent information . everyone boarded first in a SLOW manner with pre boarding folks taking about 30 minutes.. much confusion over wheelchairs, canes, etc.. Finally everyone boarded THEN we were told the delay was reinstated and we had to get off the plane with luggage and wait near the gate (no seats) .. Finally we had to board again--Spirit phone app wouldn't work for me. and I didn't have access to a printer so we had all 3 passes on my son's phone.. what would we have done if he hadn't come?"
Pros: "The worst experience traveling by far"
Cons: "It felt like they had a personal vendetta"
Cons: "Flight was delayed twice because of staffing issues! Charged $114.00 for two checked bags!"
Pros: "Everyone was so friendly and helpful"
Cons: "That I couldn't take all the friendly and helpful people home with me...to make them a proper meal"
Cons: "I cannot believe I had to take this flight. Spirit prides itself as the cheapest flight, well that's because they charge you for everything else! $14 for a seat, $47 for a checked bag, $42 for a carry-on bag. After I refused to pay those fees, they told me I wasn't able to get a refund on my flight. I will never take Spirit again. My flight with Jetblue was a breeze and they even gave free snacks and drinks. DON'T TAKE SPIRIT!"
Cons: "they put us on the plane and then took us off after about one hour and then about a hour after that they put us back on and taxied out and we sat for about hour and they brought us back to gate and told us they cancelled the flight so we all had to stand in line to get a refund and find another flight we got a southwest flight and got there around 12;30 and when we got to my son's house our clothes were so wet they keep the suite cases out in the rain"
Pros: "People were nice- not their fault they are screwing your clients over-"
Cons: "Okay, it took me nine hours to get out of Boston on spirit . Return flight, I had no trouble , but I was so scared of getting bad news again, I started shaking at check in, then crying, not my usual travel behavio. I did not and do not want to use your two free vouchers- but had zero choice in choosing to do that - if I refused to volunteer , I would not be helped by spirit to fly to Chicago at all that day. Some choice. So, basically I paid spirit 200$ to poke a stick in my eye, and because I "volunteered ", spirit has generously agreed to poke a stick in my eye, two more times!! for free!!!!- (door for flight already closed when I volunteered- seriously , volunteered??) I was refused a seat on a flight when I was a confirmed ticket holder- there was no volunteering, call it what you will. Fool me once, shame on you . Fool me twice , shame on me. Just booked Rt to Santo Domingo - with jet blue. Thanks for nothing , Spirit."
Pros: "All"
Cons: "Nothing"
Pros: "Crew on flight was polite"
Cons: "5 hour delay because of weather. Not their fault but airport crew could have handled it better by letting us know earlier and giving us some drinks or snacks."
Pros: "Nothing"
Cons: "They didn't seat me and my husband next to each other. Take off and landing was rough. Everything cost extra. Bags snacks drinks. Only 1 bathroom. Crew was rude. Taxiing felt like whip lash."
Pros: "There was a delay, but the pilot made up some time."
Cons: "paying for a bag"
Pros: "nothing"
Cons: "cancelled flight-have yet to receive refund for bags and seat selection, had to pay inflated prices to book flight home"
Cons: "Baggage policy"
Cons: "I had 3 bags which could easily fit into the cabin space. One of the bags I had carried was the same bag which I had while boarding the flight from Boston to Chicago on 8th Jun 17. While in that trip I was not charged for the bag as the size & weight fitted into your norms. But I had to pay $195 for 3 bags,including the bag which I had while leaving Boston. The behavior of the staff manning the boarding gate was nasty. As I was not having a credit card with me, I chose to pay cash. But they refused to accept cash & told me that my flight will be cancelled and I won't be allowed to board the aircraft. I panicked & requested the passengers to take money from me and swipe their card. With great difficulty I found a passenger who obliged me. A fresh boarding pass was issued to all 4 of us. The bag which I had while taking the flight to Chicago on 8/6/17 fitted on the equipment which measures the sizes, but I was made to pay for it. Very horrible experience of flying a so called low fare airline."
Pros: "clean, crew was nice"
Cons: "The seats are the most uncomfortable seats I have ever sat in. They are small and if you have broad shoulders you will have will be in another space. They are ok for a 2 hour flight."
Pros: "Of course it's a great value and flight was on time going one way. Flight crew friendly and nice sense of humor even during delay."
Cons: "Flight delayed by many hours coming back home. Area in Boston-Logan being renovated and not enough room for all the people waiting."
Pros: "Nothing"
Cons: "Highway robbery charges for baggage, hours long delays, boarded us, had is deplane and reboard before finally taking off. Service sucks. Never ever ever again"
Pros: "Jet seemed new and clean, flight attendant very nice."
Cons: "The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay!"
Pros: "Flight was cancelled : ("
Cons: "They made no effort at all to help me get to my final destination"
Pros: "Low cost base ticket"
Cons: "Baggage fees added 80 to the flight cost and seat fees would have added another 40 if I paid them. If I knew that when I bought the ticket I would have gone with another airline. Oh, and no TSA pre-check option at O'hare"
Pros: "On time"
Cons: "Bit confused"
Pros: "The crew was friendly and informative and my seat was comfortable. I also received numerous updates regarding my delayed flight so I felt well-informed as to the situation."
Cons: "My flight was delayed three hours. In spite of this lengthy delay, no complimentary food or drink was offered on the flight. I have experienced delayed flights prior to this and have found that the airline generally tries to make it up a little bit to the passengers by offering them some basic complimentary snacks and drinks, which I feel is a nice gesture. I was a little surprised that this was not offered with my delayed flight yesterday. The only available food and drink options were very pricey so I went without."
Pros: "Nothing"
Cons: "Worst experience ever."
Cons: "Flight was 2 hours late"
Pros: "Cheap and on time"
Cons: "There is no app to check in and if you don't print your boarding pass ahead of time, they charge you $10"
Pros: "They charge for everything! But one "personal item" aka your purse. They even charge you for water, soda, peanuts during the flight which most flights have been giving complimentary for years. Very unhappy and i will never fly with them again. Why pay for their flight and extra fees when you can go to any other airline and the bags are free and you actually get water for free during the flight.. Just think about that before you book with Spirit"
Cons: "Read above"
Pros: "I like they're trying to disaggregate costs -- but this ends up feeling like punishment."
Cons: "There is a lengthly upsell process which is part of printing your boarding pass and checking luggage. - they charge of 'carry ons', so I paid for the shoulder bag for my computer along with two regular bags....both ways. (note this fee was nearly twice my ticket fee.) - When I arrived and the gate and staff said people make this mistake a lot, there was no way to get a refund other than a time limited credit. - Though this will change, they currently don't allow TSA Pre customers to use that status. They also dont have wifi, a huge business advantage. - When I arrived 30 minutes before the flight, they refused to issue a boarding pass, couldn't transfer me to a same day flight, or refund any portion of my unused tickets or prepaid checked bag fees. Note: I walked to the American Airline counter, bought a ticket, checked bags, and left 30 minutes later -- with more hospitable treatment and only slightlyl higher total cost. I like trying new business approaches -- but I've flown four of their flights and now have the resolution to avoid them at most any cost."
Cons: "I had to print out the ticket at a kiosk even though i checked in online and also the staff at the check in desk had terrible customer skills, did not smile and did not seem to want to help you. i was called ON my way to the airport (couple hours before departure) that my flight was canceled because of air traffic congestion and was told i could be switched to the next flight the next day which was not acceptable in my situation. I stood in a long line to get a refund and also the flight into Chicago via Spirit was unsettling especially because all staff over the intercom inside the airplane including the pilot did not have their lines memorized and kept stuttering because they messed up."
Pros: "Nothing"
Cons: "Cramped seating"
Pros: "I liked the low ticket price"
Cons: "Spirit's model is "No frills" which means you have to pay additional $$ for EVERYTHING besides your seat: carry on, checked baggage, food, drinks, etc etc. Someone even had to pay extra to print their boarding pass at the counter (they missed that you have to use the kiosks first). If you are going to actually benefit from low ticket prices you have to be traveling really light and maybe sure you pay for your luggage in advance online. Lines were long, service was slow, and they lost my luggage and never called me when it was finally found. Then they were saying i had to pay to get it delivered, until i proved that i hadn't checked in late to my flight (thankfully my kiosk check-in time was in their system). All around negative experience."
Pros: "I've never flown spirit before, and knowing they are a no frills flight, I was sketical that I would have a positive experience. the plane was comfortable and clean, the crew was super friendly, and the price can't be beat!. I wish I could say the same things about my United flight back home. Overall, I was pleasantly surprised with Spriit and would totally fly with them again."
Cons: "They need to invest in a mobile app. Not having one makes me question how serious they are about the customers."
Pros: "Cheap"
Cons: "You can't check in in advance, I was unable to check in with the kiosk, and had to wait over an hour as representatives were not helping any customers. When I finally managed to check in, they told me to hurry, as my flight was in 25 minutes. I ran through security and literally ran to the terminal without shoes on to find out the flight had been delayed the whole time with no warning or norice."
Cons: "In addition to the aforementioned problems with the first leg of my trip, we hit significant turbulence as the flight left Chicago. While this is a generally normal occurence, the bouncing was bad enough that the entire group of passengers was exclas I ming in unison as the drops became more severe. There was no acknowledgement, apology, or reassurance from the pilot or any member of the crew. This reinforced the feeking of overall disregard for customers."
Pros: "Nothing.."
Cons: "The staff was unhelpful and rude. They gave me a ticket for the wrong city after I said twice "Portland MAINE" not Portland Oregon. Ended up getting the wrong one. This was after my original flight to Boston had been canceled after being delayed 3 times. I was supposed to leave Chicago for Boston at 2 pm. Didn't leave until 8:30pm. As usual I got to the airport two hours early so I spent 8 hours in the airport of the city I was trying to leave. Trying to get a new flight and eventually just got a refund for about half my original ticket and buying a new ticket on another airline. They were rude the whole time and unhelpful. But that's just airports. But the lady giving me the wrong ticket is ridiculous. This review is silly because eventually I got on a JetBlu flight anyway. I never ended up taking Spirit anyway. I still have my return flight booked so lets hope I make it back home on time..."
Cons: "I will never fly spirit airlines again."
Cons: "Cancelled flight"
Cons: "The flight was delayed for multiple hours until it was cancelled because too many flights were trying to leave at once, basically had they not delayed it wouldn't have been an issue. My friend and I had to be home that night to pack and be ready for a trip to South Africa early Wednesday morning. So due to waiting for spirit to cancel we almost missed the last flights to Boston that night from other airlines and we're lucky enough to just make it onto one from the standby list."
Pros: "That they cancelled the flight and didn't rebook me until the next day"
Cons: "2.5 hour delay. Beginning waken up and told I could not sleep on the try table and not being told in a nice way. I've been flying for 50 years and have always slept on my tray table."
Cons: "Delayed 2.5 hours and missed my bus to cape cod. Ruined my whole weekend."
Cons: "So we get a call on the way to the airport saying the flight was cancelled.....followed by "Have a great Day :-) '. They offered to book us two days later on a different flight. What???...do they think I'm a sr. citizen with nothing to do but sit around for two days waiting for a flight? Completely ridiculous. I got a refund....but it was ridiculous. I know... I saw all the other reviews saying to "never book spirit"...plus I had another ridiculous experience on Spirit a couple years ago. But after two disasters, I now know to never book spirit again."
Pros: "Nothing"
Cons: "Flight cancelled . Nothing handled well. S**ked"
Pros: "Nothing much"
Cons: "Paying my small luggage for 45 dollars"
Cons: "The flight was cancelled in the last minute - For our plans it was a disaster. It was a big demage"
Cons: "The flight was an hour delayed even though the plane had come in on time from the earlier flight. No information was ever given as to why we were delayed."
Pros: "Absolutely nothing"
Cons: "Delayed 3 hours. Didnt have a co pilot. Took forever to retrieve luggage and it was not clear where it was to be picked up. Overall a terrible expereince and eveytime i fly spirit this seems to happen. Will never fly with spirit again. Had a miserable day."
Pros: "Everything went smoothly and people were friendly."
Cons: "Small seats, no complimentary beverage service."

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Chicago O'Hare Airport - Boston Flights

Departure:

Chicago O'Hare Airport (ORD)United States

Destination:

Boston (BOS)United States

Return flight deals:

Boston - Chicago O'Hare Airport

Cabin classes:

$295
$617
$677
$74

Browse destinations:

$114