Find cheap flights from Boston to Chicago O'Hare Airport

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Find cheap flights from Boston to Chicago O'Hare Airport

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Round-trip
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Boston (BOS)
Chicago O'Hare Intl
Thu 5/13
Thu 5/20
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Good to know

Low season

AugustBest time to beat the crowds with an average 54% drop in price.

High season

DecemberMost popular time to fly with an average 27% increase in price.

Average price round-trip

$146(avg. price over the last 2 weeks)

Good deal round-trip

$130or less

Good deal one-way

$81or less

When to book flights from Boston to Chicago O'Hare Airport

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

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $81 or less one-way and $130 or less round-trip.
  • The cheapest flight from Boston to Chicago O'Hare Airport was found 0 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 November, December and January. The cheapest month to fly is August.
  • Morning departure is around 8% 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 Boston to Chicago O'Hare Airport flights

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

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,252 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "None"

Pros: "Kosher snacks! Thank you! Very safe and controlled Covid procedures. Made me feel safe."

Cons: "For some reason, we were asked several times for Passports. This didn’t make any sense since we are US citizens with drivers license. They even had TSA talk to us. This has to be fixed. Otherwise, Delta experience was great."

Pros: "Well organized and easy to check in."
Cons: "No"

Cons: "Not delayed"

Cons: "Nothing, really. Airlines unfortunately can’t make people patient or polite, & I can’t afford a private jet, so I’ll have to settle for an eye roll or twelve."

Pros: "Everything"
Cons: "Nothing"

Cons: "No mechanical failures or delays would be nice"

Pros: "It was all good glad the last leg of the trip was pleasant."

Cons: "The inoperative TV screens should be repaired."

Pros: "Airplane accelerated from stand-by directly to runway without preparation stop. Awesome!"

Cons: "Small plane, feels cramped"

Pros: "this is the airline"

Cons: "Plane was late taking off. Crew did not provide water when requested. They were busy with beverages that they could sell at a cost."

Pros: "Taco"
Cons: "Taco"

Cons: "Wonderful"

Pros: "Seating was fine"
Cons: "Did not have a wheelchair waiting for my wife when we arrived in LAX"

Pros: "room and services"
Cons: "can't think of anything"

Cons: "Even the baggage was quick (highly unusual for Columbus, Ohio)! Everything went smoothly."

Cons: "Delays due to Democrats not making deal"

Pros: "Good service this morning"
Cons: "All good"

Pros: "We left early"

Pros: "Arrived ahead of time"

Pros: "On time/ early arrival!"
Cons: "Most bring on 2 large carry ons slowing down boarding an de- planeing."

Cons: "My sit changed last minute, noisy babies"

Pros: "The cheese bites were amazing!"

Cons: "Plane journey awful. Speaker had a loud buzzing noise all the time so never heard a word bad landing. Rattling plane Very cold."

Cons: "My luggage is lost."

Pros: "On time"
Cons: "Small aircraft"

Cons: "After we boarded and were already sitting in our sits the stewardess came and removed our bags from the overhead compartment for another person with a larger bag! We ended up storing our bags under the sits in-front. The way it was done it was rude and with no consideration for our comfort."

Cons: "Delays, delays, delays... first class ticket from BOS to MSP got me a 6 hour delay and a middle seat in econ main cabin at the back of the plane. Delta you suck!"

Pros: "A3A"
Cons: "Ĺ"

Pros: "Movie"
Cons: "Break downs again... At least this time they found another plane."

Cons: "insufficient overhead luggage space"

Cons: "Everything"

Pros: "Food was plenty."
Cons: "Long security lines at Logan. No free WiFi"

Pros: "We were in the plane for 3 hours before we could depart. No one offered us a drink or snack."

Pros: "Comfort Plus allowed us to board early, useful USB ports."

Pros: "Service vey Good. Nice choices. Comfort seating very nice"
Cons: "WiFi awful. Useless."

Pros: "The selection of movies to watch was very good."
Cons: "No snacks passed out"

Cons: "The delta studio didn't work with Android 8"

Pros: "Whole thing was easy, plane was nicely updated on the interior"

Pros: "The staff are wonderful and helpful. Best wishes to Delta. Please keep the great employees."

Pros: "the service in general very nice"

Cons: "Much older plane. Not as comfortable as some other planes I've been on."

Pros: "Nice people. Very helpful."
Cons: "LOST MY BAG IN BOSTON BEFORE EVEN TAKING OFF!!!! Did not make it, and then won't deliver it when it makes it to Kathmandu! This is most distressing."

Pros: "Everything else"

Cons: "Missed our connection. Spent the night in Minneapolis. Luckily we had no urgent reason to get home to."

Cons: "Jet airways sucks"

Pros: "Easy no hassle check in and board."
Cons: "Absolutely nothing. Thank you!"

Pros: "My legs were sandwiched behind the seat in front of me. I hate that kind of seat spacing."

Pros: "It was on time,!!!"

Pros: "Everything was excellent"

Pros: "It didn’t happen"
Cons: "It didn’t happen"

Cons: "Seatings"

Pros: "Comfy seat, great entertainment options"

Pros: "Plane left and arrived on time. Otherwise uneventful, which these days is good."
Cons: "Others got I choice of snacks. I just got a cookie."

Cons: "We had 3:10h delayed..."

Cons: "Was delayed a lot"

Cons: "Baggage claim number was wrong. They almost took my bag away"

Cons: "Boarding at gate a47 T2A at CDG was chaotic"

Pros: "seat was basic. prefer having tv screens in the seatbacks as opposed to using my tiny phone as a viewing screen."
Cons: "prefer having tv screens in the seatbacks as opposed to using my tiny phone as a viewing screen. only food available besides pretzel was pay food."

Cons: "Try to be on time!"

Cons: "Boarding at Heathrow is horribly inefficient."

Cons: "If we had access to the WiFi to watch shows earlier like United does, that would be nice."

Cons: "The chairs"

Pros: "It was fast"
Cons: "They could have offered headphones, the charging outlet didn’t work"

Cons: "Rude staff, not willing to help"

Cons: "If I actually made my connection. Delayed flight out of Boston"

Cons: "Poor they lost my luggage. They did not allowed me to take my suitcas whit me because the plan was too small. I never travel again whit amercan airlines"

Pros: "The jet"

Cons: "No advanced seat assignments unless we paid $100 per person?! Recently flew Delta on same equipment (A321). Delta had in-seat entertainment & adjustable head rest"

Cons: "Waited on the tarmac for over an hour before departure with very little explanation."

Pros: "Coffee"
Cons: "Only snacks available at 5am"

Cons: "There was no entertainment at all, and pretzels are gross"

Pros: "Boarded early and landed early."

Pros: "Everything went smoothly"

Cons: "Breakfast - lots of sugary items"

Pros: "We were rerouted through Philadelphia."

Cons: "Gogo WiFi didn’t work"

Pros: "Best landing I’ve experienced recently!"

Pros: "Great service."

Cons: "Terrible turbulence"

Pros: "No food, no entertainment. Flight very smooth. No legroom"
Cons: "No legroom. They made me check carry on"

Pros: "Direct flight, sketchy weather but we arrived pretty close to “on time”"

Cons: "Seat 20f It was very uncomfortable and freezing My legs were sore after the journey. Besides until 30 seconds before actual boarding time the members didn't inform about the delay. Everybody had formed lines and we see people getting out only then."

Cons: "I do not like that I am missed my flight and got stuck in a city without any re-embersement. I usually use United, but decided to use American Airlines this time. Sleeping in an airport tonight. Thanks."

Cons: "None"

Cons: "After everyone boarded they said they had a 2 hour delay and if you got off the plane your flight would be cancelled. After an hour of sitting on the plane they got everyone off so a different plane could board and take off and then everyone got back on the plane and continued to wait. We left 2.5 hours late and when we arrived at the destination the plane couldn't contact the tower?!?! So we waited another 30 mins...ridiculous, rude, and rather fly southwest"

Pros: "Flight was on time"
Cons: "There was water dripping from the vents. When I tried to inform the flight attendant, she shut me down so fast I couldn't believe it. All she had to do was reassure me that it wasn't a safety issue. Her attitude was like she was tired of telling passengers that it was perfectly normal. Very unprofessional!"

Cons: "Lots of time changes. 1 piece of luggage sent wrong destination."

Cons: "Delayed 3 hrs and then sat on runway upon arrival at ohare. I was forced to check my rollerboard even though I've fit it perfectly in the overhead compartment just yesterday on my previous flight (also American airline)."

Cons: "Paid for extra legroom, got a seat that didn't recline :("

Pros: "The stewardess was nice enough to give me water with my gingerale"
Cons: "We didn't take off until 3 hours after scheduled, and we're forced to watch ads on the overhead monitors for most of the flight. I was not impressed. Poor communication from the pilot."

Cons: "I was supposed to be there right now, but I'm still waiting in Chicago for my connecting flight to Dayton that was delayed."

Pros: "personal entertainment systems and charging plugs"
Cons: "only pretzels and no headphones offered for the entertainment systems."

Pros: "Seat were comfortable and I didn't feel claustrophobic."

Pros: "delayed at both sides with very little announcements keeping us updated"

Pros: "All good - with every aspect of the trip."

Pros: "Most uncomfortable plane that I've ever been on"
Cons: "Seat space"

Pros: "It was convienent and easy."
Cons: "Baggage claim time I suppose."

Cons: "Row 14 has minimal leg room"

Cons: "Delayed over an hour"

Pros: "Honestly, don’t care for this airline. There’s always some hiccups with boarding, ride staff, mediocre cabin, etc."
Cons: "Why do they always want to check bags that are your everyday carryon items (large purse, medium backpac, etc.), but allow people to carryon their larger carry on suitcases filling up the overhead bins. Those are the people they should be making check their “carry-one.” And then be rude about it on top of that."

Cons: "I flew on JetBlue before this flight and legroom was much better. My knees are kind of bruised after the United flight. Otherwise the flight was fine."

Pros: "Professional staff and clean seat with smooth pilot who was not constantly announcing things"
Cons: "Small seats"

Pros: "Everything went smoothly. Only a couple delays."
Cons: "The ease of travel."

Pros: "Good. Seating. Not too crowded"
Cons: "Na"

Pros: "Relaxed flight- no issues with boarding. Very close gate transfer"

Pros: "Refund was prompt"
Cons: "Flight was canceled"

Pros: "Relatively short TSA, arrived at gate just as Group 1 was boarding, hopped in my seat, and enjoyed a quick, easy flight with a surprisingly good lunch of paella, salad, and torte. Very tasty. Service was great. Nice route."
Cons: "It was a 737-300 so a bit dated of an aircraft, but it was - at least - clean."

Cons: "Long delay."

Pros: "Our flight was changed a total of 6 times. We spent 9 hours waiting because their wasn't a crew. When we tried to board our seats apparently we're given away to someone else. I will never be on another united flight again"

Pros: "Competent, organized, pleasant and efficient staff, on time"

Pros: "Nothing"
Cons: "Delays, very bad customer service"

Cons: "The delay in my flight and that nothing was done to compensate that my entire schedule had to be redone to meet the needs of late air crafts, not enough fule and cargo doors not being able to shut."

Pros: "Nothing"

Cons: "They had flight delay issues and WE got pushed onto a next day flight but WE had to pay for our hotel when it was their planes delayed!"

Pros: "Flight was average, no Wifi, but I don't use so it wasn't a big deal."
Cons: "Could not here the flight attendant notices well. He spoke to fast."

Cons: "Crew stop carry on bags when there was still lots of roon"

Pros: "The flight attendants were very nice."
Cons: "The seating was a little tight but overall it was a really good flight."

Pros: "Service"

Pros: "Nothing at all"
Cons: "How they wouldn't even hand out a cup of water to anyone....."

Pros: "they switched our flight in boston to another flight which was totally inconvenient. then the connecting flight was delayed so we had a three hour layover. then they switched the terminal and flight time to an hour earlier than posted w/o our knowledge. that flight left and we were stranded in new jersey airport until 6 am the next day and had to rebook. now we will have to make another stop in san Francisco's before getting to portland oregon a day late. total joke."

Pros: "Staff was great, friendly, and accommodating"
Cons: "Upgraded to first thinking i would be more comfortable and have a decent meal...wrong...seats were so blown out that my butt and back were in pain most of the flight. Caught food posioning from the rice pilaf. I dig that united offers inflight entertainment through your phone but its annoying that i have to hold up my phone i watch something but now I'm just nitpicking."

Cons: "Still at airport. 40 minute flight delayed 3.5 hours. Now I get home at 2 am."

Pros: "The crew was polite and helpful."
Cons: "The outlets didn't work. Food was expensive."

Pros: "Nothing"
Cons: "Our plane departed on time, 6:05 AM. About 6:40 A E turned back towards Boston. There was a problem with the wing. It got repaired. We deplaned. And waited. And waited. Then we needed fuel to be removed. And we waited. And waited. Then we got back on board, got to the runway, and the RIGHT ENGINE didn't start. So they tried to repair it, couldn't (didn't want to fly on that old, broken plane anyway at this point), and we had our flight canceled. All told, I spent 10+ hours at Logan Airport. It was an absolute disaster."

Pros: "great crew!"

Pros: "The flight was bumpy but otherwise pleasant"
Cons: "There was a rude passenger that yelled at me as I was exciting the flight suggesting that I cut her off as we were getting off the plane thinking that I took her bag. It was outrageous and completely ruined the flight for me. I realize this has nothing to do with the flight but it just made me feel so crumby and attached that I felt the need to share it. Also the leg room was a joke. We barely had any room to move. I probably won't fly coach on united again due to the bad taste it left in my mouth. Unfortunate because it's hub is in chicago."

Pros: "Service all your employees are kind"

Cons: "Bereavement switched flights for me thanks"

Pros: "No complaints whatsoever."

Cons: "The crew was rude and acted as if us being there was a nusence."

Pros: "Good crews."
Cons: "The UA439 flight from Boston to Chicago was delayed for almost 4-hours."

Cons: "No food to rate, no entertainment to rate"

Pros: "Boarding was prompt"
Cons: "."

Cons: "Flight was delayed 3 times, I was rebooked on another flight, lost my upgraded economy plus seat and was squished in the windrow seat beside a larger man. I was traveling with my infant son which made everything a lot more stressfull! Then missed my connection in Chicago"

Cons: "I had to fly to San Francisco bcs maintenance and delays bullshit"

Cons: "Our flight home we couldn't land in Chicago due to storms and diverted to Madison. Sat on Tarmac 2 hours and some passengers from Madison allowed to end journey there. We had to wait for that approval and again had to wait for their luggage to be removed from the plane. My opinion is let them disembark but not the luggage. It was too long to be in that plane"

Pros: "The in flight entertainment was great. The flight attendants were nice too. But one of them got really flustered"
Cons: "When the flight attendant got so visibly irritated with a kid. And an insane delay in Chicago"

Cons: "They mis-tagged my bag and still haven't found it and have not been helpful or informative when I call to check the status"

Cons: "Seats are too close together. I could barely fit my knees in, and I'm not an overweight person."

Pros: "The flight attendents were attentive and did a great job."
Cons: "Customer service was rude to us about our carry on. It was fine on the way to Boston, but made to pay and check it on the way back. other customers had bags our size but we we're rudely told "you need to go pay for your bag that's it". The bag fit effortlessly in the top on the way there."

Pros: "Nothing"
Cons: "Long complicated and rude"

Cons: "Had to gate check bag both ways. Flight extremely delayed on way home causing me to miss connection; minimal communication from gate crew. A complimentary drink included a Dixie cup full of soda."

Cons: "Delays, had to stay overnight in Chicago since we arrived 6 hours late"

Cons: "I like everything from this."

Cons: "For reasons known only to them, United managed to separate the reservations of my wife and mine. Having paid for the trip with the Mileage Plus Explorer card, the first checked bag is free for each traveler. At the kiosk check-in at Logan, the machine wanted to bill us $25 to check my wife's bag. It took another 20 minutes to get this rectified."

Cons: "Everything is ok"

Cons: "I can not adjust the chair. Not comfortable."

Pros: "not much"
Cons: "boarding process was a disaster. no one knew what they were doing. $30 for a carry? seriously? No free snack on the plane. Everything cost $5-$10... never again will i fly Frontier."

Pros: "Got there sooner then expected."
Cons: "Not a lot of room in the smaller planes but I am 6'4"."

Pros: "I paid 20% extra for more leg room and got maybe 2 extra inches. Very disappointed and won't be flying this way again"
Cons: "I paid 20% extra for more leg room and got maybe 2 extra inches. Very disappointed and won't be flying this way again"

Pros: "Are you kidding?"

Pros: "Average"
Cons: "Stewardesses were rude, took forever for the plan to taxi to our gate, 2 delays in which the emails were sent very late to let us know."

Pros: "Cheap"
Cons: "Unexpected fees"

Pros: "Speedy boarding, take off was smooth."
Cons: "Seating was a little cramp, landing was rough."

Cons: "Terrible"

Cons: "no precheck available?"

Pros: "Plane is very nice"
Cons: "Too expensive fee for the baggage"

Pros: "nothing"
Cons: "everything"

Cons: "Prices to high"

Pros: "NOTHING"
Cons: "EVERYTHING"

Pros: "Nothing"
Cons: "Everything"

Cons: "DELAYED"

Cons: "Charge for cabin lugguage and soft drinks"

Cons: "Be careful flying budget airlines. Their gate options are few if something goes wrong."

Pros: "Delayed 2 hours with no update information. As a frustrated passenger asked for answers. Called all over the nation for help. Upon boarding, was told Frontier had the right not to serve me. Refunded my money and then i had to book through another airline at 3am... long story short, nightmare."
Cons: "All of it."

Cons: "The seat headrest was uncomfortable hard to sleep.."

Cons: "Showed up a day late. Oops!!!"

Pros: "Upgraded us!"
Cons: "Told us the Wrong carrosol for our baggage."

Cons: "Long delays."

Cons: "That we had to buy drinks and snacks"

Pros: "Fast boarding, earlier departure and very earlier arrival."
Cons: "No entertainment"

Cons: "It's the most basic you can get... I never seen an airline that offers more alcohol than good onboard I spend over 3- 1/2 hr completely starving The seat doesn't recline no entertainment what's so ever . It's 2016 Let's stop this world war 90's"

Cons: "Drinking water serving was insufficient"

Pros: "That we eventually arrived"
Cons: "That we arrived 3.5 hours after we were supposed to"

Pros: "Not a thing!"
Cons: "The lack of empathy for my situation."

Pros: "Nothing."
Cons: "Everything"

Cons: "Never told about the 40 usd"

Cons: "Bag fees are crazy!! Also frontier does not participate in TSA pre check. So expect long delays at major airports."

Pros: "Everything was good"

Pros: "Fare"
Cons: "Uncomfortable seating and armrest design was pathetic boarding on cruel and unusual punishment."

Cons: "Paying $40 for carry on is expensive! Plane was uncomfortable!"

Cons: "I fly quite a bit. Take off was very rough. Also I have TSA Pre check but Frontier doesn't seem to have this so that was inconvenient."

Pros: "The prices"

Pros: "We didn't use the ticket!!!!!!!! This is not fair . The problem to register in the airport"
Cons: "Give me another ticket"

Cons: "You have to pay for water and a carry on ? Weird."

Pros: "Check in procedure"
Cons: "Sitting arrangement, friendliness of the staff"

Pros: "N/a"
Cons: "N/a"

Pros: "Arrived early."
Cons: "Paying $60 for a carry on. The rudeness of the worker, Ida, was unacceptable."

Cons: "I got charged for selecting my seat. The additional cost was never mentioned before booking my trip. I won't fly frontier again!"

Pros: "Very roomy cabin"
Cons: "Absence of basic amenities like water"

Pros: "Attendants were pleasant and arrivals and departures were excellent....other than that I would not recommend this airline."

Pros: "Timliness of Takeoff and landing"
Cons: "Too many babies on the plane. Not enough leg room Landed early. No available gate."

Pros: "Every thing! It was a great experience!"

Pros: "El personal muy hamable el vuelo estuvo cómodo el avion limpio"

Pros: "Nothing"
Cons: "Everything"

Pros: "It was easy to board and get everything stowed and get seated. No issues with check in, or navigating to the gate."
Cons: "It was very cold on flight, other passengers mentioned being cold too."

Pros: "On time."
Cons: "The plane was a little run down in terms of cleanliness. The pilot didn't announce things. For instance we were on the tarmac for a while to get to the gate upon landing and he never announced the amount of time it would take...to the point where passengers verbally questioned the attendants, "How long does this plane take to get to the gate?""

Cons: "You have to check in an hour before ur flight or else ur flight gets cancelled."

Pros: "on time"
Cons: "low comfort seats"

Cons: "Plane was delayed twice because of crew scheduling errors. Also two checked bags cost me over $100!! Terrible airline!"

Cons: "I thought it was $25 to bring a carry on but it was $57. What a rip off. I will never fly spirt again."

Pros: "Arrived early"
Cons: "Plane was dirty"

Pros: "I was most impressed with how well the flight attendants handled the situation of a screaming baby whose diaper needed changing. One attendant politely and amiably told the father (who was traveling alone with two small children) about the changing table in the bathroom and assisted him in retrieving his bag and getting to the bathroom with the two children. Another attendant came by with air freshener while the family was in the bathroom, as the area where they had been sitting had started to smell. Overall, the crew was very professional and friendly, managing to improve the situation smoothly and without making anyone feel badly."

Pros: "Price, but know what to expect."
Cons: "Spirit charges even for water."

Cons: "Not worth the hassle. After paying for bags and seats it costs more than a good airline. Cancelled my flight and basically offered no assistance. They blamed 'weather' because of thunderstorms. No reason not to wait out a thunderstorm. Requested a refund and still don't have my money back."

Cons: "Once I saw the criminal amount of extra money this sham airline charges for every possible thing they can think of. Don't be fooled by the so called cheaper rates, just picking a seat will jack the price up above any other airline."

Pros: "i really enjoyed being charged $57 upon arrival for a small carryon bag that went in the bin above my seat."
Cons: "i didnt like the mysterious additional $80 charge I got from "flight network" on top of my standard air fare and fees, but that may have been a KAYAK scam not a SPIRIT one. I was very clearly made aware of the airfare cost and fees, why wasnt i blatently told Id be charged an additional $80? WILL NOT BE FLYING SPIRIT AGAIN AND LIKELY NOT USING KAYAK TO BOOK EITHER"

Pros: "Keeping to the schedule"
Cons: "Boarding. Suggestion - board the back of the plane first. Back to front."

Pros: "nothing, if the air line is cheap don't means attitude"
Cons: "Staff don't know how to talk to someone very expensive price for bags always canceling flight time....."

Cons: "I just don't like to fly in general...."

Pros: "Crew was nice."
Cons: "$182 in fees round trip once Spirit charged me extra for (1) carry-on and (1) checked bag."

Pros: "Everything was good enough today. Only a brief delay. Sure beat the much longer delay experienced on our way to Boston earlier this week."
Cons: "The flight attendants promoted signing up for the Spirit credit card during the last few minutes of the flight but didn't have any pens for us to use. But I wouldn't have signed up anyway after reading the conditions, such as expiring miles and limited award seats available on flights. That's OLD SCHOOL. I have a card through a bank where the miles never expire, there aren't any blackouts, and I can use the miles on any flight any airline at any time even if 100 other people ahead of me are using their mileage. HOW? The miles I receive convert to dollar amounts which purchase tickets."

Pros: "On time, security, organized"

Pros: "Good legroom, no delays"

Cons: "Cheap flight but they get you on bags. $55 for a carryon!!!, really?!!! If if your checked bag is over 40 lbs. You pay Ann extra $30. We paid $350 four the flight for 2 to boston round trip. We ended up paying $310 In extra luggage fees."

Pros: "crew"
Cons: "legroom"

Pros: "Spirit is the worst airline. Completely inefficient. Will never fly again"
Cons: "Spirit is the worst airline. Completely inefficient. Will never fly again"

Pros: "It went where I needed to go"
Cons: "There is almost nothing that would make me use this airline again. My flight wasn't even cheap, so that definitely didn't make up for the fact that I paid $50 both ways for my carry on bag, and one $30 seat fee so that I could request a window seat on a cross-country red eye. Water is not free on the plane, and still there were no seat back pockets, so the water bottle I bought (and didn't want in my bag w/ important documents) rolled around on the floor all night. I'm a small woman, and there was barely space for me to fit in the seat. Uncomfortable, expensive."

Cons: "Didn't realize that bag would cost $50 and that there was not even water available for free. Most uncomfortable flight ever."

Pros: "Nothing!"
Cons: "55.00 fee for carry on luggage 50.00 fee for each checked bag I understand that it was a cheap flight, but they make up for that cost with all the fees! Plus there is no inservice drinks...everything is for purchase only. No cash, only credit used. Both my flights were delayed. The first one only and hour. The second over two hours. Crew on both were unprofessional and unkept. They were all wearing different color uniforms, I never knew if it was a flight attendant or a passenger. I would skip this airline in the future and just pay the extra with a better know airline. You will be paying extra in fees anyway, by going with this company. Oh and if you don't pay the 55.00 for your carry on at time of check in--they will charge you 100.00 at the gate. Terrible!"

Pros: "PRICE"
Cons: "BOSTON AIRPORT PROBLEM , LOUSY BOARDING AREA. ROOM FOR 150 PEOPLE BUT 300 WAITING. NOT SPIRITS FAULT."

Pros: "Plane was clean and new looking, seating comfortable, storage good."
Cons: "Long check-in line, clerk didn't seem to understand the software. Boarding lounges crowded and shabby. Website confusing and too "cute.""

Pros: "Nothing"
Cons: "Never fails to be horrible. Had to wait on plane for 30 min to be fielded. -after landing in Chicago had to sit on plane for 30 min because there was no gate."

Pros: "Good service"
Cons: "Everything was good."

Pros: "The only good thing was the cheap airfare, but with all the other charges you end up paying the same amount for a better airline."
Cons: "Steep prices for carry ons ($100 RT), no free bevs even water!"

Pros: "n/a"
Cons: "The flight was cancelled due to the plane being stuck in another city due to weather. I've had this happen before with other airlines, and they were able to rebook me on another airline's flight, with no price difference. With Spirit, they only were able to refund my money or move me to another date, four days later, which would have caused me to miss the event I was supposed to attend over the weekend. I thought since I was flying solo, without my kids in tow, using a cut-rate airline would have worked out. I've had no problems with JetBlue or SW in the past. But I would stay away from using Spirit."

Pros: "Nothing"
Cons: "Everything"

Cons: "Did not like the customer service that we received the day before our travel booked flight may 30,2016 paid with credit card call spirt day before with question on luggage receive confirmation 2 days before agent informed us that we did not have an outbound flight she did not know how it was removed spent 2 hours with supervisor whom finally regained the flight I originally booked and all he could do was apologized for my inconvenience. We are very upset and probably will never fly SPIRIT AGAIN nor recommend you to our friends and familly"

Pros: "NOTHING POSITIVE!"
Cons: "They chose to cancel the return flight within 2 hours of the scheduled departure and were not at all helpful trying to get anyone out on any other airlines (because they're next available flight to that destination was 4 days out...) Not to mention on the initial flight to my destination, they had everyone board the plane 40 minutes early and then told everyone they had to all evacuate the plane and delayed the flight for 4 hours for NO reason!!!!! I would highly recommend avoiding flying spirit airlines at all cost, what I thought was a decent deal ended costing me an extra $400 for my last minute one-way trip and adding many many hours to my time traveling......"

Cons: "We will try and avoid flying Spirit. This is the second time that Spirit has cancelled a flight without enough notice. They were the only airline to cancel. They could only get us out 2 days later. They refunded our money but not the extra fees for seats and bags. We had to pay double the price to get home on another airline"

Pros: "nothing..."
Cons: "Both my round trip flight from Boston to Chicago were canceled due to weather. I wasn't given any warning. The most I got was an email that said "your flight may have been canceled" after the time of when the flight was supposed to leave. I waited in lines for hours to get refunds. I didn't have time to wait a second hour and ended up buying a new flight with American. There were not enough employees to deal with the line of people waiting. We had to wait for two different groups of people flying to other cities to process their baggage. I left the line after an hour or else I would have missed my flight. They gave me a number to call in order to get a refund and this call has taken me about an hour and a lot of explaining, even though a refund was promised. It's too much to deal with. I won't fly with spirit again."

Pros: "Nothing"
Cons: "My return flight is cancelled and I realized that exactly at the time of getting boarding pass and it cause me 12 hours delay to teach my destination as I looked for alternative flight from another airlines ....All in all it's an awful service and awful trip simply I choose Spririt airlines.Charging luggage fee is another worst thing that I realized!!"

Cons: "You have to pay extra for everything... Your seat, baggage, snacks. No leg room, and you can't lean your seat back to get semi-comfortable. Never taking a spirit flight again."

Pros: "nothing"
Cons: "$55 for a carry on bag is ridiculous, charging at all for a carry on bag is ridiculous"

Cons: "There was a delay that was not announced at the gate"

Pros: "cheap ticket"
Cons: "with all the ridiculous extras I only saved $20 from Delta"

Pros: "More comfortable than I expected"
Cons: "Fees are too complicated"

Pros: "Nothing"
Cons: "Long delays. Poor explanation. No ground crew to ask questions to for hours. Ground crew that arrived was surly. No offer of even a soft drink to make up for one hour sitting on Tarmac after more than one hour delay or more at terminal."

Pros: "Tickets availability on a short notice"
Cons: "The price was not cheap- and I had to pay extra for carry on, for window seat and no free water, coffee or non-alcohol drinks is really, really bad There were no sighs throughout Boston airport for SPIRIT"

Pros: "It was very bad"
Cons: "The price mostly for charging me for my small bag"

Pros: "on time, professional"
Cons: "very little legroom (I am 6'3") -- much better on return flight"

Pros: "Not much that I liked. The one and only thing I liked was the view I had outside the window."
Cons: "What should I start with. They wouldn't let me check in online and told me to call a representative but I never got one. Then I had to check in using their kiosk thing which charged me 10$! They have so many little fees that you honestly don't save much money using them. The plane is cramped and small. The crew was pretty rude and not very friendly and I would not use this airline ever again"

Cons: "The flight to Chicago was fine, but getting home was another story. After delaying the flight about 1.5 hours the flight was cancelled. No real reason was given and no other airlines were canceling flights. When I called to get on the next flight, they said the earliest they could get me home to Boston was in 2 days. Everyone was frantically trying to rebook and the other airlines were selling out. Long story short, I ended up paying $270 for a flight to Providence via Charlotte on American Airline. My husband then drove the hour to Providence to pick me up. All in all....I am all set with Spirit Airlines."

Pros: "Absolutely nothing"
Cons: "hidden charges, lack of good customer service at the airport. Its just a horrible airline which need either to be closed or sold to a another major airline"

Pros: "Flights were on time"
Cons: "All the extra charges for carry-on luggage, seat selection etc. Will never use this airline again"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Boston to Chicago O'Hare Airport

Airlines flying from Boston to Chicago O'Hare Airport have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Boston to Chicago O'Hare Airport

Mandatory masks

Masks required on board, masks provided on flights from Boston to Chicago O'Hare Airport

Social distancing seating

Middle seats unavailable to book on flights from Boston to Chicago O'Hare Airport

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Boston to Chicago O'Hare Airport

Book cheap flights from Boston to Chicago O'Hare Airport

Recent round-trip flight deals

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Recent one-way flight deals

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