Daily cleaning, installation of cabin HEPA filters on flights from Quincy to Chicago
American Airlines and Cape Air have all waived their change and cancellation fees on flights from Quincy to Chicago. Confirm policies on booking site.
Direct flights take on average 1h 38m to travel the 229 miles between Quincy and Chicago.
5 direct flights run between Quincy and Chicago on a daily basis. On average, there are about 38 departures each week.
A passport is not required to fly from Quincy to Chicago.
On your way to Chicago, you’ll fly out from Quincy Regional. You’ll be landing at Chicago O'Hare Intl.
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KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Quincy is likely to change within 7 days, so travelers know whether to wait or book now.
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Quincy with another airline.
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Quincy up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.
Scores according to KAYAK customer reviews
Cons: "Boarded half hour late. No explanation. Pretty standard on Cape Air these days"
Pros: "Clean plane"
Cons: "Seat is not comfortable. It is too hard. My muscles fell asleep"
Pros: "Amazing view"
Cons: "Warning about what to take from carry-on, since it wasn't available during flight"
Pros: "Chance to see the coast and internal from above"
Pros: "Super nice!"
Pros: "Cape Air never disappoints. A great option other than driving . Not to mention a great value"
Pros: "Quick flight. Excellent service."
Cons: "My Pre TSA Check did not apply to flight"
Pros: "Excellent woman taking care of a delayed flight. Handled passenger and boarding process as well as check in beautifully and so kind and efficiently!!"
Cons: "The delay due to mechanical problems"
Pros: "Staff were great - courteous, professional and friendly. Plane was a fun experience as always."
Cons: "Not Cape Air’s fault, but the smoky haze (from fires in CA, OR, NV) diminished some of the long views - vistas were not quite as beautiful as on past flights."
Pros: "Being the co-pilot"
Pros: "Flight on time. Nice smooth ride. Very friendly pilot."
Pros: "Friendly service, helpful, comfortable flight for a small plane. Good pilot, very professional."
Cons: "My only complaint is when we landed in WestChester we deplaned and had to stand in the -5F wind-chill for a good 10-15 minutes while they unloaded our bags. I don't know why they couldn't have taken us inside to wait."
Pros: "The View was spectacular. The plane was a little bit too smelly."
Cons: "The View was beautiful"
Cons: "I asked the ground crew for a box that I had checked and was told that it would be forwarded to my next flight. It wasn't. Now cape air is telling me the only way I can get it back is to fly to San Juan and pick it up."
Cons: "We were left waiting after the flight we were booked on took off full. Had to wait another 45min to have a private flight with no copilot."
Pros: "Shirt flight no food, but bumpy. I almost threw up on a 25 minute flight"
Pros: "Hate crew diligently kept me informed of my bag connecting from my 45 minute late "on time" united flight."
Pros: "The flight itself was nice"
Cons: "Being delayed and the process of dealing with the delays was a real headache"
Pros: "I sat in the copilot seat since plane was so small."
Cons: "Delayed so I missed my connection in Boston. I ran to catch it but the door was closed and they wouldn't let me on, even though plan was still sitting at the gate. I had 8 min to spare."
Pros: "Ride was smooth."
Cons: "No information nor staff at counter, so one was uncertain when flight would depart."
Pros: "Flying over the traffic heading to Hyannis where you take the ferry to Hyannis. Experienced pilot who told us the stewardess would be passing out food after we were airborne. Good sense of humor in a 9 passenger plane."
Pros: "Got me to Boston, eventually, safely. Nice view from low altitude. Plane provides for an intimate experience with pilot and fellow passengers"
Cons: "2.5 hour delay with no information or confusing information about departure prospects."
Pros: "I love the small planes and the overall friendliness of the pilot and the other employees - reservationists, ground crew, and others in the terminal. Once I landed in Nantucket, I had a 1 1/2 hour layover to Hyannis. When I went to check in with the reservationist, she asked if I wanted to get to Hyannis faster or if I had business on the island. I said I would like to get to Hyannis as quickly as I could, so she put me on the next flight which left within 15 minutes. After a long flight from LA to Boston, then to Nantucket, and then to Hyannis, it was nice to get home earlier than expected. I live on the Cape, and I love that I can fly into Hyannis. Then I only have a 25 minute ride home."
Cons: "No complaints"
Pros: "Easy, painless and on time!"
Cons: "Everything was great!"
Cons: "Landing crew in Boston was rude, bossy, and repetitively sciolding, just because I touched the door of the plane. No instructions nor to or warnings were posted, but he kept harassing me and the other passengers.about "our safety"."
Pros: "The flight itself was good, pilot was nice, I got to sit in the copilot's seat which was fun."
Cons: "At the Nantucket airport, they don't let you through security until your flight is called. I heard mine called and went up but the woman at the desk said she hadn't heard it so wouldn't let me through. Ten minutes later, I'm being paged over the intercom. Again, I wasn't let through until I tracked down someone from the airline. By the time I finally got through, my flight had gone and I needed to be rebooked. Incredibly frustrating as the intercom is the only way to know what's going on with your flight, so I couldn't look at a board or anything to know the status."
Cons: "My flight from Rutland to Boston was unexpectedly cancelled with very little notice. I could not reschedule my trip because I needed to catch a separate flight from Boston. My alternative was to drive there and stay the night in a hotel, which was expensive and frustrating. I will be calling for a refund."
Pros: "It is always a pleasure to fly with Cape Air. The staff especially in Owls Head are phenomenally nice and helpful."
Pros: "The pilots were really friendly, the plane was comfortable, and the trip was short. Nice take off and landing. Very smooth."
Cons: "The lady behind me kept showing my seat around and pulling on my hair. Apparently she didn't have enough room or something because it lasted the whole 45 minutes. We hit some turbulence which was pretty rough but not terrible. would have been nice to have arm rests. Also boarding and take off was late and which made me late to my appointments."
Pros: "The view from PR to St Thomas was amazing!"
Cons: "The departure was late for no apparent reason that complicated my meeting with family members in St Thomas."
Pros: "Great timing"
Cons: "The flight was cancelled because of engine trouble. As a result we miss our connecting flight to our final destination."
Pros: "Great pilots Flies where other airlines don't Quick check in"
Cons: "Booked a 8:30 AM flight VQS->SJU. At 10AM the night before received an email stating the flight "may have been cancelled." Called cape air, they confirmed cancellation but couldn't rebook me on another flight; went on their website and paid for another flight (10:04). The next morning for way of explanation told that "the plane broke." Got to the airport, initially the replacement flight was delayed till 10:30, then at 11:00 we were told that flight was also cancelled. Since we did not have a connecting flight we were placed at the end of the line. They did get us out later in the day, although i suppose because we were just squeezed in I was sitting in the back where I had to sit cross-legged as i only had about 4 inches of legroom. So 2 cancellations and poor communications on a round trip ticket = mediocre review. If I don't get my money back on the first flight I'll revise this to 1/5."
Pros: "They plain didn't crash although it sounded like that was likely when we were taking off."
Cons: "The lack of ear protection to cancel out some of the loudness of the small aircraft would have been REALLY nice."
Pros: "Everything! Staff, captain, plane, efficiency, intimacy of the small plane. I don't love flying - it's a means to an end. But, this flight was fun. No food, but it was a 30 minute flight, so no refreshment needed."
Pros: "I loved the whole experience."
Pros: "Great service and quick flight from Lebanon to White Plains. Super convenient and the crew was very friendly."
Cons: "They have a bad rap in the Caribbean for bad service and unreliability, as I found out after my bad experiences. I was left stranded in St Croix because even though they charged me for the flight "my name didn't appear on their seat list." And they were like oops nothing we can do sorry. This time, they left me stranded in Puerto Rico. For three days they couldn't rebook me. Flight was cancelled on xmas weekend because the "pilot was over his hours." After they rebooked everyone else on the flight including my boyfriend, their computer wouldn't rebook me for some reason so I had to purchase a ticket to be able to leave. They assured me they would refund me but of course I've been emailing with Cape Air for a week and still no refund. Never flying with them again obviously, and recommend you avoid them if you have connections or need to get somewhere guaranteed. Maybe they have better service on the east coast but they should do a total overhaul of their service in the Caribbean."
Pros: "It was my first solo flight, as well as first flight in a small plane. Quick, easy check in and boarding in Mayaguez, PR. In San Juan, exiting and meeting family was not easy, due to terminal design. Overall, great experience."
Pros: "It's great having the convenience of these flights."
Cons: "People know there is a security process to go through. Make it clear what you need in advance. There is no need to be rude in any way."
Pros: "Good, efficient flight to Bar Harbor from Boston!"
Pros: "There was no food or entertainment so you should include a column in the survey that reads: N/A Otherwise excellent pilot!"
Pros: "Great. But you have to not be scared of small planes. The plane only seats 8 people. You can high five the pilot."
Cons: "Very small. I'm 6'4" very tight fit"
Cons: "AIRPORT SHUT DOWN TO EARLY AND NO AVAILABLE CAR RENTAL WITH DEBIT CARD. I BECAME STUCK WITH USING TAXI CAB."
Pros: "Crew is very friendly and the views are beautiful."
Cons: "This plane is an 8-seater, so no food, no drinks, no entertainment and no lavatory. Short flight, though, so not a big deal."
Pros: "Great flight Albany to BOS. Cessna turbo prop. Super flight crew. Sure beats driving to Boston."
Pros: "Pilots, checking in and boarding process."
"Another delayed flight on American. Another missed connection. No gate when we finally landed, sat on the plane for over 30 minutes and we all missed our connecting flights."
"Disappointed in the toilet area both flights- filthy and urine on floor everywhere both flights Boarding and texts communications excellent"
"Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!"
"Better food please"
"The flight was delayed for five hours due to airplane issues."
"Entertainment was very plentiful, staff were courteous. Seating was HORRIBLE. That is the most cramped I’ve ever been on any flight …Jet Blue and Spirit included. Very uncomfortable for a six hour trip."
"The entertainment box wasn’t working. The food was mediocre. The fruit was warm. The tiny salad was good. The champagne wasn’t cold. I really expected more from First Class."
"It was all good. Thanks"
"Delayed little by little, so there was no chance to sleep longer or go out to eat. Missed connection flight and did not offer allocation, had to request it and $12 for lunch dinner and breakfast. No transport to hotel provided so there is another $120 in uber to get there."
"The plane had mechanical issues which caused the flight to be delayed over an hour, which would cause me to miss my connection. I was unable to take this flight so I had to wait 4 1/2 hours for the next available flight to Dallas. I will try to avoid connecting through Chicago or Charlotte since there are limited flights through those cities. American did change my flight for no charge."
"The boarding process went very quickly, faster than I’ve ever seen boarding occur. I understand the need for efficiency, but the groups were called so quickly that there was a lot of chaos at the gate and people running through the airport. Then we all sat on the plane for a while, which seemed silly."
"…sat in a window seat with a window that was either dirty or fogged over and couldn’t see out. …the flight was delayed and late for unspecified reasons."
Cons: "Our flight was cancelled til 24 hours later. And then delayed two more times before we were able to fly out. Very frustrating experience"
Cons: "The customer service desk!"
Pros: "empty plane"
Cons: "They didn’t even offer water to drink and came up and down at least 8 times to collect garbage. What garbage you haven’t offered us anything to throw out. They announced for their crew protection service may be slightly different if there is turbulence whatever"
Pros: "Crew was great."
Cons: "Need better snacks on American."
Pros: "The seats were comfortable"
Cons: "Everything was fine"
Pros: "The crew was very friendly as well as the pilot after we had landed. Also was nice they gave us each a little water in a plastic bag as well as a snack"
Cons: "Not much anything can be done to make a flight better with Covid. Masks have to be on, no drink options available anymore."
Pros: "Everything was great. But the American Airlines can improve on not letting non-first class passengers use the restroom up front."
Cons: "The food! Bring back real food please"
Cons: "My screen didn't work the whole flight. Cabin staff had to be asked 3 times for help and didn't respond at all to first call of bell. No check back to see if problem resolved. They allowed a man with 2 mask vents on the plane despite having said there not allowed."
Pros: "Quick flight time even though we left late."
Cons: "Needed larger plane. The passengers were smashed together in small seats."
Pros: "Bags are no where to be found after landing 25 minutes ago"
Pros: "That the flight was a very reasonable price"
Cons: "The flight was packed there was no separation of people for the convir 19 the seats were very close together my knees were touching the seat in front of me"
Pros: "Great customer service"
Cons: "Nothing that I can address everything was good"
Cons: "No social distancing due to all of the seats being booked. My significant other was moved from her seat to another one across from me which was unfortunate."
Pros: "Yes they were amazing and the seats were comfortable."
Pros: "Everyone was well behaved."
Pros: "Crew was great"
Cons: "Not operating in any way like there is a pandemic going on. Both overbooked flights. Put everybody too close together and then spouted a bunch of social distancing. All words no action. No sanitizer or wipes offered. No amenities."
Cons: "Seat choice flexibility, but it was basic economy..."
Pros: "Crew was nice"
Cons: "Lots of empty seats... during covid/social distancing there should only be 2 ppl in a row especially if there is room...it was crowded and not consistent with signs posted saying stay 6 ft apart"
Pros: "Always a friendly crew"
Cons: "A slight delay that they could have been quicker to alert us of"
Pros: "Staff was nice."
Cons: "Nothing really"
Pros: "crew was nice and friendly and the plane landed earlier than estimated."
Cons: "Middle seat was occupied on my flight."
Pros: "On time and great crew"
Pros: "The employees were friendly and helpful."
Cons: "We haven't made it to Rochester as intended. It is covid time and our flight had mechanical difficulties. The airlines has provided vouchers for hotel and dinner."
Cons: "Boarding slow"
Pros: "We didn’t crash and die. That’s the only positive."
Cons: "Before we boarded I listened to a couple described how they always went ahead in line at boarding because no one ever stopped them. They described how they waited until group 3 was called and then went right through. While we were waiting, we watched them do it again. If you need to cram people into tiny spaces to be profitable, then you cannot allow them to make it worse by putting back their seats. I spent 90 minutes with a seat back jammed into my chest. We were ignored when handing out snacks, probably because we were invisible behind the seats pushed in our faces. It was one of the most miserable flights I’ve experienced."
Cons: "As a handicaped disabled not able to walk and should be using a wheel chair,as I know from my many previous travels with other companies like lufthanza, klm..etc, I used to be the first traveller to go to the air craft when loading it to take off and the last one who would be leaving it after landing. Even when going through the check and security points I used to go in a special route especially for the handicaped but going with all other normal travelers lines with such amount of time waiting and crowdness is completely inconvenient. what happened through the trip was quit different , going with the travelers or after when they are boarding the craft make it very hard and time consuming , Wish you take care of it, as it's a very important handicaped service. Thank you for taking the time to read my comment"
Pros: "I liked the room."
Cons: "There was no entertainment. Could not get seats together."
Pros: "Flight was comfortable and enjoyable. Entertainment was great lots of films to choose. Service by the flight crew was excellent"
Pros: "This was a nighmare!"
Cons: "My flight Paris/London/Manchester?Chicago was the mos impleasant experience I ever had. On July the flight was schedule for 9...pm then delayed for two hours because of a fire, other passengers said, in London. At around 11pm, we were asked to line up for boarding. We stayed on line for an hour and fnally to be told the flight was cancelled. We were treated less than animals by British Airway. No ACCOMODATION!!!!!!!! No ACCOMODATION!!!!!!! We slept on benches at the airport. To be fair to you, I will not recommend British Airway to anyone."
Cons: "American Airlines has terrible customer service. We were unable to board our flight at the Philadelphia airport because when we arrived (almost 2 hours before our flight) the ticket counter was already closed for the evening. No one from American Airlines could help us. We were left stranded at the ticket counter until it reopened at 3:15 am. We are very disappointed and disgusted with the poor service we received from American Airlines. After hearing multiple horror stories from others, it is safe to say we will never fly that airline again."
Cons: "The vegetarian meal is always vegan, I miss the dairy :("
Pros: "Good is that they sent you to Finnair to correct AA created break in service...why would they pay for it? AA is just an operator per itinerary! Why would you care if ppl get help with connections!"
Cons: "Checked in online on Finnair and automatically for the second connecting flight...and not the first -AA. So, had to check-in again for the first flight at the terminal. Board passes were printed 2 out of 3 by AA and both had errors - wrong gate for the first flight and no boarding info for the second connecting flight - just blank! AA did not provide connecting info until I found an unoccupied employee at the terminal and customer service lines were about 20 people in 2 locations I went to. The connecting info should be in the itinerary they said at customer service...nope, it was not there either!"
Pros: "Entertainment on screens"
Cons: "The gate agent made us starting in boarding group 6 out of 9 to check sizes of bags in the size box and she got into a verbal fight with another passenger. One guy told her she could board but the gate agent said no it didn't fit and she couldn't board. Then the agent claimed she had to gate check her bag and claimed there were no overhead spaces left. So everyone after that had to gate check. When I boarded there were at least 8 empty bins and I had not even gotten to my seat in row 22. The gate agent lied and slowed down the entire boarding process because she want to win a fight and show dominance over a passenger."
Cons: "A passenger caused a delay in security, and as I'm rushing for the gate, the agent closed the door and told me I couldn't board. She then marked me as a no-show, while she was standing right next front of her. I had to spend the next 4 hrs on the phone, trying to get my tickets sorted out. Then, upon arriving at Heathrow,... No luggage. They told me it was still in Chicago. Upon finally receiving my bags, I find them full of sawdust and sand, and several items damaged. I will NEVER fly American Airlines again, and I will highly recommend to my friends and family to avoid them like them plague. Horrible service! Nothing but a run-around and not once did the agents apologise, even after admitting that my problems on this journey were due to a mistake made by one of their agents."
Pros: "The flight was quite emty and instead of packing everyone in the same area, we all had a row for ourselves which was very enjoyable. Flight crew was very nice"
Cons: "The interview by a British Airway agent before the flight. I have been to the USA many times and I totally understand this type of interview, but the agent was aggressive, asking questions that were totally irrelevant. She did not even care about why I was going to the USA or where I was staying. Se was rude and I was really unpleased by her attitude saying it was British Airways way off doing interviews. Again I have had many interviews before flying to the USA, never been a bad exerience before"
Pros: "Boarding and flight were on time."
Cons: "My flight was delayed 4 times from Columbus to Chicago due to an ATC issue in Chicago. On the 4th delay announcement I had to rebook my international flight for the following day because my connection was leaving Chicago while I was still in Columbus. I had to rebook and get a hotel for the night on my own expense since American Airlines won't pay if it is weather related even though the weather was not the issue, rather air traffic control. The plane we got the next day was a smaller uncomfortable plane with zero entertainment and a crew that projected they would rather be anywhere else. I don't blame them, my experiences with American Airlines had been progressively getting worse."
Airlines flying from Quincy to Chicago have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.
Daily cleaning, installation of cabin HEPA filters on flights from Quincy to Chicago
Masks required on board, masks provided on flights from Quincy to Chicago
Social distancing seating
Middle seats unavailable to book on flights from Quincy to Chicago
Testing for antibodies, testing for symptoms for flights from Quincy to Chicago
Waiving of change fees. Search flexible flights from Quincy to Chicago