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Massachusetts to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Massachusetts
Flight Price $137
Airlines American Airlines, United Airlines, JetBlue, Delta, Major Airline, Spirit Airlines

Book cheap flights from Massachusetts to Chicago (round-trip)

Airports
Origin
Worcester
$137
only
$137
Boston
$137
only
$137
Destination
Chicago
$137
only
$137
$164
only
$164
Tue, Nov 13
BOS
Boston Logan International
ORD
Chicago O'Hare International
2h 54m
Wed, Nov 14
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 11m
Trip: 2 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 80 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
BOS
ORD
Excellent 8.0

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

BOS
ORD
Good 6.0

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

BOS
ORD
Excellent 10.0

Pros: Boarded early and landed early.

BOS
ORD
Mediocre 2.0

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.

BOS
ORD
Mediocre 3.6

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).

Fri, Nov 16
BOS
Boston Logan International
ORD
Chicago O'Hare International
2h 45m
Mon, Nov 19
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 11m
Trip: 4 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 178 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
BOS
ORD
Excellent 8.6

Pros: Didn’t have any food, so there should be an NA option. It was a smooth trip from start to finish with very helpful ground and in flight staffs.

BOS
ORD
Good 7.3

Cons: Row 14 has minimal leg room

BOS
ORD
Excellent 9.0

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

BOS
ORD
Good 7.3

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.

BOS
ORD
Excellent 8.0

Pros: The crew from the ticket agents all the way up were great. The app for iPhone is great.

Cons: I paid for 30 minutes of WiFi to download the United app on my iPad. I wanted to watch the movies/tv shows that were available to passengers. The WiFi was spotty and slow so I wasn’t able to load the app. Needless to say I was disappointed. I also was disappointed with the seating. I am an average size person and I felt very cramped in my seat. My shoulders and neck are killing me after a 2 hour flight. I know that I chose the economy seating but I don’t remember the seats being quite so narrow or the leg room being non existent.

Sat, Dec 1
BOS
Boston Logan International
ORD
Chicago O'Hare International
2h 56m
Tue, Dec 4
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 11m
Trip: 4 days
6.9GoodShow reviews
Overall 6.9 Good
Based on 60 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
ORD
Mediocre 3.3

Cons: Flight over 3 hours late leaving. Flight attendants rude, and nothing comped for drinks or food to make up for it. Had to circle for 45 min due to weather. Sat on tarmac 30 mijn on other end.

BOS
ORD
Mediocre 2.0

Cons: 2 hr delay. Poor ventilation

BOS
ORD
Excellent 8.0

Pros: Great service and smooth flight. On time, all good things.

Cons: An individual who was very overweight sat next to me and took up half of my seat as well. I understand we all deserv to ride comfortably and my intent is not to shame them. That said, if someone can’t put the armrest down I think the airline should require them to purchase both seats as it’s very uncomfortable to be in the position of having no seat for the entire ride. I’m an average sized person so it was a challenge but even tiny people deserve the full seat they purchased. There really should be a rule or something.

BOS
ORD
Mediocre 2.0

Pros: Loved all the available dedicated JetBlue staff available to answer questions. Have not flown JetBlue often but heard many great things.

Cons: Weather delay which is out of JetBlue’s control but once we landed (6 hours later) we sat on the runway for an additional hour because our gate had a disable airplane occupying it. I think JetBlue could have done a better job ensuring a back up gate was available or giving their passenger updates on the situation.

BOS
ORD
Excellent 10.0

Pros: Leg room was great. Free WiFi and TVs made the flight very accommodating.

Cons: Crying baby. Not the airlines fault.

Fri, Mar 8
BOS
Boston Logan International
ORD
Chicago O'Hare International
5h 32m
Mon, Mar 11
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 19m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,303 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
DAL
Okay 4.0

Cons: The flight attendants were unfriendly, condescending. They seemed unhappy about having to serve people.

BRU
ATL
Okay 5.6

Pros: The crew was nice, helpful abd friendly. Very seemed glad to serve us.

Cons: The seats were so close that we could not sleep. You couldnt put your head back or down on table even with pillows. Will not fly Delta again on long flights.

SEA
AMS
Excellent 10.0

Pros: This flight is always on time and flying on Sunday is a great option.

ATL
ICN
Good 6.0

Cons: Flight took off three hours late. After we boarded the plane, we had to sit on the plane for over three hours before we finally took off. When you’re on a flight that’s already 15 hours long, the last thing you want to do is sit on the plane for an extra three hours for nothing.

ATL
DCA
Excellent 8.0

Pros: The efficiency of having my boarding pass on my phone (Apple Wallet). The Kayak and Delta apps streamlined perfectly and I was able to check in and pay for luggage through Kayak! I just need to do better at checking my phone due to both apps sending me updates about flight delays and luggage locations

Cons: Lack of space from being confined to the middle seat but the passengers next to me were nice and the plane ride was over before I realized it.

Sun, Apr 7
BOS
Boston Logan International
MDW
Chicago Midway
2h 55m
Sat, Apr 13
MDW
Chicago Midway
BOS
Boston Logan International
2h 15m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Nov 22
BOS
Boston Logan International
ORD
Chicago O'Hare International
8h 21m
Sat, Nov 24
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 08m
Trip: 3 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 182 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.5
Entertainment
4.6
Food
4.7
BOS
ORD
Excellent 8.0

Pros: Flight departed on schedule and arrived before scheduled. Attendants were courteous and helpful.

Cons: Very cramped seating. Was OK for short flight, but would be very uncomfortable for longer flights. $3.00 for a drink of water!

BOS
ORD
Good 7.3

Pros: on time

Cons: low comfort seats

BOS
ORD
Mediocre 2.0

Pros: One front desk attendant tried to be helpful

Cons: I was unable to board because my boarding pass wasn’t showing up while checking in online beforehand. Trying to explain this was useless. And I was told it was too late. Although in reality there was plenty of time. I spent the rest of my time talking to a different person whos solution was for me to take a bus to NYC from Boston and catch a flight 8 hours later; at least she tried. If they had just printed a boarding pass initially, I would have already been through security with time to spare. I just flew with United instead. I will never fly with Spirit again if I can avoid it. It’s the absolute worst. Satan must be on their board of directors.

BOS
ORD
Good 6.0

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?"

BOS
ORD
Okay 5.3

Pros: Crew was great.

Cons: We had a mechanical issue which delayed the flight by 30-45 minutes. That wasn't so bad but the whole strategy that Spirit employs is sketchy. We booked our flight through Kayak at a set price and then when we checked in with Spirit online there were no seats available that we didn't have to pay an upgrade fee. To me that is fals marketing or even bait and switch. Won't be flying with them again.

Mon, Dec 3
BOS
Boston Logan International
ORD
Chicago O'Hare International
2h 53m
Wed, Dec 5
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 17m
Trip: 3 days
6.9GoodShow reviews
Overall 6.9 Good
Based on 60 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
ORD
Mediocre 2.0

Pros: Loved all the available dedicated JetBlue staff available to answer questions. Have not flown JetBlue often but heard many great things.

Cons: Weather delay which is out of JetBlue’s control but once we landed (6 hours later) we sat on the runway for an additional hour because our gate had a disable airplane occupying it. I think JetBlue could have done a better job ensuring a back up gate was available or giving their passenger updates on the situation.

BOS
ORD
Mediocre 3.3

Cons: Flight over 3 hours late leaving. Flight attendants rude, and nothing comped for drinks or food to make up for it. Had to circle for 45 min due to weather. Sat on tarmac 30 mijn on other end.

BOS
ORD
Excellent 10.0

Pros: Leg room was great. Free WiFi and TVs made the flight very accommodating.

Cons: Crying baby. Not the airlines fault.

BOS
ORD
Good 6.6

Pros: Having a tv

Cons: Sound jack not working properly , older plane no amenities

BOS
ORD
Mediocre 2.0

Pros: The leg space

Cons: Delay and the space between seats

Fri, Dec 7
ORH
Worcester
ORD
Chicago O'Hare International
5h 33m
Sun, Dec 9
ORD
Chicago O'Hare International
ORH
Worcester
5h 13m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 34,996 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
AMS
PHL
Good 7.0

Pros: Well the food was very good. Which i didn't expect how good it was. And the crew were nice people.

Cons: well we were delayed twice. One in Schiphol and the other in Philly. Wasted my time and everyone elses.

PHL
MEX
Okay 4.6

Pros: Power outlets at some seats

Cons: Little entertainment choices, no complimentary food, late, charged for even the most basic seat selection

ABQ
DFW
Excellent 8.0

Pros: Comfy seats and legroom in first class

Cons: Expected more than cookies for food in first class.

PHL
MIA
Excellent 8.3

Pros: Crew is helpful, seats comfortable

Cons: If they don’t offer free food why not offfer snacks for money. Movies are quite old.

MEX
MIA
Okay 4.0

Pros: Crew

Cons: Delay, the waiting room was very hot, very small place for many gates. Not enough seats for rest until my flight comes

Wed, Jan 2
BOS
Boston Logan International
ORD
Chicago O'Hare International
3h 08m
Sat, Jan 5
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 08m
Trip: 4 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 80 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
BOS
ORD
Good 6.6

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.

BOS
ORD
Excellent 10.0

Pros: Best landing I’ve experienced recently!

BOS
ORD
Mediocre 2.0

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!

BOS
ORD
Excellent 8.0

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

BOS
ORD
Mediocre 2.0

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.

Wed, Jan 16
BOS
Boston Logan International
ORD
Chicago O'Hare International
3h 03m
Tue, Jan 22
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 19m
Trip: 7 days
6.9GoodShow reviews
Overall 6.9 Good
Based on 60 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
ORD
Excellent 10.0

Pros: The crew could not have been more helpful and pleasant making the delay bearable as they were overtly communicative w all via text, email, and in person keeping is updated! HIGHLT RECOMMEND and will definitely be flying again. :)

BOS
ORD
Good 6.6

Pros: Having a tv

Cons: Sound jack not working properly , older plane no amenities

BOS
ORD
Mediocre 3.3

Cons: Flight over 3 hours late leaving. Flight attendants rude, and nothing comped for drinks or food to make up for it. Had to circle for 45 min due to weather. Sat on tarmac 30 mijn on other end.

BOS
ORD
Mediocre 2.0

Pros: Loved all the available dedicated JetBlue staff available to answer questions. Have not flown JetBlue often but heard many great things.

Cons: Weather delay which is out of JetBlue’s control but once we landed (6 hours later) we sat on the runway for an additional hour because our gate had a disable airplane occupying it. I think JetBlue could have done a better job ensuring a back up gate was available or giving their passenger updates on the situation.

BOS
ORD
Mediocre 2.6

Cons: Almost a 9 hour ordeal. 4 hour delay because of weather for flight because one crew that was supposed to take our flight had “timed out.” Didn’t take off til after 1am. Finally landed and sat on plane because a plane at our gate was “disabled.” It’s 4:33am, I’ve been off the plane for half an hour, no baggage coming out of the carousel yet and no sign of this absolutely horrific experience ending anytime soon.

Sat, Dec 15
BOS
Boston Logan International
ORD
Chicago O'Hare International
2h 58m
Sun, Dec 16
ORD
Chicago O'Hare International
BOS
Boston Logan International
6h 45m
Trip: 2 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 178 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
BOS
ORD
Excellent 8.0

Pros: The crew from the ticket agents all the way up were great. The app for iPhone is great.

Cons: I paid for 30 minutes of WiFi to download the United app on my iPad. I wanted to watch the movies/tv shows that were available to passengers. The WiFi was spotty and slow so I wasn’t able to load the app. Needless to say I was disappointed. I also was disappointed with the seating. I am an average size person and I felt very cramped in my seat. My shoulders and neck are killing me after a 2 hour flight. I know that I chose the economy seating but I don’t remember the seats being quite so narrow or the leg room being non existent.

BOS
ORD
Excellent 8.0

Cons: There HAS to be a different snack choice than just salted pretzels, right? Not everyone is a fan of those. And although it may have been a last-minute issue, learning that there was no WiFi as we ascended 10,000’ into the air was quite disappointing. No techie around to troubleshoot that while we were boarding? Otherwise, the flight was uneventful and the crew was pleasant enough.

BOS
ORD
Excellent 10.0

Pros: Everything went smoothly. Only a couple delays.

Cons: The ease of travel.

BOS
ORD
Good 7.3

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.

BOS
ORD
Mediocre 2.6

Pros: Plane was on time.

Cons: Even as I was checking in for the flight, as an economy traveler, I was constantly reminded of all the things I wasn’t entitled to -all boarding was based on how much you’d paid, not where you were sitting. I didn’t expect special treatment, but once you’re at the gate, boarding agents usually treat passengers equally. Not so with United.

Thu, Dec 6
BOS
Boston Logan International
MDW
Chicago Midway
4h 47m
Sun, Dec 9
MDW
Chicago Midway
BOS
Boston Logan International
4h 57m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,303 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
BRU
ATL
Okay 5.6

Pros: The crew was nice, helpful abd friendly. Very seemed glad to serve us.

Cons: The seats were so close that we could not sleep. You couldnt put your head back or down on table even with pillows. Will not fly Delta again on long flights.

MSP
FLL
Excellent 10.0

Pros: We had purchased economy tickets and got assigned seats that were not next to each other. As we were boarding the ticket person gave us a new seat assignment closer to the front and next to each other – we really appreciated and liked it. Makes me want to fly Delta again!

DFW
LGA
Excellent 8.0

Pros: The comfort the professionalism of the staff everywhere I went

Cons: Little pricey on rental and hotel.

SJU
JFK
Excellent 9.0

Pros: My flight from STX was delayed some 30 minutes. That made a dent in the 57 minutes I had to catch my Delta flight. Naturally we landed at gate A2 and Delta was boarding at Terminal 2 gate B9. Me with my knee replacement can’t run and my wheelchair was not in sight. Thank goodness I had a carryon with wheels. I was out of breath when I got to Delta and the last passengers were boarding. I started panicking and interrupted the ground steward who asked me to wait with a smile. I waited . So when I told them I was standby they waved me on after showing my passport. I couldn’t find my boarding pass. I was pleasantly surprised to get a seat in first class. I was so thankful. My first time. Good things come to those who wait! Thank you Delta.

ATL
DAL
Okay 4.0

Cons: The flight attendants were unfriendly, condescending. They seemed unhappy about having to serve people.

Fri, Feb 1
BOS
Boston Logan International
ORD
Chicago O'Hare International
3h 02m
Tue, Feb 5
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 19m
Trip: 5 days
6.9GoodShow reviews
Overall 6.9 Good
Based on 60 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
ORD
Excellent 10.0

Pros: The crew could not have been more helpful and pleasant making the delay bearable as they were overtly communicative w all via text, email, and in person keeping is updated! HIGHLT RECOMMEND and will definitely be flying again. :)

BOS
ORD
Mediocre 2.0

Pros: Loved all the available dedicated JetBlue staff available to answer questions. Have not flown JetBlue often but heard many great things.

Cons: Weather delay which is out of JetBlue’s control but once we landed (6 hours later) we sat on the runway for an additional hour because our gate had a disable airplane occupying it. I think JetBlue could have done a better job ensuring a back up gate was available or giving their passenger updates on the situation.

BOS
ORD
Good 6.6

Pros: Having a tv

Cons: Sound jack not working properly , older plane no amenities

BOS
ORD
Excellent 8.0

Pros: Great service and smooth flight. On time, all good things.

Cons: An individual who was very overweight sat next to me and took up half of my seat as well. I understand we all deserv to ride comfortably and my intent is not to shame them. That said, if someone can’t put the armrest down I think the airline should require them to purchase both seats as it’s very uncomfortable to be in the position of having no seat for the entire ride. I’m an average sized person so it was a challenge but even tiny people deserve the full seat they purchased. There really should be a rule or something.

BOS
ORD
Mediocre 2.6

Cons: Almost a 9 hour ordeal. 4 hour delay because of weather for flight because one crew that was supposed to take our flight had “timed out.” Didn’t take off til after 1am. Finally landed and sat on plane because a plane at our gate was “disabled.” It’s 4:33am, I’ve been off the plane for half an hour, no baggage coming out of the carousel yet and no sign of this absolutely horrific experience ending anytime soon.

Sun, Apr 28
BOS
Boston Logan International
ORD
Chicago O'Hare International
2h 41m
Wed, May 1
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 10m
Trip: 4 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 80 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
BOS
ORD
Good 6.6

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.

BOS
ORD
Mediocre 3.6

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).

BOS
ORD
Mediocre 2.0

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

BOS
ORD
Excellent 10.0

Pros: Best landing I’ve experienced recently!

BOS
ORD
Excellent 8.0

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

Thu, Jan 3
BOS
Boston Logan International
MDW
Chicago Midway
6h 29m
Fri, Jan 4
MDW
Chicago Midway
BOS
Boston Logan International
6h 33m
Trip: 2 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,303 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
MSP
FLL
Excellent 10.0

Pros: We had purchased economy tickets and got assigned seats that were not next to each other. As we were boarding the ticket person gave us a new seat assignment closer to the front and next to each other – we really appreciated and liked it. Makes me want to fly Delta again!

DFW
LGA
Excellent 8.0

Pros: The comfort the professionalism of the staff everywhere I went

Cons: Little pricey on rental and hotel.

SFO
DTW
Excellent 9.3

Pros: Nice employees and service

Cons: Seat room

MAD
ATL
Excellent 10.0

Pros: Delta’s notifications are very timely and helpful. They even tell you when your bags are on the plane and at baggage claim.

ATL
DCA
Excellent 8.0

Pros: The efficiency of having my boarding pass on my phone (Apple Wallet). The Kayak and Delta apps streamlined perfectly and I was able to check in and pay for luggage through Kayak! I just need to do better at checking my phone due to both apps sending me updates about flight delays and luggage locations

Cons: Lack of space from being confined to the middle seat but the passengers next to me were nice and the plane ride was over before I realized it.

Tue, Mar 19
BOS
Boston Logan International
ORD
Chicago O'Hare International
2h 56m
Sat, Mar 23
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 15m
Trip: 5 days
6.9GoodShow reviews
Overall 6.9 Good
Based on 60 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
ORD
Excellent 10.0

Pros: Wide array of snacks and drinks, tv/movies to watch for free, excellent staff from beginning to end, and tons of legroom. The complimentary free check of my carryon way awesome.

Cons: I liked everything! No complaints at all.

BOS
ORD
Mediocre 2.0

Cons: Six hours late, then there wasn’t enough fuel and had to wait for paperwork multiple times. Hands down the worst experience I have ever had. I will not be flying JetBlue again.

BOS
ORD
Mediocre 2.0

Pros: Loved all the available dedicated JetBlue staff available to answer questions. Have not flown JetBlue often but heard many great things.

Cons: Weather delay which is out of JetBlue’s control but once we landed (6 hours later) we sat on the runway for an additional hour because our gate had a disable airplane occupying it. I think JetBlue could have done a better job ensuring a back up gate was available or giving their passenger updates on the situation.

BOS
ORD
Mediocre 2.0

Pros: The leg space

Cons: Delay and the space between seats

BOS
ORD
Excellent 10.0

Pros: Leg room was great. Free WiFi and TVs made the flight very accommodating.

Cons: Crying baby. Not the airlines fault.

Sun, May 26
BOS
Boston Logan International
ORD
Chicago O'Hare International
3h 00m
Mon, May 27
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 19m
Trip: 2 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 178 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
BOS
ORD
Mediocre 2.6

Pros: Plane was on time.

Cons: Even as I was checking in for the flight, as an economy traveler, I was constantly reminded of all the things I wasn’t entitled to -all boarding was based on how much you’d paid, not where you were sitting. I didn’t expect special treatment, but once you’re at the gate, boarding agents usually treat passengers equally. Not so with United.

BOS
ORD
Okay 4.6

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.

BOS
ORD
Excellent 8.0

Cons: There HAS to be a different snack choice than just salted pretzels, right? Not everyone is a fan of those. And although it may have been a last-minute issue, learning that there was no WiFi as we ascended 10,000’ into the air was quite disappointing. No techie around to troubleshoot that while we were boarding? Otherwise, the flight was uneventful and the crew was pleasant enough.

BOS
ORD
Okay 4.6

Cons: Delayed over an hour

BOS
ORD
Mediocre 2.0

Pros: Refund was prompt

Cons: Flight was canceled

Wed, May 29
BOS
Boston Logan International
ORD
Chicago O'Hare International
2h 41m
Thu, Jun 6
ORD
Chicago O'Hare International
BOS
Boston Logan International
2h 10m
Trip: 9 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 80 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
BOS
ORD
Mediocre 3.6

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).

BOS
ORD
Mediocre 2.0

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!

BOS
ORD
Excellent 9.3

Pros: No food, no entertainment. Flight very smooth. No legroom

Cons: No legroom. They made me check carry on

BOS
ORD
Good 6.6

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.

BOS
ORD
Good 6.3

Cons: Terrible turbulence

Thu, Jan 3
BOS
Boston Logan International
ORD
Chicago O'Hare International
6h 36m
Sun, Jan 6
ORD
Chicago O'Hare International
BOS
Boston Logan International
4h 56m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,303 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
BRU
ATL
Okay 5.6

Pros: The crew was nice, helpful abd friendly. Very seemed glad to serve us.

Cons: The seats were so close that we could not sleep. You couldnt put your head back or down on table even with pillows. Will not fly Delta again on long flights.

SJU
JFK
Excellent 9.0

Pros: My flight from STX was delayed some 30 minutes. That made a dent in the 57 minutes I had to catch my Delta flight. Naturally we landed at gate A2 and Delta was boarding at Terminal 2 gate B9. Me with my knee replacement can’t run and my wheelchair was not in sight. Thank goodness I had a carryon with wheels. I was out of breath when I got to Delta and the last passengers were boarding. I started panicking and interrupted the ground steward who asked me to wait with a smile. I waited . So when I told them I was standby they waved me on after showing my passport. I couldn’t find my boarding pass. I was pleasantly surprised to get a seat in first class. I was so thankful. My first time. Good things come to those who wait! Thank you Delta.

MSP
FLL
Excellent 10.0

Pros: We had purchased economy tickets and got assigned seats that were not next to each other. As we were boarding the ticket person gave us a new seat assignment closer to the front and next to each other – we really appreciated and liked it. Makes me want to fly Delta again!

SEA
AMS
Excellent 10.0

Pros: This flight is always on time and flying on Sunday is a great option.

MAD
ATL
Excellent 10.0

Pros: Delta’s notifications are very timely and helpful. They even tell you when your bags are on the plane and at baggage claim.

Fri, Jan 4
BOS
Boston Logan International
MDW
Chicago Midway
4h 55m
Sun, Jan 6
MDW
Chicago Midway
BOS
Boston Logan International
5h 22m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,303 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
AMS
SEA
Okay 5.6

Cons: Just not very pleasant, I guess you get what you pay for

SJU
JFK
Excellent 9.0

Pros: My flight from STX was delayed some 30 minutes. That made a dent in the 57 minutes I had to catch my Delta flight. Naturally we landed at gate A2 and Delta was boarding at Terminal 2 gate B9. Me with my knee replacement can’t run and my wheelchair was not in sight. Thank goodness I had a carryon with wheels. I was out of breath when I got to Delta and the last passengers were boarding. I started panicking and interrupted the ground steward who asked me to wait with a smile. I waited . So when I told them I was standby they waved me on after showing my passport. I couldn’t find my boarding pass. I was pleasantly surprised to get a seat in first class. I was so thankful. My first time. Good things come to those who wait! Thank you Delta.

JFK
IAD
Excellent 10.0

Pros: The service is very good from the beginning. The flight attendant is very caring thanks so much.

DFW
LGA
Excellent 8.0

Pros: The comfort the professionalism of the staff everywhere I went

Cons: Little pricey on rental and hotel.

MAD
ATL
Excellent 10.0

Pros: Delta’s notifications are very timely and helpful. They even tell you when your bags are on the plane and at baggage claim.

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