Basic Economy offers low fares but includes late boarding and no free checked bags.
Main Cabin Extra provides early boarding and complimentary drinks for a small fee.

Planning a trip from Boston to O'Hare Intl? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
| Low season | January |
|---|---|
| High season | July |
| Cheapest flight | $68 |
Direct departures
Boston Logan Intl to Chicago O'Hare Intl
Monday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Tuesday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Wednesday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Thursday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Friday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Saturday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Sunday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Direct returns
Chicago O'Hare Intl to Boston Logan Intl
Monday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Tuesday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Wednesday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Thursday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Friday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Saturday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Sunday
American Airlines, Delta, JetBlue, +1 more
American Airlines, Delta, +2 more
1
Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.
Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.
Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.
It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.
Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.
Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.
I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.
Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.
DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.
Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.
This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.
Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.
The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.
Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.
They did the one thing that really matters - got to Chicago early.
The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect
It was nice to have gotten up upgraded to first class with a meal on a three hour flight
Very bad! They kept delaying my flight and wouldn’t do anything about it
Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.
Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.
Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.
So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute
The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.
Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative
I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable
It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.
It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.
After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.
Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.
This was the best 2 flights I have had with American out of SGF. Great crew both flights.
Excellent - explanations were clear staff was nice and flight was comfortable
First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.
1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready
It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.
The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.
Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!
The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.
Very pleasant flight attendants. Gate crew rather loud chatting with each other.
Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.
Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.
Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.
spirit delayed my first flight 9 hours and then cancelled my flight back home. Very disappointed with their service.
Late taking off. ATC sent us circling around Chicago for almost an hour, after landing taxied for 40 minutes.
Delays due to a "power bank removal", no wifi, pilot said wrong arrival city, stewardess mumbled the word drinks as she rushed past, loud passengers with no enforcement of rules (blasting music out loud on their phones), screaming children
I waited for 4+ extra hours to even board when i was fighting off a cold. So i was sitting there in the airport with a fever and chills while spirit wasted my time. Then once on the plane we had at least an extra hour of taxiing before and after takeoff. Really poor airline, no amenities to speak of, and a lack of organization that will just ruin your experience.
Terrible. They cancelled the flight at the last minute after I had checked in at the airport and then told me they could only put me on a flight after 7 days. Pathetic.
I didn't eat, so I can't rate the food. Delayed set off was beyond
Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.
Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.
Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight
To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.