Best option Boston Chicago | 03/21/24 direct AA1239 02h 59min | 04/15/24 direct AA1033 02h 26min | American Airlines | $199 Found several days ago | Check | ||
Boston Chicago | 04/09/24 direct AA1509 02h 57min | 05/03/24 1 Stopover (PHL) AA2970, AA2615 06h 32min | American Airlines | $210 Found several days ago | Check | ||
Boston Chicago | 03/21/24 1 Stopover (PHL) F93011, F94367 05h 45min | 04/15/24 1 Stopover (MCO) F91458, F93348 15h 46min | Frontier Airlines | $218 Found several days ago | Check | ||
Boston Chicago | 03/21/24 1 Stopover (PHL) F93011, F94367 05h 45min | 04/15/24 1 Stopover (MCO) F91458, F93348 15h 46min | Frontier Airlines | $219 Found several days ago | Check | ||
Boston Chicago | 07/02/24 direct UA1944 02h 50min | 07/23/24 direct UA1803 02h 23min | United Airlines | ? | $219 Found several days ago | Check | |
Boston Chicago | 06/08/24 1 Stopover (EWR) UA1391, UA1308 05h 02min | 06/19/24 direct UA2627 02h 35min | United Airlines | ? | $225 Found several days ago | Check | |
Boston Chicago | 07/02/24 direct AA2845 02h 58min | 07/23/24 direct AA2682 02h 20min | American Airlines | ? | $229 Found several days ago | Check | |
Boston Chicago | 03/21/24 direct UA2128 03h 05min | 04/15/24 direct UA2627 02h 21min | United Airlines | ? | $230 Found several days ago | Check | |
Boston Chicago | 04/09/24 direct AA1502 02h 58min | 05/03/24 1 Stopover (PHL) AA2970, AA2615 06h 32min | American Airlines | ? | $233 Found several days ago | Check | |
Boston Chicago | 06/08/24 1 Stopover (EWR) UA1391, UA1308 05h 02min | 06/19/24 direct UA2627 02h 35min | United Airlines | ? | $245 Found several days ago | Check |
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Flight type
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Outbound departure month
- March 2024
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Outbound weekday
- Monday
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Return departure month
- April 2024
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Return weekday
- Monday
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Change in
- Toronto - Lester B. Pearson International Airport
- Hartsfield-Jackson Atlanta International Airport, GA
- Orlando International Airport, FL
- New York - Newark Liberty International Airport, NJ
- New York - La Guardia Airport, NY
- Detroit Metropolitan Wayne County Airport, MI
- Minneapolis - St. Paul International Airport, MN
- other
Tips and tricks to help you find cheap flights from Boston to Chicago
Favorite airline: Sun Country Airlines
Sun Country Airlines is the most popular airline for flights from Boston to Chicago.
Sun Country Airlines
30 %
American Airlines
19 %
United Airlines
16 %
Tip: book 6 months before departure
Save up to 29 % by booking flights 6 months before departure.
179 days before departure
Cheapest weekday: Friday
Choosing the right day of the week is worthwhile as prices of flights on this route are cheapest on Friday.
Direct flights are the cheapest connection
Direct flights on this route are $18.00 cheaper on average than flights with a stopover.
non stop flight
1 stop
02h 59min
05h 45min
$199
$217
Favourite connection: via Minneapolis
Flights with a stopover in Minneapolis are the most popular connection for this route.
Route
bookings
1 stopover Minneapolis - St. Paul International Airport, MN
08h 25min, from $286
33 %
Direct flights
02h 59min, from $199
32 %
1 stopover Orlando International Airport, FL
10h 02min, from $298
13 %
Flight information: Boston - Chicago
Roundtrip from | $198.68 |
---|---|
Flight duration | min. 02:45 / max. 06:55 |
Return flight duration | min. 02:08/ max. 11:15 |
Distance | 1371 km |
Flights per week | 162 |
Departure airport | Boston Logan International Airport, MA (BOS) |
Arrival airport | Chicago-IL all Airports (ORD, MDW, RFD) (CHI) |
Destination country | United States |
Alternative routes to United States
- Boston - New York from $122
- Boston - Los Angeles from $194
- Boston - San Francisco from $217
- Boston - Miami from $158
- Boston - Fort Myers from $230
- Boston - Orlando from $122
- Boston - Washington-DC from $123
- Boston - Dallas from $245
- Boston - New York from $129
- Boston - Seattle-Tacoma from $325
Alternative flights to Chicago
- New York - Chicago from $53
- Los Angeles - Chicago from $127
- Las Vegas - Chicago from $119
- Washington-DC - Chicago from $158
- Atlanta - Chicago from $49
- Denver - Chicago from $152
- Fort Myers - Chicago from $107
- Tampa - Chicago from $72
- San Francisco - Chicago from $113
- Philadelphia - Chicago from $156
Flight destinations with a similar price
- Chicago - Mexico City from $212
- Chicago - Santiago de Chile from $562
- Chicago - San Jose, Costa Rica from $280
- Chicago - San Juan (Puerto Rico) from $194
- Chicago - Toronto from $234
- Chicago - Istanbul from $759
- Chicago - Hyderabad from $789
- Chicago - Delhi from $654
- Chicago - Lagos from $794
- Chicago - Mumbai from $745
Flight destinations with a similar price
- Boston - Los Angeles from $194
- Boston - San Francisco from $217
- Boston - Chicago O'Hare from $199
- Boston - Nashville from $219
- Boston - Atlanta from $181
- Boston - Charleston from $186
- Boston - Toronto - City Centre from $213
- Boston - San Juan (Puerto Rico) from $208
- Boston - Chicago Midway from $218