Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Boston Chicago | Outbound 12/13/24 1 Stopover (MCO) NK0502, NK1842 09h 24min | Return 12/31/24 1 Stopover (PHL) F92112, F93012 05h 45min | Spirit Airlines | ? | $158 | ||
Best option Boston Chicago | Outbound 12/13/24 direct AA0514 03h 02min | Return 12/31/24 direct AA1570 02h 18min | American Airlines | ? | $171 | ||
Boston Chicago | Outbound 12/13/24 1 Stopover (MCO) NK2206, NK1147 12h 59min | Return 12/31/24 1 Stopover (PHL) F92112, F93012 05h 45min | Spirit Airlines | $170 | |||
Boston Chicago | Outbound 02/19/25 direct AA2837 03h 11min | Return 03/10/25 direct AA2682 02h 21min | American Airlines | ? | $196 | ||
Boston Chicago | Outbound 02/19/25 1 Stopover (DTW) NK2328, NK1181 05h 07min | Return 03/10/25 direct AA3821 02h 29min | Spirit Airlines | ? | $201 | ||
Boston Chicago | Outbound 01/16/25 direct AA3345 03h 03min | Return 01/20/25 1 Stopover (DCA) AA1682, AA2120 04h 02min | American Airlines | ? | $207 | ||
Boston Chicago | Outbound 02/19/25 direct UA1015 02h 52min | Return 03/10/25 direct UA1332 02h 33min | United Airlines | $223 | |||
Boston Chicago | Outbound 01/16/25 direct UA1015 02h 59min | Return 01/20/25 direct UA1989 02h 28min | United Airlines | ? | $228 | ||
Boston Chicago | Outbound 01/16/25 direct UA2040 02h 59min | Return 01/20/25 direct UA2099 02h 25min | United Airlines | ? | $230 | ||
Boston Chicago | Outbound 03/02/25 direct AA1239 03h 14min | Return 03/07/25 direct AA3703 02h 29min | American Airlines | ? | $250 found 2 days ago |
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- Flight Routes
- Flights to United States
- Flights to Chicago
- Flights Boston (BOS) Chicago (CHI)
Stops
- Direct flight
Airline
- United Airlines
- Spirit Airlines
- American Airlines
- Frontier Airlines
Flight type
- Return
Outbound departure month
- December 2024
- January 2025
- February 2025
- March 2025
Outbound weekday
- Wednesday
- Thursday
- Friday
- Sunday
Return departure month
- December 2024
- January 2025
- March 2025
Return weekday
- Monday
- Tuesday
- Friday
Change in
- Hartsfield-Jackson Atlanta International Airport, GA
- Orlando International Airport, FL
- New York - Newark Liberty International Airport, NJ
- Detroit Metropolitan Wayne County Airport, MI
- Raleigh-Durham International Airport , NC
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 %
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 | $157.48 |
---|---|
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 | Airport Boston Logan International Airport, MA (BOS) |
Arrival airport | Airport Chicago-IL all Airports (ORD, MDW, RFD) (CHI) |
Destination country | Flights to United States |
Alternative routes to United States
- Flight Boston - New York from $89
- Flight Boston - Los Angeles from $197
- Flight Boston - San Francisco from $207
- Flight Boston - Miami from $232
- Flight Boston - Orlando from $249
- Flight Boston - Fort Myers from $249
- Flight Boston - Washington-DC from $141
- Flight Boston - Dallas from $233
- Flight Boston - New York from $112
- Flight Boston - Seattle-Tacoma from $259
Alternative flights to Chicago
- Flight New York - Chicago from $55
- Flight Los Angeles - Chicago from $243
- Flight Las Vegas - Chicago from $194
- Flight Washington-DC - Chicago from $106
- Flight Atlanta - Chicago from $143
- Flight Denver - Chicago from $101
- Flight Fort Myers - Chicago from $165
- Flight Tampa - Chicago from $144
- Flight San Francisco - Chicago from $242
- Flight Philadelphia - Chicago from $90
Flight destinations with a similar price
- Flight Chicago - London from $451
- Flight Chicago - Stuttgart from $556
- Flight Chicago - Hyderabad from $695
- Flight Chicago - Lahore from $785
- Flight Chicago - Cancun from $304
- Flight Chicago - Guadalajara from $261
- Flight Chicago - Morelia from $266
- Flight Chicago - Lagos from $789
- Flight Chicago - Santiago de Chile from $690
- Flight Chicago - San Jose, Costa Rica from $308
Flight destinations with a similar price
- Flight Boston - Chicago O'Hare from $158
- Flight Boston - Pittsburgh from $171
- Flight Boston - St. Louis from $144