Boston Chicago | 05/20/24 1 Stopover (MCO) NK1998, NK2056 08h 10min | 06/01/24 1 Stopover (PHL) F92112, F93012 06h 08min | Spirit Airlines | $130 found 3 days ago | Check | ||
Best option Boston Chicago | 10/15/24 direct NK0174 02h 33min | 10/31/24 direct NK0177 02h 18min | Spirit Airlines | $190 Found several days ago | Check | ||
Boston Chicago | 08/04/24 3 Stopovers (MCO, EWR, TYS) NK0126, NK0059, G41399, G41413 25h 15min | 08/30/24 3 Stopovers (TYS, MCO, BWI) G43032, G41435, NK2078, NK0932 17h 59min | Spirit Airlines, Allegiant Air | $827 Found several days ago | Check | ||
Boston Chicago | 05/20/24 1 Stopover (MCO) NK1998, NK2056 08h 10min | 06/01/24 1 Stopover (PHL) AA0588, AA1874 05h 37min | Spirit Airlines | ? | $159 found 3 days ago | Check | |
Boston Chicago | 05/20/24 1 Stopover (MCO) NK1998, NK2056 08h 10min | 06/01/24 direct AA1033 02h 29min | Spirit Airlines | ? | $165 found 3 days ago | Check | |
Boston Chicago | 09/29/24 direct NK0174 02h 33min | 10/14/24 1 Stopover (MSP) SY0260, SY0251 14h 10min | Spirit Airlines | ? | $246 Found several days ago | Check | |
Boston Chicago | 05/20/24 1 Stopover (PHL) F92167, F94367 11h 14min | 06/01/24 1 Stopover (MCO) F91458, F91978 22h 19min | Frontier Airlines | $252 found 3 days ago | Check | ||
Boston Chicago | 05/20/24 1 Stopover (MCO) NK1998, NK2056 08h 10min | 06/01/24 1 Stopover (FLL) NK0002, NK0616 16h 45min | Spirit Airlines | ? | $253 found 3 days ago | Check | |
Boston Chicago | 10/15/24 direct NK0174 02h 33min | 10/31/24 1 Stopover (MSP) SY0262, SY0251 14h 19min | Spirit Airlines | ? | $253 Found several days ago | Check | |
Boston Chicago | 09/29/24 direct NK0174 02h 33min | 10/14/24 direct NK0177 02h 18min | Spirit Airlines | $279 Found several days ago | Check |
- Find cheap flights
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- Flights to Chicago
- Flights Boston (BOS) Chicago (CHI)
Stops
Airline
- Spirit Airlines
- United Airlines
- American Airlines
- Frontier Airlines
- Sun Country Airlines
- other
Flight type
- Return
Outbound departure month
- May 2024
- July 2024
- August 2024
- September 2024
- October 2024
Outbound weekday
- Monday
- Tuesday
- Friday
- Sunday
Return departure month
- June 2024
- August 2024
- October 2024
Return weekday
- Monday
- Thursday
- Friday
- Saturday
Change in
- Orlando International Airport, FL
- New York - Newark Liberty International Airport, NJ
- Minneapolis - St. Paul International Airport, MN
- Philadelphia International Airport, PA
- Knoxville, TN
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 | $129.30 |
---|---|
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 $134
- Boston - Los Angeles from $288
- Boston - San Francisco from $242
- Boston - Miami from $189
- Boston - Fort Myers from $220
- Boston - Orlando from $218
- Boston - Washington-DC from $143
- Boston - Dallas from $167
- Boston - New York from $134
- Boston - Seattle-Tacoma from $303
Alternative flights to Chicago
- New York - Chicago from $65
- Los Angeles - Chicago from $198
- Las Vegas - Chicago from $183
- Washington-DC - Chicago from $158
- Atlanta - Chicago from $100
- Denver - Chicago from $152
- Fort Myers - Chicago from $178
- Tampa - Chicago from $229
- San Francisco - Chicago from $157
- Philadelphia - Chicago from $164
Flight destinations with a similar price
- Chicago - Mexico City from $212
- Chicago - Montego Bay from $332
- Chicago - Morelia from $365
- Chicago - San Jose, Costa Rica from $371
- Chicago - Cancun from $236
- Chicago - San Juan (Puerto Rico) from $217
- Chicago - Toronto from $243
- Chicago - Santiago de Chile from $562
- Chicago - Guadalajara from $204
- Chicago - Hyderabad from $840
Flight destinations with a similar price
- Boston - New York from $134
- Boston - New York from $134
- Boston - New York from $134