Direct flights from Boston to Chicago

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Outbound flight: 04/25/23
19:55 BOS
21:50 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
Return flight: 05/09/23
17:10 CHI
20:43 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Delta Air Lines
$153
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Outbound flight: 04/25/23
20:30 BOS
22:25 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 05/09/23
11:50 CHI
15:09 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines
$158
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Outbound flight: 04/25/23
08:15 BOS
09:57 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 05/09/23
21:05 CHI
00:19 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines
$158
Check
Outbound flight: 04/25/23
09:30 BOS
11:10 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 05/09/23
11:50 CHI
15:09 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines
$158
Check
Outbound flight: 04/25/23
08:15 BOS
09:57 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 05/09/23
17:57 CHI
21:11 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines
$158
Check
Outbound flight: 06/14/23
05:00 BOS
06:35 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Southwest Airlines
Return flight: 06/28/23
06:00 CHI
09:10 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Southwest Airlines
$158
Check
Outbound flight: 07/12/23
06:00 BOS
08:00 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 07/26/23
06:05 CHI
09:28 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Delta Air Lines
$162
Check
Outbound flight: 04/25/23
08:45 BOS
10:20 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Southwest Airlines
Return flight: 05/09/23
20:55 CHI
00:05 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Southwest Airlines
$163
Check
Outbound flight: 04/25/23
19:55 BOS
21:50 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
Return flight: 05/09/23
21:05 CHI
00:19 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines
$165
Check
Outbound flight: 04/25/23
19:55 BOS
21:50 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
Return flight: 05/09/23
21:05 CHI
00:19 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines
$165
Check
Prices based on recent searches, subject to last-minute changes
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Flight information Boston - Chicago
Alternative flight routes
Cheap direct flights
Flight details Boston - Chicago
  • Flight duration: min. 02:45 / max. 06:55
  • Distance: 1371 km
  • Flights per week: 162
  • Return flight duration: min. 02:08 / max. 11:15
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.