Flights from Boston to Chicago Midway

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Due to the effect of the current situation on air traffic, fewer offers are being submitted. Some offers might now no longer be available.
Outbound flight: 01/30/21
10:40 BOS
12:30 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
direct
Southwest Airlines
$50
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Outbound flight: 05/02/21
05:40 BOS
12:35 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 05/16/21
19:59 MDW
23:28 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
Delta Air Lines
$164
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Outbound flight: 01/30/21
18:30 BOS
08:53 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Linear Air
$20,341
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Outbound flight: 12/22/20
11:55 BOS
16:05 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
direct
Southwest Airlines
Return flight: 01/05/21
22:19 MDW
01:38 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
American Airlines
$109
Offers unavailable
Outbound flight: 12/16/20
22:30 BOS
00:25 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
direct
Southwest Airlines
Return flight: 12/30/20
21:45 MDW
00:55 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
Southwest Airlines
$132
Offers unavailable
Outbound flight: 12/16/20
09:40 BOS
11:35 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
direct
Southwest Airlines
Return flight: 12/30/20
05:50 MDW
11:45 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Southwest Airlines
$135
Offers unavailable
Outbound flight: 12/16/20
05:05 BOS
10:10 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Southwest Airlines
Return flight: 12/30/20
05:50 MDW
11:45 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Southwest Airlines
$139
Offers unavailable
Prices based on recent searches, subject to last-minute changes
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Flight information Boston - Chicago Midway
Alternative flight routes
Cheap direct flights
Flight details Boston - Chicago Midway
  • Flight duration: min. 02:45 / max. 06:55
  • Distance: 1383 km
  • Flights per week: 23
  • Return flight duration: min. 02:10 / 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.