Flights from Boston to Chicago Midway

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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
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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
09:50 MDW
13:06 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
American Airlines
$109
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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
Check
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
Check
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
05:50 MDW
11:45 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Southwest Airlines
$135
Check
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
Check
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
17:55 MDW
21:15 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
Southwest Airlines
$162
Check
Prices based on recent searches, subject to last-minute changes
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Flight information Boston - Chicago Midway
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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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