Flights from Boston to Chicago Midway

  • Find cheap flights
Outbound flight: 11/14/23
05:40 BOS
09:13 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 11/28/23
06:05 MDW
09:28 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
Delta Air Lines
$246
Check
Outbound flight: 09/29/23
11:44 BOS
16:52 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Frontier Airlines
Return flight: 10/13/23
12:38 MDW
23:54 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Spirit Airlines
$273
Check
Outbound flight: 11/20/23
05:40 BOS
09:13 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 12/04/23
10:05 MDW
15:23 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Delta Air Lines
$317
Check
Outbound flight: 09/21/23
08:50 BOS
12:49 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 10/05/23
19:55 MDW
23:27 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
Delta Air Lines
$350
Check
Outbound flight: 09/29/23
05:40 BOS
09:13 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 10/13/23
19:55 MDW
23:27 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
Delta Air Lines
$368
Check
Outbound flight: 09/29/23
05:40 BOS
09:13 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 10/13/23
17:55 MDW
01:00 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Delta Air Lines
$369
Check
Outbound flight: 08/04/23
20:50 BOS
22:25 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
direct
Southwest Airlines
Return flight: 08/18/23
21:05 MDW
00:38 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
United Airlines
$378
Check
Outbound flight: 11/20/23
05:40 BOS
09:13 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 12/04/23
13:00 MDW
16:34 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
direct
Delta Air Lines
$418
Check
Outbound flight: 08/04/23
05:40 BOS
09:13 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 08/18/23
17:59 MDW
23:48 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Delta Air Lines
$459
Check
Outbound flight: 10/29/23
05:40 BOS
09:13 MDW
Boston Logan International Airport, MA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 11/12/23
17:59 MDW
23:48 BOS
Chicago Midway International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Delta Air Lines
$462
Check
Prices based on recent searches, subject to last-minute changes
Page 1 / 2
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
Top Flight Routes
Privacy | About / Terms and conditions | Ranking
* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.