All airlines flying from Boston Logan (BOS) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 18:35 Boston Logan (BOS) B 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 1089 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-02-15 through 2025-03-01
Sun 18:10 Boston Logan (BOS) B 20:00 Midway, Chicago (MDW)
Southwest Airlines WN 1182 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2024-12-01
Sat 20:15 Boston Logan (BOS) B 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 1182 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-11-23 through 2024-11-30
Sat 20:15 Boston Logan (BOS) B 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 1182 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-12-21 through 2025-01-04
Mon,Thu,Fri 18:30 Boston Logan (BOS) B 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 1294 Non-stop Boeing 737-700 (73W) 2:40 Effective 2024-10-03 through 2024-10-28
Fri 18:30 Boston Logan (BOS) B 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 1294 Non-stop Boeing 737-700 (73W) 2:40 Operates only on 2024-11-01
Sun 06:30 Boston Logan (BOS) B 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 1343 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2024-12-01
Mon-Wed 18:00 Boston Logan (BOS) B 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-11-04 through 2024-11-06
Tue,Wed 18:00 Boston Logan (BOS) B 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-11-12 through 2024-11-20
Tue-Fri 18:00 Boston Logan (BOS) B 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-11-29 through 2024-12-06
Mon-Thu 18:00 Boston Logan (BOS) B 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-12-09 through 2024-12-18
Tue,Wed 18:00 Boston Logan (BOS) B 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-12-24 through 2025-01-01
Mon 18:00 Boston Logan (BOS) B 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2025-01-06
Thu,Fri,Sun 18:35 Boston Logan (BOS) B 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-01-12 through 2025-01-17
Mon,Sun 18:35 Boston Logan (BOS) B 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 18:35 Boston Logan (BOS) B 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-02-02 through 2025-02-07
Mon 18:35 Boston Logan (BOS) B 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-02-10
Mon,Tue,Thu 18:35 Boston Logan (BOS) B 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-02-18 through 2025-02-24
Mon 18:35 Boston Logan (BOS) B 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-03-03
Mon,Thu,Fri,Sun 19:45 Boston Logan (BOS) B 21:35 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 19:45 Boston Logan (BOS) B 21:35 Midway, Chicago (MDW)
Southwest Airlines WN 1549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-02-21 through 2025-03-02
Mon,Thu,Fri 21:35 Boston Logan (BOS) B 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 1948 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2024-10-03 through 2024-10-28
Fri 21:35 Boston Logan (BOS) B 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 1948 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2024-11-01
Sun 21:40 Boston Logan (BOS) B 23:15 Midway, Chicago (MDW)
Southwest Airlines WN 1948 Non-stop Boeing 737-800 (73H) 2:35 Effective 2024-10-06 through 2024-10-27
Thu 10:50 Boston Logan (BOS) B 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 2211 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-11-28
Sat 16:45 Boston Logan (BOS) B 18:20 Midway, Chicago (MDW)
Southwest Airlines WN 2376 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2024-09-28
Mon-Fri 17:25 Boston Logan (BOS) B 19:05 Midway, Chicago (MDW)
Southwest Airlines WN 2376 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2024-10-02
Sun 18:25 Boston Logan (BOS) B 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 2376 Non-stop Boeing 737-800 (73H) 2:40 Effective 2024-09-08 through 2024-09-29
Sat 12:50 Boston Logan (BOS) B 14:40 Midway, Chicago (MDW)
Southwest Airlines WN 2451 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-01-11 through 2025-02-08
Mon,Thu,Fri 05:40 Boston Logan (BOS) B 07:20 Midway, Chicago (MDW)
Southwest Airlines WN 2686 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2024-10-03 through 2024-10-28
Fri 05:40 Boston Logan (BOS) B 07:20 Midway, Chicago (MDW)
Southwest Airlines WN 2686 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2024-11-01
Sat 06:10 Boston Logan (BOS) B 07:55 Midway, Chicago (MDW)
Southwest Airlines WN 2686 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-10-05 through 2024-11-02
Sun 06:35 Boston Logan (BOS) B 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 2686 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2024-10-06 through 2024-10-27
Thu 06:55 Boston Logan (BOS) B 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 2686 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2024-10-31
Sun 19:00 Boston Logan (BOS) B 20:40 Midway, Chicago (MDW)
Southwest Airlines WN 2689 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2024-09-01
Mon,Thu,Fri 20:25 Boston Logan (BOS) B 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 2689 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2024-09-26
Mon 20:25 Boston Logan (BOS) B 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 2689 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2024-09-30
Sun 21:30 Boston Logan (BOS) B 23:00 Midway, Chicago (MDW)
Southwest Airlines WN 2689 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2024-09-08 through 2024-09-29
Mon,Thu,Fri 09:15 Boston Logan (BOS) B 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 2734 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-10-03 through 2024-10-18
Mon 09:15 Boston Logan (BOS) B 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 2734 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-10-21
Mon,Thu,Fri 09:15 Boston Logan (BOS) B 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 2734 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-10-24 through 2024-10-28
Fri 09:15 Boston Logan (BOS) B 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 2734 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2024-11-01
Sat 10:25 Boston Logan (BOS) B 12:00 Midway, Chicago (MDW)
Southwest Airlines WN 2734 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2024-10-05 through 2024-11-02
Thu 10:25 Boston Logan (BOS) B 12:00 Midway, Chicago (MDW)
Southwest Airlines WN 2734 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2024-10-31
Tue,Wed 11:10 Boston Logan (BOS) B 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 2734 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2024-10-08 through 2024-10-30
Tue,Wed 06:15 Boston Logan (BOS) B 08:00 Midway, Chicago (MDW)
Southwest Airlines WN 2961 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-10-08 through 2024-10-30
Sat 16:40 Boston Logan (BOS) B 18:30 Midway, Chicago (MDW)
Southwest Airlines WN 3057 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-01-11 through 2025-02-08
Sat 12:05 Boston Logan (BOS) B 13:50 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-09 through 2024-11-16
Sat 12:05 Boston Logan (BOS) B 13:50 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-12-07 through 2024-12-14
Mon,Thu,Fri,Sun 12:05 Boston Logan (BOS) B 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-02-13 through 2025-02-17
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All airlines flying from Boston Logan (BOS) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-02-10
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-03-03
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-02-21 through 2025-03-02
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-10-02
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-26
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Operates only on 2024-09-30
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-03 through 2024-10-18
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-10-21
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-10-24 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-11-09 through 2024-11-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-07 through 2024-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Boston Logan airport (BOS) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 858 miles, or 1380 km.
  • The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 2:30 and 3:00.