Southwest Airlines flights from Midway, Chicago (MDW) to Hartford (BDL).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 17:45 Midway, Chicago (MDW) 20:45 Hartford (BDL)
Southwest Airlines WN 256 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2025-11-08 through 2025-11-15
Sat 17:45 Midway, Chicago (MDW) 20:45 Hartford (BDL)
Southwest Airlines WN 256 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2025-12-06 through 2025-12-13
Tue,Wed 18:15 Midway, Chicago (MDW) 21:25 Hartford (BDL)
Southwest Airlines WN 256 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-11-04 through 2025-11-12
Mon-Thu 18:15 Midway, Chicago (MDW) 21:25 Hartford (BDL)
Southwest Airlines WN 256 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-11-17 through 2025-11-20
Mon-Fri 18:15 Midway, Chicago (MDW) 21:25 Hartford (BDL)
Southwest Airlines WN 256 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-02 through 2025-12-11
Mon-Wed 18:15 Midway, Chicago (MDW) 21:25 Hartford (BDL)
Southwest Airlines WN 256 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-15 through 2025-12-17
Wed,Thu 18:15 Midway, Chicago (MDW) 21:25 Hartford (BDL)
Southwest Airlines WN 256 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-24 through 2026-01-01
Tue,Wed 13:00 Midway, Chicago (MDW) 16:05 Hartford (BDL)
Southwest Airlines WN 258 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2025-06-04
Tue,Wed,Sat 09:50 Midway, Chicago (MDW) 12:55 Hartford (BDL)
Southwest Airlines WN 275 Non-stop Boeing 737-800 (73H) 2:05 Effective 2025-11-22 through 2025-11-29
Mon 09:50 Midway, Chicago (MDW) 12:55 Hartford (BDL)
Southwest Airlines WN 275 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2025-12-01
Mon,Tue,Fri-Sun 09:50 Midway, Chicago (MDW) 12:55 Hartford (BDL)
Southwest Airlines WN 275 Non-stop Boeing 737-800 (73H) 2:05 Effective 2025-12-19 through 2026-01-04
Sun 13:40 Midway, Chicago (MDW) 16:45 Hartford (BDL)
Southwest Airlines WN 445 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2025-05-25
Sun 18:00 Midway, Chicago (MDW) 21:10 Hartford (BDL)
Southwest Airlines WN 480 Non-stop Boeing 737-800 (73H) 2:10 Operates only on 2025-08-31
Sun 18:55 Midway, Chicago (MDW) 22:00 Hartford (BDL)
Southwest Airlines WN 480 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-08-10 through 2025-08-24
Sun 18:55 Midway, Chicago (MDW) 22:00 Hartford (BDL)
Southwest Airlines WN 480 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-09-07 through 2025-09-28
Thu 14:00 Midway, Chicago (MDW) 17:00 Hartford (BDL)
Southwest Airlines WN 519 Non-stop Boeing 737-800 (73H) 2:00 Operates only on 2025-11-27
Sun 09:20 Midway, Chicago (MDW) 12:25 Hartford (BDL)
Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 11:55 Midway, Chicago (MDW) 14:55 Hartford (BDL)
Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:00 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 11:55 Midway, Chicago (MDW) 14:55 Hartford (BDL)
Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:00 Effective 2025-11-21 through 2025-11-28
Fri,Sun 11:55 Midway, Chicago (MDW) 14:55 Hartford (BDL)
Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:00 Effective 2025-12-07 through 2025-12-14
Thu 11:55 Midway, Chicago (MDW) 14:55 Hartford (BDL)
Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:00 Operates only on 2025-12-18
Mon 11:55 Midway, Chicago (MDW) 14:55 Hartford (BDL)
Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:00 Operates only on 2026-01-05
Sun 10:05 Midway, Chicago (MDW) 13:05 Hartford (BDL)
Southwest Airlines WN 920 Non-stop Boeing 737-800 (73H) 2:00 Effective 2025-10-05 through 2025-10-26
Tue,Wed 10:05 Midway, Chicago (MDW) 13:05 Hartford (BDL)
Southwest Airlines WN 920 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri 09:25 Midway, Chicago (MDW) 12:30 Hartford (BDL)
Southwest Airlines WN 1171 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 09:25 Midway, Chicago (MDW) 12:30 Hartford (BDL)
Southwest Airlines WN 1171 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-07-07 through 2025-08-04
Tue,Wed 13:05 Midway, Chicago (MDW) 16:05 Hartford (BDL)
Southwest Airlines WN 1171 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 13:45 Midway, Chicago (MDW) 16:50 Hartford (BDL)
Southwest Airlines WN 1262 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-08-07 through 2025-09-29
Mon,Thu,Fri 09:45 Midway, Chicago (MDW) 12:50 Hartford (BDL)
Southwest Airlines WN 1376 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-08-07 through 2025-09-29
Sun 10:00 Midway, Chicago (MDW) 13:10 Hartford (BDL)
Southwest Airlines WN 1376 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-08-10 through 2025-08-24
Sun 10:00 Midway, Chicago (MDW) 13:10 Hartford (BDL)
Southwest Airlines WN 1376 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-09-07 through 2025-09-28
Tue,Wed 18:10 Midway, Chicago (MDW) 21:20 Hartford (BDL)
Southwest Airlines WN 1376 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-08-05 through 2025-10-01
Fri 15:00 Midway, Chicago (MDW) 18:05 Hartford (BDL)
Southwest Airlines WN 1542 Non-stop Boeing 737-700 (73W) 2:05 Operates only on 2025-07-04
Sat 19:00 Midway, Chicago (MDW) 22:05 Hartford (BDL)
Southwest Airlines WN 1542 Non-stop Boeing 737-800 (73H) 2:05 Effective 2025-06-07 through 2025-08-02
Tue,Wed 19:20 Midway, Chicago (MDW) 22:20 Hartford (BDL)
Southwest Airlines WN 1542 Non-stop Boeing 737-700 (73W) 2:00 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 20:15 Midway, Chicago (MDW) 23:20 Hartford (BDL)
Southwest Airlines WN 1542 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 20:15 Midway, Chicago (MDW) 23:20 Hartford (BDL)
Southwest Airlines WN 1542 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-07-07 through 2025-08-04
Sun 20:50 Midway, Chicago (MDW) 23:55 Hartford (BDL)
Southwest Airlines WN 1542 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-06-08 through 2025-08-03
Tue,Wed 13:25 Midway, Chicago (MDW) 16:30 Hartford (BDL)
Southwest Airlines WN 1601 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 18:50 Midway, Chicago (MDW) 21:55 Hartford (BDL)
Southwest Airlines WN 1601 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-08-07 through 2025-09-29
Sat 12:55 Midway, Chicago (MDW) 16:00 Hartford (BDL)
Southwest Airlines WN 1692 Non-stop Boeing 737-800 (73H) 2:05 Effective 2025-08-09 through 2025-09-27
Mon-Wed 19:55 Midway, Chicago (MDW) 22:55 Hartford (BDL)
Southwest Airlines WN 1704 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 19:55 Midway, Chicago (MDW) 22:55 Hartford (BDL)
Southwest Airlines WN 1704 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2025-12-19 through 2026-01-04
Sat 20:35 Midway, Chicago (MDW) 23:35 Hartford (BDL)
Southwest Airlines WN 1704 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2025-11-22 through 2025-11-29
Sat 20:35 Midway, Chicago (MDW) 23:35 Hartford (BDL)
Southwest Airlines WN 1704 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2025-12-20 through 2026-01-03
Mon,Thu,Fri,Sun 19:25 Midway, Chicago (MDW) 22:25 Hartford (BDL)
Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 19:25 Midway, Chicago (MDW) 22:25 Hartford (BDL)
Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2025-11-21 through 2025-11-28
Fri,Sun 19:25 Midway, Chicago (MDW) 22:25 Hartford (BDL)
Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2025-12-07 through 2025-12-14
Thu 19:25 Midway, Chicago (MDW) 22:25 Hartford (BDL)
Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Operates only on 2025-12-18
Mon 19:25 Midway, Chicago (MDW) 22:25 Hartford (BDL)
Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Operates only on 2026-01-05
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Southwest Airlines flights from Midway, Chicago (MDW) to Hartford (BDL).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Operates only on 2025-12-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (73W)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Hartford airport (BDL).
  • The flight distance is 774 miles, or 1246 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 2:00 and 2:10.