All airlines flying from Chicago Midway (MDW) to Hartford (BDL).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 07:50 Chicago Midway (MDW) 11:05 Hartford (BDL)
Southwest Airlines WN 105 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-08-08 through 2026-09-26
Tue,Wed 08:45 Chicago Midway (MDW) 12:00 Hartford (BDL)
Southwest Airlines WN 105 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 08:45 Chicago Midway (MDW) 12:00 Hartford (BDL)
Southwest Airlines WN 105 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-08-06 through 2026-09-28
Sat 07:45 Chicago Midway (MDW) 10:55 Hartford (BDL)
Southwest Airlines WN 174 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-06-06 through 2026-08-01
Wed,Thu 18:15 Chicago Midway (MDW) 21:25 Hartford (BDL)
Southwest Airlines WN 256 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-01
Mon,Tue,Fri-Sun 09:50 Chicago Midway (MDW) 12:55 Hartford (BDL)
Southwest Airlines WN 275 Non-stop Boeing 737-800 (73H) 2:05 Valid until 2026-01-04
Tue,Wed 12:55 Chicago Midway (MDW) 16:00 Hartford (BDL)
Southwest Airlines WN 479 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-04-07 through 2026-06-03
Tue,Wed 12:50 Chicago Midway (MDW) 15:55 Hartford (BDL)
Southwest Airlines WN 692 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 13:25 Chicago Midway (MDW) 16:30 Hartford (BDL)
Southwest Airlines WN 692 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-06-04 through 2026-08-03
Mon-Fri 13:25 Chicago Midway (MDW) 16:20 Hartford (BDL)
Southwest Airlines WN 709 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 13:25 Chicago Midway (MDW) 16:20 Hartford (BDL)
Southwest Airlines WN 709 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-01-18 through 2026-01-23
Mon-Fri 13:25 Chicago Midway (MDW) 16:20 Hartford (BDL)
Southwest Airlines WN 709 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 13:25 Chicago Midway (MDW) 16:20 Hartford (BDL)
Southwest Airlines WN 709 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-02-08 through 2026-02-11
Tue,Wed 13:25 Chicago Midway (MDW) 16:20 Hartford (BDL)
Southwest Airlines WN 709 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-02-18 through 2026-03-04
Mon 11:55 Chicago Midway (MDW) 14:55 Hartford (BDL)
Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:00 Operates only on 2026-01-05
Sat 17:45 Chicago Midway (MDW) 20:50 Hartford (BDL)
Southwest Airlines WN 970 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-06-06 through 2026-08-01
Sun 18:20 Chicago Midway (MDW) 21:25 Hartford (BDL)
Southwest Airlines WN 1406 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 13:15 Chicago Midway (MDW) 16:20 Hartford (BDL)
Southwest Airlines WN 1408 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-08-06 through 2026-09-28
Sun 18:50 Chicago Midway (MDW) 21:50 Hartford (BDL)
Southwest Airlines WN 1451 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-06-07 through 2026-08-02
Tue,Wed 18:45 Chicago Midway (MDW) 21:45 Hartford (BDL)
Southwest Airlines WN 1593 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 19:50 Chicago Midway (MDW) 22:55 Hartford (BDL)
Southwest Airlines WN 1603 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-06-04 through 2026-08-03
Fri 19:55 Chicago Midway (MDW) 22:55 Hartford (BDL)
Southwest Airlines WN 1704 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Operates only on 2026-01-02
Sat 20:35 Chicago Midway (MDW) 23:35 Hartford (BDL)
Southwest Airlines WN 1704 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Operates only on 2026-01-03
Mon 19:25 Chicago Midway (MDW) 22:25 Hartford (BDL)
Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Operates only on 2026-01-05
Mon,Thu,Fri 13:15 Chicago Midway (MDW) 16:10 Hartford (BDL)
Southwest Airlines WN 1951 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-03-05 through 2026-04-06
Sat 19:05 Chicago Midway (MDW) 22:05 Hartford (BDL)
Southwest Airlines WN 1951 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-03-07 through 2026-04-04
Tue,Wed 07:40 Chicago Midway (MDW) 10:40 Hartford (BDL)
Southwest Airlines WN 2464 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-03-10 through 2026-04-01
Tue,Wed 13:00 Chicago Midway (MDW) 16:05 Hartford (BDL)
Southwest Airlines WN 2674 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 19:10 Chicago Midway (MDW) 22:15 Hartford (BDL)
Southwest Airlines WN 2674 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-08-06 through 2026-09-28
Sun 07:40 Chicago Midway (MDW) 10:45 Hartford (BDL)
Southwest Airlines WN 2731 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 07:45 Chicago Midway (MDW) 10:55 Hartford (BDL)
Southwest Airlines WN 2731 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-06-04 through 2026-08-03
Tue,Wed 07:50 Chicago Midway (MDW) 11:00 Hartford (BDL)
Southwest Airlines WN 2731 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-06-09 through 2026-07-29
Sun 08:05 Chicago Midway (MDW) 11:20 Hartford (BDL)
Southwest Airlines WN 3052 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-08-09 through 2026-09-27
Sun 07:35 Chicago Midway (MDW) 10:35 Hartford (BDL)
Southwest Airlines WN 3229 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-04-12 through 2026-05-17
Sun 07:35 Chicago Midway (MDW) 10:35 Hartford (BDL)
Southwest Airlines WN 3229 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Operates only on 2026-05-31
Tue,Wed 07:40 Chicago Midway (MDW) 10:40 Hartford (BDL)
Southwest Airlines WN 3229 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 07:40 Chicago Midway (MDW) 10:40 Hartford (BDL)
Southwest Airlines WN 3229 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-04-09 through 2026-06-01
Sun 08:50 Chicago Midway (MDW) 11:55 Hartford (BDL)
Southwest Airlines WN 3229 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-05-24
Sat 15:45 Chicago Midway (MDW) 18:45 Hartford (BDL)
Southwest Airlines WN 3230 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-04-11 through 2026-05-30
Tue,Wed 18:00 Chicago Midway (MDW) 21:05 Hartford (BDL)
Southwest Airlines WN 3230 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-07 through 2026-06-03
Sun 18:05 Chicago Midway (MDW) 21:10 Hartford (BDL)
Southwest Airlines WN 3230 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-05-24
Sun 18:55 Chicago Midway (MDW) 22:00 Hartford (BDL)
Southwest Airlines WN 3230 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-12 through 2026-05-17
Sun 18:55 Chicago Midway (MDW) 22:00 Hartford (BDL)
Southwest Airlines WN 3230 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-05-31
Mon,Thu,Fri 19:00 Chicago Midway (MDW) 22:05 Hartford (BDL)
Southwest Airlines WN 3230 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-04-09 through 2026-06-01
Wed,Thu 13:45 Chicago Midway (MDW) 16:45 Hartford (BDL)
Southwest Airlines WN 3280 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Valid until 2026-01-01
Sun 07:40 Chicago Midway (MDW) 10:40 Hartford (BDL)
Southwest Airlines WN 3374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-03-08 through 2026-04-05
Mon,Thu-Sat 07:45 Chicago Midway (MDW) 10:45 Hartford (BDL)
Southwest Airlines WN 3374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-03-05 through 2026-04-06
Tue,Wed 12:55 Chicago Midway (MDW) 15:55 Hartford (BDL)
Southwest Airlines WN 3374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-03-10 through 2026-04-01
Tue,Wed 18:10 Chicago Midway (MDW) 21:10 Hartford (BDL)
Southwest Airlines WN 3409 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 18:45 Chicago Midway (MDW) 21:45 Hartford (BDL)
Southwest Airlines WN 3409 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-03-05 through 2026-04-06
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All airlines flying from Chicago Midway (MDW) to Hartford (BDL).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

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

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Chicago Midway 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 1:55 and 2:15.