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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 08:45 Hartford (BDL) 10:10 Chicago Midway (MDW)
Southwest Airlines WN 2108 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-05-24
Mon,Thu,Fri 13:35 Hartford (BDL) 14:50 Chicago Midway (MDW)
Southwest Airlines WN 2242 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-08-06 through 2026-09-28
Sat 16:45 Hartford (BDL) 18:15 Chicago Midway (MDW)
Southwest Airlines WN 2390 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-03-07 through 2026-04-04
Tue,Wed 18:10 Hartford (BDL) 19:40 Chicago Midway (MDW)
Southwest Airlines WN 2390 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 19:05 Hartford (BDL) 20:35 Chicago Midway (MDW)
Southwest Airlines WN 2390 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-05 through 2026-04-06
Sun 19:10 Hartford (BDL) 20:40 Chicago Midway (MDW)
Southwest Airlines WN 2390 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-03-08 through 2026-04-05
Mon,Tue,Fri,Sun 20:00 Hartford (BDL) 21:30 Chicago Midway (MDW)
Southwest Airlines WN 2621 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-04
Sat 20:05 Hartford (BDL) 21:35 Chicago Midway (MDW)
Southwest Airlines WN 2621 Non-stop Boeing 737-800 (73H) 2:30 Valid until 2026-01-03
Sun 18:10 Hartford (BDL) 19:40 Chicago Midway (MDW)
Southwest Airlines WN 2670 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2026-05-24
Sun 18:45 Hartford (BDL) 20:10 Chicago Midway (MDW)
Southwest Airlines WN 2670 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-12 through 2026-05-17
Sun 18:45 Hartford (BDL) 20:10 Chicago Midway (MDW)
Southwest Airlines WN 2670 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-05-31
Sat 15:50 Hartford (BDL) 17:15 Chicago Midway (MDW)
Southwest Airlines WN 3853 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-08-08 through 2026-09-26
Mon-Sat 07:55 Hartford (BDL) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 4212 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-04 through 2026-08-03
Thu,Fri,Sun 18:00 Hartford (BDL) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 4569 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-01-11 through 2026-01-16
Mon,Sun 18:00 Hartford (BDL) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 4569 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 18:00 Hartford (BDL) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 4569 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-01 through 2026-02-06
Mon,Sun 18:00 Hartford (BDL) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 4569 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 18:00 Hartford (BDL) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 4569 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-17 through 2026-02-23
Mon 18:00 Hartford (BDL) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 4569 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-03-02
Mon,Thu,Fri 19:10 Hartford (BDL) 20:45 Chicago Midway (MDW)
Southwest Airlines WN 4569 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 19:10 Hartford (BDL) 20:45 Chicago Midway (MDW)
Southwest Airlines WN 4569 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-20 through 2026-03-01
Non-Direct Flights:
Sun 11:10 Hartford (BDL) 14:45 Chicago Midway (MDW)
Southwest Airlines WN 1009 1-stop Boeing 737-700 (Scimitar Winglets) 4:35 Effective 2026-06-07 through 2026-08-02
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All airlines flying from Hartford (BDL) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, 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 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, 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: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, 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: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
Wed
Thu
Fri
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-01 through 2026-02-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-09 through 2026-02-15
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-17 through 2026-02-23
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:35, 1-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Hartford airport (BDL) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 774 miles, or 1246 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 2:15 and 2:35.