All airlines flying from Richmond (RIC) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 07:35 Richmond (RIC) 08:35 Chicago Midway (MDW)
Southwest Airlines WN 781 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-06-06 through 2026-08-01
Tue,Wed 07:25 Richmond (RIC) 08:20 Chicago Midway (MDW)
Southwest Airlines WN 1102 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-06-09 through 2026-07-29
Mon 16:50 Richmond (RIC) 17:55 Chicago Midway (MDW)
Southwest Airlines WN 2069 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-01-05
Mon,Tue,Fri,Sun 17:30 Richmond (RIC) 18:35 Chicago Midway (MDW)
Southwest Airlines WN 2069 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-04
Sat 17:45 Richmond (RIC) 18:50 Chicago Midway (MDW)
Southwest Airlines WN 2069 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-03
Thu,Fri 15:35 Richmond (RIC) 16:40 Chicago Midway (MDW)
Southwest Airlines WN 2160 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-02-12 through 2026-02-13
Mon 15:35 Richmond (RIC) 16:40 Chicago Midway (MDW)
Southwest Airlines WN 2160 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-02-16
Thu,Fri,Sun 15:35 Richmond (RIC) 16:40 Chicago Midway (MDW)
Southwest Airlines WN 2160 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-02-20 through 2026-03-01
Thu,Fri,Sun 13:20 Richmond (RIC) 14:30 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-11 through 2026-01-16
Mon,Sun 13:20 Richmond (RIC) 14:30 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-19 through 2026-01-25
Sun 13:20 Richmond (RIC) 14:30 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2026-02-01
Mon,Thu,Fri 13:25 Richmond (RIC) 14:35 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-05 through 2026-02-09
Tue,Thu,Sun 13:25 Richmond (RIC) 14:35 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-15 through 2026-02-19
Mon 13:25 Richmond (RIC) 14:35 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-23 through 2026-03-02
Mon-Fri 17:30 Richmond (RIC) 18:40 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 17:30 Richmond (RIC) 18:40 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-01-18 through 2026-01-23
Mon-Fri 17:30 Richmond (RIC) 18:40 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 17:30 Richmond (RIC) 18:40 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-08 through 2026-02-11
Tue,Wed 17:30 Richmond (RIC) 18:40 Chicago Midway (MDW)
Southwest Airlines WN 2530 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-18 through 2026-03-04
Wed,Thu 17:30 Richmond (RIC) 18:35 Chicago Midway (MDW)
Southwest Airlines WN 2774 Non-stop Boeing 737-800 (73H) 2:05 Valid until 2026-01-01
Sun 07:50 Richmond (RIC) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 2777 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-04-12 through 2026-05-17
Sun 07:50 Richmond (RIC) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 2777 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-05-31
Tue,Wed 08:05 Richmond (RIC) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 2777 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-04-07 through 2026-06-03
Sat 08:10 Richmond (RIC) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 2777 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-04-11 through 2026-05-30
Sun 08:50 Richmond (RIC) 10:00 Chicago Midway (MDW)
Southwest Airlines WN 2777 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-05-24
Mon,Thu,Fri 19:30 Richmond (RIC) 20:30 Chicago Midway (MDW)
Southwest Airlines WN 2777 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-04-09 through 2026-06-01
Sun 19:30 Richmond (RIC) 20:30 Chicago Midway (MDW)
Southwest Airlines WN 3049 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 07:25 Richmond (RIC) 08:20 Chicago Midway (MDW)
Southwest Airlines WN 3252 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-06-04 through 2026-08-03
Sun 08:00 Richmond (RIC) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 3252 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-06-07 through 2026-08-02
Sat 18:35 Richmond (RIC) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 3341 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-06 through 2026-08-01
Sun 07:45 Richmond (RIC) 08:50 Chicago Midway (MDW)
Southwest Airlines WN 3359 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-03-08 through 2026-04-05
Sat 17:10 Richmond (RIC) 18:20 Chicago Midway (MDW)
Southwest Airlines WN 3359 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-07 through 2026-04-04
Tue,Wed 18:15 Richmond (RIC) 19:25 Chicago Midway (MDW)
Southwest Airlines WN 3359 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 19:25 Richmond (RIC) 20:30 Chicago Midway (MDW)
Southwest Airlines WN 3359 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-03-05 through 2026-04-06
Mon,Thu,Fri 19:45 Richmond (RIC) 20:40 Chicago Midway (MDW)
Southwest Airlines WN 3441 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-06-04 through 2026-08-03
Tue,Wed 07:50 Richmond (RIC) 08:45 Chicago Midway (MDW)
Southwest Airlines WN 4820 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 08:05 Richmond (RIC) 09:00 Chicago Midway (MDW)
Southwest Airlines WN 4820 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-08-06 through 2026-09-28
Sat 08:10 Richmond (RIC) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 4820 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-08-08 through 2026-09-26
Sun 08:15 Richmond (RIC) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 4820 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-08-09 through 2026-09-27
Sun 18:40 Richmond (RIC) 19:40 Chicago Midway (MDW)
Southwest Airlines WN 4957 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-08-09 through 2026-09-27


All airlines flying from Richmond (RIC) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
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: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

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

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-12 through 2026-02-13
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-02-16
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:05, 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: 2:10, 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: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-02-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-05 through 2026-02-09
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-15 through 2026-02-19
Mon
-
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-23 through 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

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

Direct Flights:

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

Direct Flights:

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

Direct Flights:

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

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

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 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:55, 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: 2:00, 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: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, 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: 2:10, 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: 2:05, 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: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)
  • A domestic route departing from the Richmond airport (RIC) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 628 miles, or 1010 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 1:55 and 2:10.