Southwest Airlines flights from Cincinnati (CVG) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 18:40 Cincinnati (CVG) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 123 Non-stop Boeing 737-800 (73H) 1:10 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri,Sun 06:50 Cincinnati (CVG) 07:00 Midway, Chicago (MDW)
Southwest Airlines WN 975 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Valid until 2025-05-23
Mon,Thu,Fri,Sun 06:50 Cincinnati (CVG) 07:00 Midway, Chicago (MDW)
Southwest Airlines WN 975 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-05-26 through 2025-06-02
Tue,Wed 07:25 Cincinnati (CVG) 07:35 Midway, Chicago (MDW)
Southwest Airlines WN 975 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Valid until 2025-06-04
Sun 08:00 Cincinnati (CVG) 08:10 Midway, Chicago (MDW)
Southwest Airlines WN 975 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Operates only on 2025-05-25
Sun 16:10 Cincinnati (CVG) 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 1138 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-06-08 through 2025-08-03
Sat 15:45 Cincinnati (CVG) 15:55 Midway, Chicago (MDW)
Southwest Airlines WN 1246 Non-stop Boeing 737-700 (73W) 1:10 Valid until 2025-05-31
Sun 15:25 Cincinnati (CVG) 15:35 Midway, Chicago (MDW)
Southwest Airlines WN 1329 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-08-10 through 2025-08-24
Sun 15:25 Cincinnati (CVG) 15:35 Midway, Chicago (MDW)
Southwest Airlines WN 1329 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-09-07 through 2025-09-28
Fri 07:20 Cincinnati (CVG) 07:30 Midway, Chicago (MDW)
Southwest Airlines WN 1509 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Operates only on 2025-07-04
Sat 13:00 Cincinnati (CVG) 13:05 Midway, Chicago (MDW)
Southwest Airlines WN 1561 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2025-11-22 through 2025-11-29
Sat 13:00 Cincinnati (CVG) 13:05 Midway, Chicago (MDW)
Southwest Airlines WN 1561 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2025-12-20 through 2026-01-03
Sat 16:15 Cincinnati (CVG) 16:25 Midway, Chicago (MDW)
Southwest Airlines WN 1721 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri,Sun 06:35 Cincinnati (CVG) 06:50 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 06:35 Cincinnati (CVG) 06:50 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2025-11-21 through 2025-11-28
Fri,Sun 06:35 Cincinnati (CVG) 06:50 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2025-12-07 through 2025-12-14
Thu 06:35 Cincinnati (CVG) 06:50 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Operates only on 2025-12-18
Mon 06:35 Cincinnati (CVG) 06:50 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Operates only on 2026-01-05
Mon-Wed 06:40 Cincinnati (CVG) 06:55 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 06:40 Cincinnati (CVG) 06:55 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2025-12-19 through 2026-01-04
Tue,Wed 07:00 Cincinnati (CVG) 07:15 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-800 (73H) 1:15 Effective 2025-11-04 through 2025-11-12
Sat 07:00 Cincinnati (CVG) 07:15 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2025-11-08 through 2025-11-15
Mon-Thu 07:00 Cincinnati (CVG) 07:15 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-800 (73H) 1:15 Effective 2025-11-17 through 2025-11-20
Mon-Fri 07:00 Cincinnati (CVG) 07:15 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-800 (73H) 1:15 Effective 2025-12-02 through 2025-12-11
Sat 07:00 Cincinnati (CVG) 07:15 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2025-12-06 through 2025-12-13
Mon-Wed 07:00 Cincinnati (CVG) 07:15 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-800 (73H) 1:15 Effective 2025-12-15 through 2025-12-17
Wed,Thu 07:00 Cincinnati (CVG) 07:15 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-800 (73H) 1:15 Effective 2025-12-24 through 2026-01-01
Sun 15:20 Cincinnati (CVG) 15:30 Midway, Chicago (MDW)
Southwest Airlines WN 2098 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Operates only on 2025-11-30
Sat 16:25 Cincinnati (CVG) 16:35 Midway, Chicago (MDW)
Southwest Airlines WN 2109 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-08-09 through 2025-09-27
Mon,Thu,Fri,Sun 06:40 Cincinnati (CVG) 06:50 Midway, Chicago (MDW)
Southwest Airlines WN 2110 Non-stop Boeing 737-800 (73H) 1:10 Effective 2025-08-07 through 2025-08-29
Mon,Thu,Fri,Sun 06:40 Cincinnati (CVG) 06:50 Midway, Chicago (MDW)
Southwest Airlines WN 2110 Non-stop Boeing 737-800 (73H) 1:10 Effective 2025-09-01 through 2025-09-29
Sat 07:05 Cincinnati (CVG) 07:15 Midway, Chicago (MDW)
Southwest Airlines WN 2110 Non-stop Boeing 737-800 (73H) 1:10 Effective 2025-08-09 through 2025-09-27
Sun 07:45 Cincinnati (CVG) 07:55 Midway, Chicago (MDW)
Southwest Airlines WN 2110 Non-stop Boeing 737-800 (73H) 1:10 Operates only on 2025-08-31
Tue,Wed 14:50 Cincinnati (CVG) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 2110 Non-stop Boeing 737-700 (73W) 1:10 Effective 2025-08-05 through 2025-10-01
Mon-Fri 06:35 Cincinnati (CVG) 06:45 Midway, Chicago (MDW)
Southwest Airlines WN 2120 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2025-10-02 through 2025-10-31
Sun 06:45 Cincinnati (CVG) 06:55 Midway, Chicago (MDW)
Southwest Airlines WN 2120 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2025-10-05 through 2025-10-26
Sat 07:10 Cincinnati (CVG) 07:20 Midway, Chicago (MDW)
Southwest Airlines WN 2120 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2025-10-04 through 2025-11-01
Tue,Wed 06:30 Cincinnati (CVG) 06:35 Midway, Chicago (MDW)
Southwest Airlines WN 2308 Non-stop Boeing 737 MAX 8 (7M8) 1:05 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 06:35 Cincinnati (CVG) 06:45 Midway, Chicago (MDW)
Southwest Airlines WN 2308 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 06:35 Cincinnati (CVG) 06:45 Midway, Chicago (MDW)
Southwest Airlines WN 2308 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-07-07 through 2025-08-04
Sat 06:45 Cincinnati (CVG) 06:55 Midway, Chicago (MDW)
Southwest Airlines WN 2308 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-06-07 through 2025-08-02
Sun 07:00 Cincinnati (CVG) 07:10 Midway, Chicago (MDW)
Southwest Airlines WN 2308 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2025-06-08 through 2025-08-03
Sun 21:00 Cincinnati (CVG) 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 3096 Non-stop Boeing 737-800 (73H) 1:10 Valid until 2025-05-18
Sun 21:00 Cincinnati (CVG) 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 3096 Non-stop Boeing 737-800 (73H) 1:10 Operates only on 2025-06-01
Sun 19:55 Cincinnati (CVG) 20:00 Midway, Chicago (MDW)
Southwest Airlines WN 3638 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2025-10-05 through 2025-10-26
Non-Direct Flights:
Sun 14:25 Cincinnati (CVG) 19:55 Midway, Chicago (MDW)
Southwest Airlines WN 1419 2-stop Boeing 737-700 (Scimitar Winglets) 6:30 Operates only on 2025-11-30


Southwest Airlines flights from Cincinnati (CVG) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:10, non-stop
Boeing 737-800 (73H)

Valid until 2025-05-23
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-05-26 through 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:10, non-stop
Boeing 737-700 (73W)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-08-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-800 (73H)

Effective 2025-09-01 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-800 (73H)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:10, non-stop
Boeing 737-800 (73H)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-800 (73H)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737-700 (73W)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-800 (73H)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-800 (73H)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:30, 2-stop
Boeing 737-700 (Scimitar Winglets)
  • A domestic route departing from the Cincinnati airport (CVG) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 249 miles, or 401 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 1:05 and 1:15.