All airlines flying from San Jose (SJC) to Chicago Midway (MDW).
FLIGHT SCHEDULE
Direct Flights:
Effective 2026-08-08 through 2026-09-26
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
Sun
-
-
Duration: 4:05, non-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Direct Flights:
Effective 2026-08-04 through 2026-09-30
Mon
-
-
Tue
Wed
Thu
-
-
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 4:05, non-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Direct Flights:
Effective 2026-06-07 through 2026-08-02
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Direct Flights:
Operates only on 2026-05-24
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-04-12 through 2026-05-17
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 4:05, non-stop
Boeing 737-700 (Scimitar Winglets)
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Operates only on 2026-05-31
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 4:05, non-stop
Boeing 737-700 (Scimitar Winglets)
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Effective 2026-03-08 through 2026-04-05
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 4:00, non-stop
Boeing 737-700 (Scimitar Winglets)
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Effective 2026-04-07 through 2026-06-03
Mon
-
-
Tue
Wed
Thu
-
-
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 4:05, non-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Direct Flights:
Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-01-11 through 2026-01-16
Mon
-
-
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-02-01 through 2026-02-06
Mon
-
-
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-02-09 through 2026-02-15
Mon
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-02-17 through 2026-02-23
Mon
Tue
Wed
-
-
Thu
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Operates only on 2026-03-02
Mon
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-02-14 through 2026-02-28
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
Sun
-
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-01-10 through 2026-02-07
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
Sun
-
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-02-20 through 2026-03-01
Mon
-
-
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Operates only on 2026-03-07
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Direct Flights:
Effective 2026-06-06 through 2026-08-01
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
Sun
-
-
Duration: 4:05, non-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Direct Flights:
Effective 2026-08-04 through 2026-09-30
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Direct Flights:
Effective 2026-03-10 through 2026-04-01
Mon
-
-
Tue
Wed
Thu
-
-
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Valid until 2026-01-01
Mon
-
-
Tue
-
-
Wed
Thu
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Operates only on 2026-01-05
Mon
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Direct Flights:
Valid until 2026-01-04
Mon
Tue
Wed
-
-
Thu
-
-
Fri
Sat
-
-
Sun
Duration: 4:05, non-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Direct Flights:
Valid until 2026-01-03
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-06-04 through 2026-08-03
Mon
Tue
Wed
Thu
Fri
Sat
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Direct Flights:
Effective 2026-04-07 through 2026-06-03
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Direct Flights:
Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-06-09 through 2026-07-29
Mon
-
-
Tue
Wed
Thu
-
-
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-06-07 through 2026-08-02
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-03-05 through 2026-03-06
Mon
-
-
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
-
-
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Direct Flights:
Effective 2026-03-08 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Direct Flights:
Effective 2026-08-09 through 2026-09-27
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Direct Flights:
Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
-
-
Duration: 4:10, non-stop
Boeing 737-700 (Scimitar Winglets)
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
-
Sun
-
-
Duration: 5:55, 1-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Non-Direct Flights:
Effective 2026-01-18 through 2026-01-23
Mon
-
-
Tue
Wed
Thu
Fri
Sat
-
-
Sun
Duration: 5:55, 1-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Non-Direct Flights:
Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
-
Sun
-
-
Duration: 5:55, 1-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Non-Direct Flights:
Effective 2026-02-08 through 2026-02-11
Mon
-
-
Tue
Wed
Thu
-
-
Fri
-
-
Sat
-
-
Sun
Duration: 5:55, 1-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Non-Direct Flights:
Effective 2026-02-18 through 2026-03-04
Mon
-
-
Tue
Wed
Thu
-
-
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 5:55, 1-stop
Boeing 737-800 (73H)
Boeing 737-800 (73H)
Non-Direct Flights:
Effective 2026-03-07 through 2026-04-04
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
-
-
Sat
Sun
-
-
Duration: 5:50, 1-stop
Boeing 737 MAX 8 (7M8)
Boeing 737 MAX 8 (7M8)
Non-Direct Flights:
Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
-
Wed
-
-
Thu
Fri
Sat
-
-
Sun
-
-
Duration: 5:55, 1-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.
Boeing 737-800 (73H)
The flight arrives 1 day after departure.
Non-Direct Flights:
Effective 2026-01-02 through 2026-01-04
Mon
-
-
Tue
-
-
Wed
-
-
Thu
-
-
Fri
Sat
-
-
Sun
Duration: 7:00, 2-stop
Boeing 737-700 (Scimitar Winglets)
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Valid until 2026-01-01
Mon
-
-
Tue
-
-
Wed
Thu
Fri
-
-
Sat
-
-
Sun
-
-
Duration: 11:00, 4-stop
Boeing 737-700 (73W)
Boeing 737-700 (73W)
- A domestic route departing from the San Jose airport (SJC) and arriving at Chicago Midway airport (MDW).
- The flight distance is 1832 miles, or 2948 km.
- The timezone of the departure airport is UTC-8 , 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 4:00 and 4:10.