Southwest Airlines flights from San Jose (SJC) to Midway, Chicago (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Thu
06:35
San Jose (SJC) B
12:45
Midway, Chicago (MDW) Southwest Airlines WN 481 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2025-11-27 |
| Sat
06:55
San Jose (SJC) B
13:05
Midway, Chicago (MDW) Southwest Airlines WN 878 Non-stop Boeing 737-700 (73W) 4:10 Valid until 2025-05-31 |
| Mon,Thu,Fri
11:20
San Jose (SJC) B
17:25
Midway, Chicago (MDW) Southwest Airlines WN 1648 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Valid until 2025-06-02 |
| Tue,Wed
11:35
San Jose (SJC) B
17:40
Midway, Chicago (MDW) Southwest Airlines WN 1648 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Valid until 2025-06-04 |
| Sat
07:25
San Jose (SJC) B
13:30
Midway, Chicago (MDW) Southwest Airlines WN 2409 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-06-07 through 2025-08-02 |
| Fri
07:40
San Jose (SJC) B
13:45
Midway, Chicago (MDW) Southwest Airlines WN 2409 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Operates only on 2025-07-04 |
| Mon,Thu,Fri
08:00
San Jose (SJC) B
14:10
Midway, Chicago (MDW) Southwest Airlines WN 2409 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-06-05 through 2025-07-03 |
| Mon,Thu,Fri
08:00
San Jose (SJC) B
14:10
Midway, Chicago (MDW) Southwest Airlines WN 2409 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-07-07 through 2025-08-04 |
| Sun
08:40
San Jose (SJC) B
14:45
Midway, Chicago (MDW) Southwest Airlines WN 2409 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-06-08 through 2025-08-03 |
| Tue,Wed
09:20
San Jose (SJC) B
15:30
Midway, Chicago (MDW) Southwest Airlines WN 2409 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-06-10 through 2025-07-30 |
| Tue,Wed
06:40
San Jose (SJC) B
12:50
Midway, Chicago (MDW) Southwest Airlines WN 2463 Non-stop Boeing 737-700 (73W) 4:10 Valid until 2025-06-04 |
| Tue,Wed
06:35
San Jose (SJC) B
12:45
Midway, Chicago (MDW) Southwest Airlines WN 2546 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-08-05 through 2025-10-01 |
| Mon,Thu,Fri
11:10
San Jose (SJC) B
17:20
Midway, Chicago (MDW) Southwest Airlines WN 2546 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-08-07 through 2025-09-29 |
| Sun
11:00
San Jose (SJC) B
17:05
Midway, Chicago (MDW) Southwest Airlines WN 3195 Non-stop Boeing 737-800 (73H) 4:05 Operates only on 2025-11-30 |
| Sun
06:35
San Jose (SJC) B
12:45
Midway, Chicago (MDW) Southwest Airlines WN 3401 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-10-05 through 2025-10-26 |
| Tue,Wed
07:30
San Jose (SJC) B
13:35
Midway, Chicago (MDW) Southwest Airlines WN 3401 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-10-07 through 2025-10-29 |
| Sat
08:50
San Jose (SJC) B
15:00
Midway, Chicago (MDW) Southwest Airlines WN 3401 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-10-04 through 2025-11-01 |
| Mon,Thu,Fri
10:40
San Jose (SJC) B
16:50
Midway, Chicago (MDW) Southwest Airlines WN 3401 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-10-02 through 2025-10-31 |
| Mon,Thu,Fri,Sun
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737-800 (73H) 4:10 Effective 2025-11-02 through 2025-11-16 |
| Tue,Wed
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-11-04 through 2025-11-12 |
| Mon-Thu
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-11-17 through 2025-11-20 |
| Mon,Fri,Sun
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737-800 (73H) 4:10 Effective 2025-11-21 through 2025-11-28 |
| Mon-Fri
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-12-02 through 2025-12-11 |
| Fri,Sun
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737-800 (73H) 4:10 Effective 2025-12-07 through 2025-12-14 |
| Mon-Wed
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-12-15 through 2025-12-17 |
| Thu
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2025-12-18 |
| Wed,Thu
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-12-24 through 2026-01-01 |
| Mon
06:30
San Jose (SJC) B
12:40
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2026-01-05 |
| Mon-Wed
08:00
San Jose (SJC) B
14:05
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-11-25 through 2025-12-01 |
| Mon,Tue,Fri,Sun
08:00
San Jose (SJC) B
14:05
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-12-19 through 2026-01-04 |
| Sat
08:10
San Jose (SJC) B
14:15
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-11-22 through 2025-11-29 |
| Sat
08:10
San Jose (SJC) B
14:15
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-12-20 through 2026-01-03 |
| Sat
09:05
San Jose (SJC) B
15:10
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-11-08 through 2025-11-15 |
| Sat
09:05
San Jose (SJC) B
15:10
Midway, Chicago (MDW) Southwest Airlines WN 3730 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-12-06 through 2025-12-13 |
| Sun
07:05
San Jose (SJC) B
13:10
Midway, Chicago (MDW) Southwest Airlines WN 3803 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-08-10 through 2025-08-24 |
| Sun
07:05
San Jose (SJC) B
13:10
Midway, Chicago (MDW) Southwest Airlines WN 3803 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-09-07 through 2025-09-28 |
| Mon,Thu,Fri
08:00
San Jose (SJC) B
14:05
Midway, Chicago (MDW) Southwest Airlines WN 3803 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-08-07 through 2025-09-29 |
| Sat
08:35
San Jose (SJC) B
14:45
Midway, Chicago (MDW) Southwest Airlines WN 3803 Non-stop Boeing 737-700 (73W) 4:10 Effective 2025-08-09 through 2025-09-27 |
| Sun
10:25
San Jose (SJC) B
16:35
Midway, Chicago (MDW) Southwest Airlines WN 3803 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2025-08-31 |
| Tue,Wed
10:40
San Jose (SJC) B
16:50
Midway, Chicago (MDW) Southwest Airlines WN 3803 Non-stop Boeing 737-800 (73H) 4:10 Effective 2025-08-05 through 2025-10-01 |
| Sun
12:05
San Jose (SJC) B
18:10
Midway, Chicago (MDW) Southwest Airlines WN 3842 Non-stop Boeing 737-800 (73H) 4:05 Operates only on 2025-05-25 |
| Sun
13:35
San Jose (SJC) B
19:45
Midway, Chicago (MDW) Southwest Airlines WN 3842 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-05-04 through 2025-05-18 |
| Sun
13:35
San Jose (SJC) B
19:45
Midway, Chicago (MDW) Southwest Airlines WN 3842 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2025-06-01 |
| Tue,Wed
06:35
San Jose (SJC) B
12:45
Midway, Chicago (MDW) Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2025-06-10 through 2025-07-30 |
| Sat
10:10
San Jose (SJC) B
16:15
Midway, Chicago (MDW) Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-06-07 through 2025-08-02 |
| Fri
11:45
San Jose (SJC) B
17:55
Midway, Chicago (MDW) Southwest Airlines WN 3869 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2025-07-04 |
| Mon,Thu,Fri
13:35
San Jose (SJC) B
19:40
Midway, Chicago (MDW) Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-06-05 through 2025-07-03 |
| Mon,Thu,Fri
13:35
San Jose (SJC) B
19:40
Midway, Chicago (MDW) Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2025-07-07 through 2025-08-04 |
| Tue,Wed
14:25
San Jose (SJC) B
20:30
Midway, Chicago (MDW) Southwest Airlines WN 4508 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-06-10 through 2025-07-30 |
| Mon,Thu,Fri
18:25
San Jose (SJC) B
00:30
Midway, Chicago (MDW) Southwest Airlines WN 4508 Non-stop Boeing 737-800 (73H) 4:05 Effective 2025-06-05 through 2025-07-03 The flight arrives 1 day after departure. |
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- A domestic route departing from the San Jose airport (SJC) and arriving at Midway, Chicago 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 4:05 and 4:10.
