All airlines flying from Chicago Midway (MDW) to San Diego (SAN).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon,Tue,Fri
06:05
Chicago Midway (MDW)
08:30
San Diego (SAN) 1 Southwest Airlines WN 203 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Valid until 2026-01-02 |
| Sun
06:05
Chicago Midway (MDW)
08:30
San Diego (SAN) 1 Southwest Airlines WN 203 Non-stop Boeing 737-800 (73H) 4:25 Valid until 2026-01-04 |
| Sat
08:10
Chicago Midway (MDW)
10:40
San Diego (SAN) 1 Southwest Airlines WN 203 Non-stop Boeing 737-700 (Scimitar Winglets) 4:30 Operates only on 2026-01-03 |
| Sun
17:40
Chicago Midway (MDW)
20:00
San Diego (SAN) 1 Southwest Airlines WN 364 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Operates only on 2026-05-24 |
| Mon,Thu,Fri
14:45
Chicago Midway (MDW)
16:50
San Diego (SAN) 1 Southwest Airlines WN 518 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2026-08-06 through 2026-09-28 |
| Mon,Tue,Fri,Sun
11:35
Chicago Midway (MDW)
13:55
San Diego (SAN) 1 Southwest Airlines WN 644 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Valid until 2026-01-04 |
| Sat
17:40
Chicago Midway (MDW)
19:50
San Diego (SAN) 1 Southwest Airlines WN 961 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2026-06-06 through 2026-08-01 |
| Wed
20:45
Chicago Midway (MDW)
22:55
San Diego (SAN) 1 Southwest Airlines WN 1005 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2026-08-05 through 2026-09-30 |
| Wed,Thu
13:55
Chicago Midway (MDW)
16:15
San Diego (SAN) 1 Southwest Airlines WN 1021 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Valid until 2026-01-01 |
| Mon
15:00
Chicago Midway (MDW)
17:25
San Diego (SAN) 1 Southwest Airlines WN 1021 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Operates only on 2026-01-05 |
| Sat
10:00
Chicago Midway (MDW)
12:15
San Diego (SAN) 1 Southwest Airlines WN 1186 Non-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-04-11 through 2026-05-30 |
| Sat
06:15
Chicago Midway (MDW)
08:30
San Diego (SAN) 1 Southwest Airlines WN 1357 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2026-04-11 through 2026-05-30 |
| Mon,Thu,Fri
06:35
Chicago Midway (MDW)
08:50
San Diego (SAN) 1 Southwest Airlines WN 1357 Non-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-04-09 through 2026-06-01 |
| Tue,Wed
06:45
Chicago Midway (MDW)
09:00
San Diego (SAN) 1 Southwest Airlines WN 1357 Non-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-04-07 through 2026-06-03 |
| Sun
21:10
Chicago Midway (MDW)
23:25
San Diego (SAN) 1 Southwest Airlines WN 1357 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2026-04-12 through 2026-05-17 |
| Sun
21:10
Chicago Midway (MDW)
23:25
San Diego (SAN) 1 Southwest Airlines WN 1357 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Operates only on 2026-05-31 |
| Sat
15:30
Chicago Midway (MDW)
17:55
San Diego (SAN) 1 Southwest Airlines WN 1482 Non-stop Boeing 737-700 (Scimitar Winglets) 4:25 Operates only on 2026-01-03 |
| Mon,Tue,Fri,Sun
16:45
Chicago Midway (MDW)
19:05
San Diego (SAN) 1 Southwest Airlines WN 1482 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Valid until 2026-01-04 |
| Mon
11:15
Chicago Midway (MDW)
13:35
San Diego (SAN) 1 Southwest Airlines WN 1550 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Operates only on 2026-01-05 |
| Mon-Fri
08:15
Chicago Midway (MDW)
10:50
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
08:15
Chicago Midway (MDW)
10:50
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
08:15
Chicago Midway (MDW)
10:50
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-01-26 through 2026-02-04 |
| Tue,Sun
08:15
Chicago Midway (MDW)
10:50
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-02-08 through 2026-02-10 |
| Wed
08:15
Chicago Midway (MDW)
10:50
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737-800 (73H) 4:35 Operates only on 2026-02-11 |
| Tue,Wed
08:15
Chicago Midway (MDW)
10:50
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-02-18 through 2026-03-04 |
| Sat
19:40
Chicago Midway (MDW)
22:10
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-01-10 through 2026-02-07 |
| Thu,Fri,Sun
20:35
Chicago Midway (MDW)
23:05
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
20:35
Chicago Midway (MDW)
23:05
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
20:35
Chicago Midway (MDW)
23:05
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
20:35
Chicago Midway (MDW)
23:05
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
20:35
Chicago Midway (MDW)
23:05
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-02-17 through 2026-02-23 |
| Mon
20:35
Chicago Midway (MDW)
23:05
San Diego (SAN) 1 Southwest Airlines WN 1656 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Operates only on 2026-03-02 |
| Wed,Thu
20:35
Chicago Midway (MDW)
23:00
San Diego (SAN) 1 Southwest Airlines WN 1859 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Valid until 2026-01-01 |
| Sun
13:45
Chicago Midway (MDW)
16:00
San Diego (SAN) 1 Southwest Airlines WN 2072 Non-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-04-12 through 2026-05-17 |
| Sun
13:45
Chicago Midway (MDW)
16:00
San Diego (SAN) 1 Southwest Airlines WN 2072 Non-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2026-05-31 |
| Sat
10:00
Chicago Midway (MDW)
12:30
San Diego (SAN) 1 Southwest Airlines WN 2126 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-03-07 through 2026-04-04 |
| Mon-Fri
10:05
Chicago Midway (MDW)
12:35
San Diego (SAN) 1 Southwest Airlines WN 2126 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-03-05 through 2026-04-06 |
| Sun
10:10
Chicago Midway (MDW)
12:40
San Diego (SAN) 1 Southwest Airlines WN 2126 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-03-08 through 2026-04-05 |
| Mon-Fri,Sun
10:05
Chicago Midway (MDW)
12:20
San Diego (SAN) 1 Southwest Airlines WN 2305 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2026-04-07 through 2026-05-22 |
| Mon-Fri,Sun
10:05
Chicago Midway (MDW)
12:20
San Diego (SAN) 1 Southwest Airlines WN 2305 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2026-05-25 through 2026-06-03 |
| Sun
11:05
Chicago Midway (MDW)
13:20
San Diego (SAN) 1 Southwest Airlines WN 2305 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Operates only on 2026-05-24 |
| Sun
10:50
Chicago Midway (MDW)
13:00
San Diego (SAN) 1 Southwest Airlines WN 2570 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2026-06-07 through 2026-08-02 |
| Mon
07:45
Chicago Midway (MDW)
10:10
San Diego (SAN) 1 Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Operates only on 2026-01-05 |
| Wed,Thu
08:20
Chicago Midway (MDW)
10:50
San Diego (SAN) 1 Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Valid until 2026-01-01 |
| Mon,Thu,Fri
06:10
Chicago Midway (MDW)
08:50
San Diego (SAN) 1 Southwest Airlines WN 2755 Non-stop Boeing 737 MAX 8 (7M8) 4:40 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
06:10
Chicago Midway (MDW)
08:50
San Diego (SAN) 1 Southwest Airlines WN 2755 Non-stop Boeing 737 MAX 8 (7M8) 4:40 Effective 2026-02-20 through 2026-03-01 |
| Thu,Fri,Sun
08:00
Chicago Midway (MDW)
10:35
San Diego (SAN) 1 Southwest Airlines WN 2755 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
08:00
Chicago Midway (MDW)
10:35
San Diego (SAN) 1 Southwest Airlines WN 2755 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
08:00
Chicago Midway (MDW)
10:35
San Diego (SAN) 1 Southwest Airlines WN 2755 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
08:00
Chicago Midway (MDW)
10:35
San Diego (SAN) 1 Southwest Airlines WN 2755 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-02-09 through 2026-02-15 |
- A domestic route departing from the Chicago Midway airport (MDW) and arriving at San Diego airport (SAN).
- The flight distance is 1724 miles, or 2774 km.
- The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-8 . 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 4:40.
