Direct flights from Chicago Midway to San Diego
24 nonstop flights a week on 1 airline. Zero layovers — one hop from MDW to SAN.
Flight time: about 3h24m nonstop
Which days does it fly?
When does it fly?
Departure times in Chicago Midway local time, from flights observed over the last 7 days.
| Flight | Departs | Duration | Days |
|---|---|---|---|
| Southwest SWA3103 | 5:52a | 3h24m | Fri |
| Southwest SWA3103 | 5:55a | 3h24m | Thu |
| Southwest SWA3103 | 6:09a | 3h24m | Mon |
| Southwest SWA3103 | 6:20a | 3h29m | Wed, Sun |
| Southwest SWA3103 | 6:25a | 3h28m | Tue |
| Southwest SWA4648 | 10:24a | 3h31m | Mon |
| Southwest SWA4648 | 10:34a | 3h27m | Tue, Sat |
| Southwest SWA4648 | 10:35a | 3h26m | Thu |
| Southwest SWA4648 | 10:50a | 3h24m | Wed, Fri |
| Southwest SWA2570 | 11:31a | 3h22m | Sun |
| Southwest SWA2883 | 2:35p | 3h27m | Mon |
| Southwest SWA2883 | 3:41p | 3h21m | Fri |
| Southwest SWA2883 | 5:02p | 3h28m | Thu |
| Southwest SWA961 | 5:57p | 3h23m | Sat |
| Southwest SWA2884 | 9:29p | 3h30m | Mon |
| Southwest SWA2884 | 9:42p | 3h23m | Tue, Thu, Fri |
| Southwest SWA2884 | 9:55p | 3h21m | Wed |
| Southwest SWA2884 | 10:57p | 3h24m | Sat–Sun |
Southwest
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The route
One hop: MDW → SANDrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Chicago Midway (MDW) to San Diego (SAN)
Chicago Midway International Airport (MDW) has 24 nonstop flights a week to San Diego (SAN), operated by Southwest. No layovers, no connections — one hop out of MDW and you're there.
This route flies every day of the week, so any travel day works. Route data updated July 2026 from observed departures.
Route data updated July 2026 from observed flight departures. Schedules change — always confirm with the airline before booking.
How long is the flight from Chicago Midway to San Diego?
The nonstop flight from Chicago Midway (MDW) to San Diego (SAN) takes about 3h24m in the air, based on recently observed nonstop departures.
How long does it take to drive from Chicago Midway to San Diego?
Driving from Chicago Midway to San Diego takes about 30h 20m behind the wheel — roughly 2,080 miles, or about 3 days of real driving. The nonstop flight takes about 3h24m.