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 3h47m 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 SWA1887 | 6:15a | 3h52m | Sun |
| Southwest SWA2814 | 6:21a | 3h55m | Mon, Thu, Fri |
| Southwest SWA2814 | 10:13a | 3h45m | Wed |
| Southwest SWA2814 | 10:21a | 3h42m | Tue, Sat |
| Southwest SWA2815 | 10:23a | 3h39m | Thu |
| Southwest SWA2814 | 11:06a | 3h39m | Sun |
| Southwest SWA2815 | 11:21a | 3h44m | Mon, Fri |
| Southwest SWA363 | 2:26p | 3h41m | Sat |
| Southwest SWA2816 | 3:18p | 3h45m | Tue |
| Southwest SWA518 | 3:25p | 4h2m | Mon |
| Southwest SWA518 | 3:56p | 3h54m | Fri |
| Southwest SWA2816 | 4:02p | 3h47m | Wed |
| Southwest SWA518 | 4:13p | 3h52m | Thu |
| Southwest SWA4802 | 6:31p | 3h57m | Sat |
| Southwest SWA4802 | 8:44p | 3h39m | Wed |
| Southwest SWA3355 | 8:47p | 3h43m | Sun |
| Southwest SWA4802 | 9:00p | 3h54m | Thu–Fri |
| Southwest SWA4802 | 9:22p | 3h57m | Mon |
| Southwest SWA4802 | 11:12p | 3h57m | Tue |
SouthwestThe 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 September 2026 from observed departures.
Route data updated September 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 3h47m 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 3h47m.