Direct flights from Chicago Midway to San Jose
14 nonstop flights a week on 1 airline. Zero layovers — one hop from MDW to SJC.
Flight time: about 3h45m 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 SWA3752 | 10:14a | 3h41m | Thu |
| Southwest SWA3752 | 10:24a | 4h14m | Wed, Fri |
| Southwest SWA3115 | 10:26a | 3h45m | Sun |
| Southwest SWA3752 | 10:28a | 3h45m | Mon, Tue, Sat |
| Southwest SWA2659 | 9:15p | 3h48m | Sat |
| Southwest SWA1662 | 9:24p | 3h51m | Tue |
| Southwest SWA2659 | 9:51p | 3h36m | Thu |
| Southwest SWA2659 | 10:01p | 3h37m | Fri |
| Southwest SWA2659 | 10:09p | 3h54m | Mon |
| Southwest SWA1662 | 10:27p | 3h41m | Wed |
| Southwest SWA2659 | 10:41p | 3h40m | Sun |
Southwest
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The route
One hop: MDW → SJCDrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Chicago Midway (MDW) to San Jose (SJC)
Chicago Midway International Airport (MDW) has 14 nonstop flights a week to San Jose (SJC), 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 Jose?
The nonstop flight from Chicago Midway (MDW) to San Jose (SJC) takes about 3h45m in the air, based on recently observed nonstop departures.
How long does it take to drive from Chicago Midway to San Jose?
Driving from Chicago Midway to San Jose takes about 31h 44m behind the wheel — roughly 2,163 miles, or about 3 days of real driving. The nonstop flight takes about 3h45m.