Direct flights from Chicago Midway to San Jose
13 nonstop flights a week on 1 airline. Zero layovers — one hop from MDW to SJC.
Flight time: about 4h10m 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 SWA2756 | 10:25a | 4h16m | Sun |
| Southwest SWA2830 | 10:34a | 3h51m | Thu |
| Southwest SWA3502 | 10:42a | 4h5m | Tue–Wed |
| Southwest SWA2830 | 10:43a | 4h | Fri |
| Southwest SWA2830 | 11:02a | 4h20m | Mon |
| Southwest SWA2830 | 1:34p | 4h6m | Sat |
| Southwest SWA3810 | 6:47p | 4h5m | Sat |
| Southwest SWA3810 | 8:52p | 4h12m | Tue |
| Southwest SWA3810 | 9:10p | 4h8m | Wed |
| Southwest SWA4996 | 9:23p | 4h15m | Sun |
| Southwest SWA576 | 9:34p | 4h16m | Fri |
| Southwest SWA576 | 10:35p | 4h15m | Thu |
SouthwestThe 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 13 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 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 Jose?
The nonstop flight from Chicago Midway (MDW) to San Jose (SJC) takes about 4h10m 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 4h10m.