Chicago to San Jose
MDWSJC
Fly from Chicago to San Jose starting at SAR 514 with WN.
Best fare available on Jun 17, 2026.
Limited seats. Better plans. Book before it's gone.
Chicago to San Jose cheapest flights this week
23 Apr
F9
06:00MDW
01:12SJC
2 StopSAR 1,208VIEW DEAL
14 May
WN
20:25MDW
06:00SJC
DirectSAR 566VIEW DEAL
17 Jun
WN
06:00MDW
18:25SJC
1 StopSAR 514VIEW DEAL
24 Jun
WN
05:35MDW
17:40SJC
1 StopSAR 514VIEW DEAL
Chicago to San Jose monthly flight fare trend
Apr
from SAR 1,208
May
from SAR 566
Jun
from SAR 514
Jul
No flights
Aug
No flights
Sep
No flights
Airport Details
Origin
Chicago
Chicago Midway International Airport (MDW)
Chicago, MDW
Zone
Chicago
Elev
620 ft
Destination
San Jose
Norman Y. Mineta San Jose International Airport (SJC)
San Jose, SJC
Zone
Los Angeles
Elev
62 ft
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