San Francisco to Chicago
SFOMDW
Fly from San Francisco to Chicago starting at SAR 439 with WN.
Best fare available on May 6, 2026.
Limited seats. Better plans. Book before it's gone.
San Francisco to Chicago cheapest flights this week
23 Apr
F9
23:16SFO
17:30MDW
1 StopSAR 503VIEW DEAL
26 Apr
F9
06:00SFO
00:31MDW
2 StopSAR 769VIEW DEAL
27 Apr
WN
05:15SFO
16:25MDW
DirectSAR 915VIEW DEAL
6 May
WN
05:25SFO
16:35MDW
DirectSAR 439VIEW DEAL
7 May
F9
23:59SFO
19:12MDW
1 StopSAR 514VIEW DEAL
8 May
F9
23:59SFO
19:12MDW
1 StopSAR 518VIEW DEAL
10 May
F9
22:15SFO
16:09MDW
1 StopSAR 544VIEW DEAL
23 May
WN
23:25SFO
10:40MDW
DirectSAR 488VIEW DEAL
2 Jun
F9
22:15SFO
16:09MDW
1 StopSAR 480VIEW DEAL
3 Jun
WN
06:20SFO
21:35MDW
1 StopSAR 675VIEW DEAL
San Francisco to Chicago monthly flight fare trend
Apr
from SAR 503
May
from SAR 439
Jun
from SAR 480
Jul
from SAR 581
Aug
from SAR 593
Sep
No flights
Airport Details
Origin
San Francisco
San Francisco International Airport (SFO)
San Francisco, SFO
Zone
Los Angeles
Elev
13 ft
Destination
Chicago
Chicago Midway International Airport (MDW)
Chicago, MDW
Zone
Chicago
Elev
620 ft
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