San Francisco to Chicago

SFOMDW

Fly from San Francisco to Chicago starting at SAR 466 with Southwest Airlines.Best fare available on Sep 3, 2026.Limited seats. Better plans. Book before it's gone.

San Francisco to Chicago cheapest flights this week

3 Sept
Southwest Airlines
14:50SFO
22:30MDW
1 StopSAR 466VIEW DEAL
3 Sept
Southwest Airlines
12:30SFO
21:50MDW
1 StopSAR 740VIEW DEAL
3 Sept
Southwest Airlines
05:35SFO
09:40MDW
DirectSAR 1,058VIEW DEAL
4 Sept
Frontier Airlines
22:35SFO
08:50MDW
1 StopSAR 599VIEW DEAL
4 Sept
Frontier Airlines
09:33SFO
12:10MDW
2 StopSAR 1,036VIEW DEAL
4 Sept
Southwest Airlines
12:30SFO
21:50MDW
1 StopSAR 873VIEW DEAL
4 Sept
Southwest Airlines
15:20SFO
21:50MDW
1 StopSAR 1,040VIEW DEAL
5 Sept
Frontier Airlines
22:35SFO
08:55MDW
1 StopSAR 707VIEW DEAL
6 Sept
Southwest Airlines
19:25SFO
03:55MDW
1 StopSAR 496VIEW DEAL
6 Sept
Southwest Airlines
10:30SFO
17:55MDW
1 StopSAR 500VIEW DEAL

San Francisco to Chicago monthly flight fare trend

Sep
from SAR 363
Oct
from SAR 403
Nov
from SAR 477
Dec
from SAR 755
Jan
from SAR 503
Feb
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

Flights from San Francisco

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