San Francisco to Chicago

SFOMDW

Fly from San Francisco to Chicago starting at SAR 437 with Southwest Airlines.Best fare available on Aug 20, 2026.Limited seats. Better plans. Book before it's gone.

San Francisco to Chicago cheapest flights this week

14 Aug
Frontier Airlines
23:05SFO
07:51MDW
1 StopSAR 703VIEW DEAL
15 Aug
Frontier Airlines
23:05SFO
07:51MDW
1 StopSAR 925VIEW DEAL
15 Aug
Southwest Airlines
23:05SFO
06:45MDW
1 StopSAR 936VIEW DEAL
15 Aug
Southwest Airlines
06:40SFO
15:10MDW
1 StopSAR 988VIEW DEAL
16 Aug
Frontier Airlines
22:18SFO
07:51MDW
1 StopSAR 670VIEW DEAL
17 Aug
Frontier Airlines
23:05SFO
08:55MDW
1 StopSAR 681VIEW DEAL
18 Aug
Frontier Airlines
22:35SFO
08:55MDW
1 StopSAR 618VIEW DEAL
19 Aug
Frontier Airlines
22:35SFO
08:55MDW
1 StopSAR 466VIEW DEAL
20 Aug
Southwest Airlines
15:20SFO
21:45MDW
1 StopSAR 437VIEW DEAL
20 Aug
Southwest Airlines
12:30SFO
21:45MDW
1 StopSAR 544VIEW DEAL

San Francisco to Chicago monthly flight fare trend

Aug
from SAR 337
Sep
from SAR 340
Oct
from SAR 403
Nov
from SAR 492
Dec
from SAR 755
Jan
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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