San Francisco to Chicago

SFOMDW

Fly from San Francisco to Chicago starting at USD 98 with Southwest Airlines.Best fare available on Sep 11, 2026.Limited seats. Better plans. Book before it's gone.

San Francisco to Chicago cheapest flights this week

10 Sept
Southwest Airlines
23:40SFO
03:50MDW
DirectUSD 113VIEW DEAL
10 Sept
Frontier Airlines
23:58SFO
09:59MDW
1 StopUSD 220VIEW DEAL
11 Sept
Southwest Airlines
05:35SFO
09:40MDW
DirectUSD 98VIEW DEAL
11 Sept
Frontier Airlines
23:58SFO
09:59MDW
1 StopUSD 187VIEW DEAL
12 Sept
Frontier Airlines
23:58SFO
09:59MDW
1 StopUSD 174VIEW DEAL
12 Sept
Southwest Airlines
23:40SFO
03:50MDW
DirectUSD 217VIEW DEAL
13 Sept
Frontier Airlines
22:48SFO
08:58MDW
1 StopUSD 172VIEW DEAL
13 Sept
Frontier Airlines
23:58SFO
09:59MDW
1 StopUSD 192VIEW DEAL
14 Sept
Frontier Airlines
22:48SFO
08:58MDW
1 StopUSD 138VIEW DEAL
14 Sept
Southwest Airlines
05:35SFO
09:40MDW
DirectUSD 123VIEW DEAL

San Francisco to Chicago monthly flight fare trend

Sep
from USD 98
Oct
from USD 109
Nov
from USD 129
Dec
from USD 204
Jan
from USD 136
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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