San Francisco to Chicago

SFOMDW

Fly from San Francisco to Chicago starting at USD 109 with Southwest Airlines.Best fare available on Oct 5, 2026.Limited seats. Better plans. Book before it's gone.

San Francisco to Chicago cheapest flights this week

30 Sept
Frontier Airlines
23:58SFO
09:59MDW
1 StopUSD 172VIEW DEAL
1 Oct
Southwest Airlines
10:55SFO
22:35MDW
1 StopUSD 151VIEW DEAL
1 Oct
Frontier Airlines
23:58SFO
09:59MDW
1 StopUSD 236VIEW DEAL
2 Oct
Frontier Airlines
23:58SFO
09:59MDW
1 StopUSD 223VIEW DEAL
3 Oct
Southwest Airlines
23:40SFO
03:50MDW
DirectUSD 279VIEW DEAL
4 Oct
Frontier Airlines
23:58SFO
09:59MDW
1 StopUSD 159VIEW DEAL
5 Oct
Southwest Airlines
05:35SFO
09:45MDW
DirectUSD 127VIEW DEAL
5 Oct
Southwest Airlines
23:40SFO
03:50MDW
DirectUSD 109VIEW DEAL
5 Oct
Frontier Airlines
18:02SFO
03:40MDW
1 StopUSD 268VIEW DEAL
6 Oct
Southwest Airlines
23:40SFO
03:50MDW
DirectUSD 274VIEW DEAL

San Francisco to Chicago monthly flight fare trend

Sep
from USD 172
Oct
from USD 109
Nov
from USD 129
Dec
from USD 114
Jan
from USD 136
Feb
from USD 181

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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