San Francisco to Chicago

SFOMDW

Fly from San Francisco to Chicago starting at USD 141 with Southwest Airlines.Best fare available on Jul 28, 2026.Limited seats. Better plans. Book before it's gone.

San Francisco to Chicago cheapest flights this week

20 Jul
Frontier Airlines
23:00SFO
09:07MDW
1 StopUSD 194VIEW DEAL
21 Jul
Frontier Airlines
22:10SFO
09:07MDW
1 StopUSD 172VIEW DEAL
25 Jul
Frontier Airlines
23:00SFO
09:07MDW
1 StopUSD 187VIEW DEAL
28 Jul
Frontier Airlines
22:10SFO
09:07MDW
1 StopUSD 222VIEW DEAL
28 Jul
Southwest Airlines
05:00SFO
12:35MDW
1 StopUSD 141VIEW DEAL
30 Jul
Southwest Airlines
14:00SFO
21:30MDW
1 StopUSD 202VIEW DEAL
30 Jul
Frontier Airlines
22:23SFO
15:22MDW
2 StopUSD 265VIEW DEAL
30 Jul
Frontier Airlines
22:10SFO
09:07MDW
1 StopUSD 239VIEW DEAL
31 Jul
Southwest Airlines
23:40SFO
03:55MDW
DirectUSD 284VIEW DEAL
31 Jul
Frontier Airlines
23:00SFO
09:07MDW
1 StopUSD 197VIEW DEAL

San Francisco to Chicago monthly flight fare trend

Jul
from USD 141
Aug
from USD 118
Sep
from USD 113
Oct
from USD 193
Nov
No flights
Dec
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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