San Francisco to Chicago

SFOMDW

Fly from San Francisco to Chicago starting at USD 133 with Frontier 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

4 Jul
Frontier Airlines
22:10SFO
09:07MDW
1 StopUSD 191VIEW DEAL
5 Jul
Frontier Airlines
22:10SFO
09:07MDW
1 StopUSD 283VIEW DEAL
5 Jul
Southwest Airlines
08:10SFO
12:10MDW
DirectUSD 329VIEW DEAL
6 Jul
Southwest Airlines
05:50SFO
10:00MDW
DirectUSD 177VIEW DEAL
6 Jul
Frontier Airlines
23:00SFO
09:07MDW
1 StopUSD 277VIEW DEAL
17 Jul
Frontier Airlines
23:00SFO
09:07MDW
1 StopUSD 224VIEW DEAL
25 Jul
Frontier Airlines
23:00SFO
09:07MDW
1 StopUSD 187VIEW DEAL
28 Jul
Frontier Airlines
22:10SFO
09:07MDW
1 StopUSD 133VIEW 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

San Francisco to Chicago monthly flight fare trend

Jul
from USD 133
Aug
from USD 158
Sep
from USD 129
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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