Chicago to San Francisco

MDWSFO

Fly from Chicago to San Francisco starting at USD 132 with Southwest Airlines.Best fare available on Oct 1, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to San Francisco cheapest flights this week

30 Sept
Southwest Airlines
19:05MDW
23:40SFO
DirectUSD 280VIEW DEAL
1 Oct
Southwest Airlines
21:25MDW
02:05SFO
DirectUSD 132VIEW DEAL
1 Oct
Frontier Airlines
06:25MDW
21:48SFO
1 StopUSD 207VIEW DEAL
1 Oct
Frontier Airlines
12:54MDW
00:28SFO
1 StopUSD 258VIEW DEAL
2 Oct
Frontier Airlines
06:25MDW
21:48SFO
1 StopUSD 233VIEW DEAL
2 Oct
Frontier Airlines
12:54MDW
00:28SFO
1 StopUSD 209VIEW DEAL
2 Oct
Southwest Airlines
21:25MDW
02:05SFO
DirectUSD 315VIEW DEAL
3 Oct
Frontier Airlines
06:25MDW
21:48SFO
1 StopUSD 222VIEW DEAL
3 Oct
Frontier Airlines
13:06MDW
00:28SFO
1 StopUSD 193VIEW DEAL
4 Oct
Frontier Airlines
06:25MDW
21:48SFO
1 StopUSD 207VIEW DEAL

Chicago to San Francisco monthly flight fare trend

Sep
from USD 280
Oct
from USD 105
Nov
from USD 111
Dec
from USD 119
Jan
from USD 175
Feb
from USD 147

Airport Details

Origin

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

Destination

San Francisco

San Francisco International Airport (SFO)

San Francisco, SFO
Zone

Los Angeles

Elev

13 ft

Flights from Chicago

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