Chicago to San Francisco

MDWSFO

Fly from Chicago to San Francisco starting at USD 127 with Southwest Airlines.Best fare available on Sep 8, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to San Francisco cheapest flights this week

5 Sept
Southwest Airlines
10:30MDW
15:00SFO
DirectUSD 273VIEW DEAL
7 Sept
Southwest Airlines
13:25MDW
23:40SFO
2 StopUSD 185VIEW DEAL
7 Sept
Southwest Airlines
08:00MDW
19:55SFO
1 StopUSD 344VIEW DEAL
8 Sept
Southwest Airlines
18:00MDW
01:15SFO
1 StopUSD 127VIEW DEAL
8 Sept
Frontier Airlines
11:50MDW
12:22SFO
3 StopUSD 164VIEW DEAL
9 Sept
Southwest Airlines
19:35MDW
00:10SFO
DirectUSD 196VIEW DEAL
9 Sept
Frontier Airlines
06:25MDW
12:22SFO
2 StopUSD 188VIEW DEAL
11 Sept
Frontier Airlines
06:25MDW
21:48SFO
1 StopUSD 193VIEW DEAL
11 Sept
Frontier Airlines
12:54MDW
00:28SFO
1 StopUSD 206VIEW DEAL
12 Sept
Frontier Airlines
13:06MDW
00:28SFO
1 StopUSD 175VIEW DEAL

Chicago to San Francisco monthly flight fare trend

Sep
from USD 83
Oct
from USD 105
Nov
from USD 111
Dec
from USD 119
Jan
No flights
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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