San Francisco to Chicago

SFOMDW

Fly from San Francisco to Chicago starting at USD 128 with Frontier Airlines.Best fare available on Jun 2, 2026.Limited seats. Better plans. Book before it's gone.

San Francisco to Chicago cheapest flights this week

2 Jun
Frontier Airlines
22:15SFO
09:09MDW
1 Stop$128VIEW DEAL
3 Jun
Southwest Airlines
06:20SFO
14:35MDW
1 Stop$180VIEW DEAL
4 Jun
Southwest Airlines
14:15SFO
22:15MDW
1 Stop$161VIEW DEAL
13 Jun
Southwest Airlines
23:40SFO
03:55MDW
Direct$213VIEW DEAL
14 Jun
Frontier Airlines
22:58SFO
13:15MDW
2 Stop$244VIEW DEAL
4 Jul
Frontier Airlines
22:10SFO
09:12MDW
1 Stop$155VIEW DEAL
6 Jul
Southwest Airlines
05:50SFO
10:00MDW
Direct$177VIEW DEAL
5 Aug
Frontier Airlines
23:52SFO
12:07MDW
1 Stop$158VIEW DEAL

San Francisco to Chicago monthly flight fare trend

Jun
from USD 128
Jul
from USD 155
Aug
from USD 158
Sep
No flights
Oct
No flights
Nov
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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