Chicago (MDW) to San Francisco (SFO) flight deal in economy from $267
MDWMidway International Airport
Chicago, United States
SFOSan Francisco International Airport
San Francisco, United States
$458 USD
-42%$267 USD
Verified 13 days agoOctober 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Limited Availability
14% of dates checked are available within 10% of the lowest price
Thursday, October 15th, 2026
4 round-trip options
Returning
Tue, Oct 20, 2026•5 Day Trip
$321 USD
Returning
Fri, Oct 23, 2026•8 Day Trip
$361 USD
Returning
Mon, Oct 26, 2026•11 Day Trip
$321 USD
Returning
Thu, Oct 29, 2026•14 Day Trip
$365 USD