San Francisco (SFO) to Chicago (MDW) flight deal in economy from $257
SFOSan Francisco International Airport
San Francisco, United States
MDWMidway International Airport
Chicago, United States
$456 USD
-44%$257 USD
Verified 13 days agoNovember 2026
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Limited Availability
17% of dates checked are available within 10% of the lowest price
Friday, November 20th, 2026
6 round-trip options
Returning
Wed, Nov 25, 2026•5 Day Trip
$374 USD
Returning
Thu, Nov 26, 2026•6 Day Trip
$320 USD
Returning
Fri, Nov 27, 2026•7 Day Trip
$691 USD
Returning
Mon, Nov 30, 2026•10 Day Trip
$751 USD
Returning
Wed, Dec 2, 2026•12 Day Trip
$330 USD
Returning
Fri, Dec 4, 2026•14 Day Trip
$370 USD