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
$450 USD
-43%$257 USD
Verified about 8 hours agoNovember 2026
Mon
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Limited Availability
14% of dates checked are available within 10% of the lowest price
Sunday, November 8th, 2026
8 round-trip options
Returning
Fri, Nov 13, 2026•5 Day Trip
$400 USD
Returning
Sat, Nov 14, 2026•6 Day Trip
$342 USD
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Sun, Nov 15, 2026•7 Day Trip
$427 USD
Returning
Mon, Nov 16, 2026•8 Day Trip
$358 USD
Returning
Tue, Nov 17, 2026•9 Day Trip
$342 USD
Returning
Thu, Nov 19, 2026•11 Day Trip
$423 USD
Returning
Fri, Nov 20, 2026•12 Day Trip
$463 USD
Returning
Sat, Nov 21, 2026•13 Day Trip
$391 USD