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 7 hours agoNovember 2026
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Limited Availability
14% of dates checked are available within 10% of the lowest price
Sunday, November 22nd, 2026
8 round-trip options
Returning
Fri, Nov 27, 2026•5 Day Trip
$719 USD
Returning
Sat, Nov 28, 2026•6 Day Trip
$879 USD
Returning
Sun, Nov 29, 2026•7 Day Trip
$1,364 USD
Returning
Mon, Nov 30, 2026•8 Day Trip
$879 USD
Returning
Tue, Dec 1, 2026•9 Day Trip
$649 USD
Returning
Thu, Dec 3, 2026•11 Day Trip
$544 USD
Returning
Fri, Dec 4, 2026•12 Day Trip
$586 USD
Returning
Sat, Dec 5, 2026•13 Day Trip
$528 USD