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
Thursday, November 19th, 2026
8 round-trip options
Returning
Tue, Nov 24, 2026•5 Day Trip
$387 USD
Returning
Wed, Nov 25, 2026•6 Day Trip
$427 USD
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Thu, Nov 26, 2026•7 Day Trip
$322 USD
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Fri, Nov 27, 2026•8 Day Trip
$497 USD
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Sat, Nov 28, 2026•9 Day Trip
$657 USD
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Mon, Nov 30, 2026•11 Day Trip
$657 USD
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Tue, Dec 1, 2026•12 Day Trip
$427 USD
Returning
Wed, Dec 2, 2026•13 Day Trip
$306 USD