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 3 hours agoAugust 2026
Mon
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Limited Availability
14% of dates checked are available within 10% of the lowest price
Saturday, August 1st, 2026
8 round-trip options
Returning
Thu, Aug 6, 2026•5 Day Trip
$649 USD
Returning
Fri, Aug 7, 2026•6 Day Trip
$529 USD
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Sat, Aug 8, 2026•7 Day Trip
$719 USD
Returning
Mon, Aug 10, 2026•9 Day Trip
$649 USD
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Tue, Aug 11, 2026•10 Day Trip
$529 USD
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Wed, Aug 12, 2026•11 Day Trip
$448 USD
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Thu, Aug 13, 2026•12 Day Trip
$464 USD
Returning
Fri, Aug 14, 2026•13 Day Trip
$506 USD