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
Monday, August 3rd, 2026
8 round-trip options
Returning
Sat, Aug 8, 2026•5 Day Trip
$577 USD
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Sun, Aug 9, 2026•6 Day Trip
$852 USD
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Mon, Aug 10, 2026•7 Day Trip
$507 USD
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Wed, Aug 12, 2026•9 Day Trip
$306 USD
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Thu, Aug 13, 2026•10 Day Trip
$322 USD
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Fri, Aug 14, 2026•11 Day Trip
$364 USD
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Sat, Aug 15, 2026•12 Day Trip
$497 USD
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Sun, Aug 16, 2026•13 Day Trip
$677 USD