San Francisco (SFO) to Chicago (MDW) flight deal in economy from $257

Delta Air LinesDLDelta Air Lines
Round Trip•Economy
United StatesSFO

San Francisco International Airport

San Francisco, United States
United StatesMDW

Midway International Airport

Chicago, United States
$450 USD
-43%$257 USD
Verified about 3 hours ago
Limited Availability
14% of dates checked are available within 10% of the lowest price

Thursday, August 13th, 2026

5 round-trip options

Returning
Tue, Aug 18, 2026•5 Day Trip
$538 USD
Google Flights
Returning
Sun, Aug 23, 2026•10 Day Trip
$729 USD
Google Flights
Returning
Mon, Aug 24, 2026•11 Day Trip
$554 USD
Google Flights
Returning
Tue, Aug 25, 2026•12 Day Trip
$538 USD
Google Flights
Returning
Wed, Aug 26, 2026•13 Day Trip
$538 USD
Google Flights