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 20th, 2026

8 round-trip options

Returning
Tue, Aug 25, 2026•5 Day Trip
$448 USD
Google Flights
Returning
Wed, Aug 26, 2026•6 Day Trip
$448 USD
Google Flights
Returning
Thu, Aug 27, 2026•7 Day Trip
$529 USD
Google Flights
Returning
Sat, Aug 29, 2026•9 Day Trip
$448 USD
Google Flights
Returning
Sun, Aug 30, 2026•10 Day Trip
$639 USD
Google Flights
Returning
Mon, Aug 31, 2026•11 Day Trip
$464 USD
Google Flights
Returning
Tue, Sep 1, 2026•12 Day Trip
$448 USD
Google Flights
Returning
Wed, Sep 2, 2026•13 Day Trip
$448 USD
Google Flights