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 6th, 2026

8 round-trip options

Returning
Tue, Aug 11, 2026•5 Day Trip
$539 USD
Google Flights
Returning
Wed, Aug 12, 2026•6 Day Trip
$458 USD
Google Flights
Returning
Thu, Aug 13, 2026•7 Day Trip
$474 USD
Google Flights
Returning
Sat, Aug 15, 2026•9 Day Trip
$649 USD
Google Flights
Returning
Sun, Aug 16, 2026•10 Day Trip
$929 USD
Google Flights
Returning
Mon, Aug 17, 2026•11 Day Trip
$574 USD
Google Flights
Returning
Tue, Aug 18, 2026•12 Day Trip
$558 USD
Google Flights
Returning
Wed, Aug 19, 2026•13 Day Trip
$558 USD
Google Flights