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 8 hours ago
Limited Availability
14% of dates checked are available within 10% of the lowest price

Tuesday, December 15th, 2026

7 round-trip options

Returning
Sun, Dec 20, 2026•5 Day Trip
$478 USD
Google Flights
Returning
Mon, Dec 21, 2026•6 Day Trip
$548 USD
Google Flights
Returning
Tue, Dec 22, 2026•7 Day Trip
$459 USD
Google Flights
Returning
Thu, Dec 24, 2026•9 Day Trip
$419 USD
Google Flights
Returning
Sat, Dec 26, 2026•11 Day Trip
$959 USD
Google Flights
Returning
Sun, Dec 27, 2026•12 Day Trip
$749 USD
Google Flights
Returning
Tue, Dec 29, 2026•14 Day Trip
$528 USD
Google Flights