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

Friday, January 22nd, 2027

7 round-trip options

Returning
Wed, Jan 27, 2027•5 Day Trip
$364 USD
Google Flights
Returning
Thu, Jan 28, 2027•6 Day Trip
$364 USD
Google Flights
Returning
Fri, Jan 29, 2027•7 Day Trip
$373 USD
Google Flights
Returning
Sun, Jan 31, 2027•9 Day Trip
$400 USD
Google Flights
Returning
Tue, Feb 2, 2027•11 Day Trip
$364 USD
Google Flights
Returning
Wed, Feb 3, 2027•12 Day Trip
$364 USD
Google Flights
Returning
Fri, Feb 5, 2027•14 Day Trip
$373 USD
Google Flights