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

Thursday, December 31st, 2026

7 round-trip options

Returning
Tue, Jan 5, 2027•5 Day Trip
$355 USD
Google Flights
Returning
Wed, Jan 6, 2027•6 Day Trip
$355 USD
Google Flights
Returning
Thu, Jan 7, 2027•7 Day Trip
$387 USD
Google Flights
Returning
Sat, Jan 9, 2027•9 Day Trip
$355 USD
Google Flights
Returning
Mon, Jan 11, 2027•11 Day Trip
$355 USD
Google Flights
Returning
Tue, Jan 12, 2027•12 Day Trip
$355 USD
Google Flights
Returning
Thu, Jan 14, 2027•14 Day Trip
$355 USD
Google Flights