SFO to MDW from $257 in economy

DLDelta Air Lines

Round Trip•Economy

SFO

San Francisco International Airport

San Francisco, United States

MDW

Midway International Airport

Chicago, United States

$450 USD

-43%$257 USD

Verified about 8 hours ago

December 2026

Today

Mon

Tue

Wed

Thu

Fri

Sat

Sun

30$338 1$257 2$257 3$273 4$315 5$257 6$342 7$273 8$257 9$257 10$273 11$338 12$338 13$423 14$464 15$419 16$378 17$387 18$459 19$459 20$669 21$517 22$537 23$387 24$387 25$364 26$387 27$391 28$387 29$387 30$387 31$355 1$387 2$387 3$459

Limited Availability

14% of dates checked are available within 10% of the lowest price

Tuesday, December 22nd, 2026

7 round-trip options

Returning

Sun, Dec 27, 2026•5 Day Trip

$899 USD

Google Flights

Returning

Mon, Dec 28, 2026•6 Day Trip

$799 USD

Google Flights

Returning

Tue, Dec 29, 2026•7 Day Trip

$679 USD

Google Flights

Returning

Thu, Dec 31, 2026•9 Day Trip

$759 USD

Google Flights

Returning

Sat, Jan 2, 2027•11 Day Trip

$829 USD

Google Flights

Returning

Sun, Jan 3, 2027•12 Day Trip

$829 USD

Google Flights

Returning

Tue, Jan 5, 2027•14 Day Trip

$537 USD

Google Flights

San Francisco (SFO) to Chicago (MDW) flight deal in economy from $257

San Francisco International Airport

Midway International Airport

December 2026

Tuesday, December 22nd, 2026