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 4 hours ago

September 2026

Today

Mon

Tue

Wed

Thu

Fri

Sat

Sun

31$273 1$257 2$257 3$448 4$315 5$257 6$342 7$378 8$257 9$257 10$448 11$338 12$257 13$394 14$273 15$257 16$257 17$273 18$448 19$257 20$342 21$273 22$257 23$338 24$273 25$315 26$257 27$342 28$273 29$257 30$257 1$273 2$338 3$257 4$378

Limited Availability

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

Wednesday, September 23rd, 2026

8 round-trip options

Returning

Mon, Sep 28, 2026•5 Day Trip

$354 USD

Google Flights

Returning

Tue, Sep 29, 2026•6 Day Trip

$338 USD

Google Flights

Returning

Wed, Sep 30, 2026•7 Day Trip

$338 USD

Google Flights

Returning

Fri, Oct 2, 2026•9 Day Trip

$396 USD

Google Flights

Returning

Sat, Oct 3, 2026•10 Day Trip

$338 USD

Google Flights

Returning

Sun, Oct 4, 2026•11 Day Trip

$529 USD

Google Flights

Returning

Mon, Oct 5, 2026•12 Day Trip

$419 USD

Google Flights

Returning

Tue, Oct 6, 2026•13 Day Trip

$338 USD

Google Flights

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

San Francisco International Airport

Midway International Airport

September 2026

Wednesday, September 23rd, 2026