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

$456 USD

-44%$257 USD

Verified 13 days ago

September 2026

Today

Mon

Tue

Wed

Thu

Fri

Sat

Sun

31$267 1$267 2$277 3$880 4$368 5$267 6$257 7$748 8$321 9$277 10$493 11$267 12$277 13$428 14$277 15$277 16$277 17$498 18$428 19$277 20$348 21$277 22$277 23$277 24$378 25$378 26$277 27$650 28$277 29$277 30$277 1$277 2$317 3$277 4$348

Limited Availability

17% of dates checked are available within 10% of the lowest price

Tuesday, September 29th, 2026

6 round-trip options

Returning

Sun, Oct 4, 2026•5 Day Trip

$498 USD

Google Flights

Returning

Tue, Oct 6, 2026•7 Day Trip

$277 USD

Google Flights

Returning

Wed, Oct 7, 2026•8 Day Trip

$277 USD

Google Flights

Returning

Fri, Oct 9, 2026•10 Day Trip

$317 USD

Google Flights

Returning

Sun, Oct 11, 2026•12 Day Trip

$428 USD

Google Flights

Returning

Tue, Oct 13, 2026•14 Day Trip

$277 USD

Google Flights

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

San Francisco International Airport

Midway International Airport

September 2026

Tuesday, September 29th, 2026