Nonstop flights from San Antonio to Chicago

Southwest Airlines flies this route 1 to 2 times a day.

SATSan Antonio International

1,038 mi · 13 flights a week

MDWChicago Midway International

SATMDW

When they leave

San Antonio time

5:00a2:50pFirst departure 5:00 AM, last 2:50 PM

Three in the morning, 5:00 AM to 9:25 AM, then two in the afternoon, 2:15 PM to 2:50 PM.

Every flight

Earliest first

5:00 AM→7:35 AMSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
7:00 AM→9:35 AMSouthwest AirlinesBoeing 737 MAX 8Sun
9:25 AM→12:00 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
2:15 PM→4:50 PMSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
2:50 PM→5:25 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sat, Sun

Schedules last checked Sep 20, 2026. Times are local.

Flying from San Antonio to Chicago

Southwest Airlines is the only airline flying nonstop from San Antonio to Chicago, 1 to 2 times a day on the Boeing 737 MAX 8 and Boeing 737-700.

There are 1 or 2 flights every day of the week. The first arrival in Chicago is at 7:35 AM and the last at 5:25 PM. The flight covers 1,038 miles.

Flying back, Chicago to San Antonio has 14 nonstop flights a week. From San Antonio, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 41 a week.

Return flights

Chicago to San AntonioView

Every Chicago airport

All San Antonio to Chicago flightsView

Find the cheapest day to fly from San Antonio to Chicago.

Schedules as of Oct 9, 2026.