Nonstop flights from Chicago to San Antonio

Southwest Airlines flies this route twice a day.

MDWChicago Midway International

1,038 mi · 14 flights a week

SATSan Antonio International

MDWSAT

When they leave

Chicago time

10:10a8:35pFirst departure 10:10 AM, last 8:35 PM

Four in the morning, 10:10 AM to 11:05 AM, then two in the evening, 8:30 PM to 8:35 PM.

Every flight

Earliest first

10:10 AM→12:50 PMSouthwest AirlinesBoeing 737-700Sun
10:10 AM→12:50 PMSouthwest AirlinesBoeing 737Tue, Wed
10:35 AM→1:15 PMSouthwest AirlinesBoeing 737-700Mon
10:55 AM→1:35 PMSouthwest AirlinesBoeing 737Sat
11:05 AM→1:40 PMSouthwest AirlinesBoeing 737-700Thu, Fri
8:30 PM→11:15 PMSouthwest AirlinesBoeing 737Mon, Sat, Sun
8:30 PM→11:10 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
8:35 PM→11:15 PMSouthwest AirlinesBoeing 737 MAX 8Thu, Fri

Schedules last checked Sep 19, 2026. Times are local.

Flying from Chicago to San Antonio

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

The first arrival in San Antonio is at 12:50 PM and the last at 11:15 PM. The flight covers 1,038 miles.

Flying back, San Antonio to Chicago has 13 nonstop flights a week. O'Hare (ORD) also has nonstop flights to San Antonio, 40 a week.

Return flights

San Antonio to ChicagoView

Every Chicago airport

All Chicago to San Antonio flightsView

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

Schedules as of Oct 9, 2026.