Nonstop flights from San Antonio to Chicago

3 airlines fly from San Antonio (SAT) to 2 Chicago airports (ORD and MDW), with up to 8 flights a day.

SATORD

Routes

2 airport pairs

When they leave

San Antonio time

5:00a6:52pFirst departure 5:00 AM, last 6:52 PM

Five in the morning, 5:00 AM to 9:25 AM, then four in the afternoon, 12:55 PM to 2:50 PM, then two in the evening, 5:27 PM to 6:52 PM.

Every flight

Earliest first

5:00 AM→7:35 AMSAT to MDWSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
6:30 AM→9:30 AMSAT to ORDUnited AirlinesBoeing 737-800Daily
7:00 AM→9:35 AMSAT to MDWSouthwest AirlinesBoeing 737 MAX 8Sun
7:28 AM→10:35 AMSAT to ORDAmerican AirlinesAirbus A319Daily
9:25 AM→12:00 PMSAT to MDWSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
12:55 PM→3:55 PMSAT to ORDUnited AirlinesAirbus A320Daily
1:33 PM→4:39 PMSAT to ORDAmerican AirlinesAirbus A319Daily
2:15 PM→4:50 PMSAT to MDWSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
2:50 PM→5:25 PMSAT to MDWSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sat, Sun
5:27 PM→8:27 PMSAT to ORDUnited AirlinesAirbus A320Daily
6:52 PM→10:05 PMSAT to ORDAmerican AirlinesEmbraer 175Mon, Tue, Wed, Thu, Fri, Sun

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

Flying from San Antonio to Chicago

United Airlines flies most often, 3 times a day on the Airbus A320 and Boeing 737-800. American Airlines flies 2 to 3 times a day on the Airbus A319 and Embraer 175. Southwest Airlines flies 1 to 2 times a day on the Boeing 737 MAX 8 and Boeing 737-700.

Flights run every day of the week, from 6 on Saturdays to 8 on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays and Sundays. The first arrival in Chicago is at 7:35 AM and the last at 10:05 PM.

SAT to ORD is the busiest airport pair, with 41 flights a week, then SAT to MDW with 13.

Flying back, Chicago to San Antonio has 54 nonstop flights a week.

Return flights

Chicago to San AntonioView

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

Schedules as of Oct 9, 2026.