Southwest Airlines
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United States
Midway International Airport
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United States
San Antonio International Airport
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Scan through all non-stop flights from Chicago to San Antonio. The full flight schedule below gives an overview of all non-stop flights from MDW to SAT, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
San Antonio is a humid subtropical or warm-temperate destination, featuring hot, humid summers with temperatures typically around 30°C (86°F) and mild to cool winters. The region is known for consistent rainfall throughout the year, peaking in summer. The area is known for its vibrant urban energy, diverse landscapes, and numerous outdoor activities.
You can visit San Antonio any time of the year, but the best months to explore are from to and from to .
Currently, there is only one airline operating non-stop flights from Chicago MDW to San Antonio SAT, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their MDW SAT flight schedule.
Flights from MDW to SAT are operated 14 times a week, with an average of 2 flights per day. Departure times vary between 09:45 - 22:40. The earliest flight departs at 09:45, the last flight departs at 22:40. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Chicago to San Antonio takes 2 hours and 40 minutes. The flight distance between Chicago and San Antonio is 1,036 miles (or 1,667 km).
There is 1 airport in San Antonio: San Antonio International Airport (SAT).
There are 14 flights per week flying from Chicago to San Antonio (as of April 2026).
2 hours and 40 minutes is the average flight time from Chicago to San Antonio.
The distance from Chicago to San Antonio is 1,036 miles (1,667 kilometers).
Southwest Airlines is the only airline flying nonstop from Chicago to San Antonio.
There are no alliances flying direct from Chicago to San Antonio at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Chicago to San Antonio:
The earliest flight departs at 09:45 from Chicago and arrives at 12:30 at San Antonio.
The latest flight departs at 22:40 from Chicago and arrives at 01:35 at San Antonio.
1,036 miles (1,667 km) · 2h 40m
10:00
13:00
Southwest Airlines
WN 2471
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:05
12:55
Southwest Airlines
WN 2168
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:10
13:00
Southwest Airlines
WN 2168
Southwest Airlines
Boeing 757
Y
W
J
F
10:15
13:15
Southwest Airlines
WN 2471
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:45
13:35
Southwest Airlines
WN 2168
Southwest Airlines
Boeing 757
Y
W
J
F
10:45
13:35
Southwest Airlines
WN 2168
Southwest Airlines
Boeing 757
Y
W
J
F
11:00
14:00
Southwest Airlines
WN 2471
Southwest Airlines
Boeing 757
Y
W
J
F
18:15
21:05
Southwest Airlines
WN 2350
Southwest Airlines
Boeing 757
Y
W
J
F
18:15
21:05
Southwest Airlines
WN 2350
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:15
21:05
Southwest Airlines
WN 2350
Southwest Airlines
Boeing 757
Y
W
J
F
21:00
23:50
Southwest Airlines
WN 2350
Southwest Airlines
Boeing 757
Y
W
J
F
21:40
00:30
Southwest Airlines
WN 2350
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
21:40
00:30
Southwest Airlines
WN 2350
Southwest Airlines
Boeing 757
Y
W
J
F
21:45
00:40
Southwest Airlines
WN 3998
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
21:55
00:50
Southwest Airlines
WN 3998
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
22:40
01:35
Southwest Airlines
WN 3998
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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