Chicago (MDW) to San Antonio (SAT) flights
Southwest Airlines flies nonstop from Chicago Midway International Airport to San Antonio International Airport, with about 14 flights a week in July 2026. The 1,036-mile flight takes about 2h 42m gate to gate.
- Distance
- 1,036 mi · 1,667 km
- Flight time
- 2h 42m
- Airlines
- 1
- Seats filled
- 71%
Airlines flying MDW to SAT
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 14 | Boeing 737 MAX 8, Boeing 737-800, Boeing 737-700 / MAX 7 | 77,022 | 2h 42m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
MDW to SAT flight schedule
5 flight numbers flew this route in August 2026. The first usually leaves at 10:10am and the last at 8:35pm. Times are local and can change; check with the airline before you book.
| Flight | Departs | Arrives | Days flown in August 2026 | On time (12 months) |
|---|---|---|---|---|
| WN 559Southwest Airlines | 10:10am | 12:50pm | 12 | 83% |
| WN 436Southwest Airlines | 10:20am | 1:00pm | 4 | n/a |
| WN 1009Southwest Airlines | 11:05am | 1:40pm | 12 | 83% |
| WN 2819Southwest Airlines | 8:30pm | 11:10pm | 12 | 67% |
| WN 267Southwest Airlines | 8:35pm | 11:15pm | 12 | 50% |
Is MDW to SAT on time?
From September 2025 to August 2026, 76% of 659 flights arrived within 15 minutes of schedule and 1.2% were cancelled. Flights leaving around 7am were the most punctual (87%), those around 9pm the least (62%). Most delay time was caused by late-arriving aircraft (49%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 659 | 76% | 15 min | 1.2% |
Airlines as sold: flights operated by regional partners count under the airline on the ticket. Average delay is across all completed flights, early arrivals counted as zero.
On-time arrivals by departure time
| Scheduled departure | Flights | On time, relative | On time |
|---|---|---|---|
| 7am to 8am | 77 | 87% | |
| 8am to 9am | 77 | 84% | |
| 9am to 10am | 19 | 79% | |
| 10am to 11am | 150 | 78% | |
| 11am to 12pm | 26 | 81% | |
| 4pm to 5pm | 24 | 88% | |
| 7pm to 8pm | 18 | 89% | |
| 8pm to 9pm | 69 | 71% | |
| 9pm to 10pm | 143 | 62% | |
| 10pm to 11pm | 23 | 64% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 60 | 7,417 | |
| September 2025 | 57 | 7,077 | |
| October 2025 | 62 | 7,976 | |
| November 2025 | 55 | 5,878 | |
| December 2025 | 60 | 7,080 | |
| January 2026 | 36 | 3,681 | |
| February 2026 | 28 | 3,298 | |
| March 2026 | 55 | 7,071 | |
| April 2026 | 59 | 5,710 | |
| May 2026 | 62 | 6,770 | |
| June 2026 | 58 | 7,172 | |
| July 2026 | 61 | 7,892 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.