Oklahoma City (OKC) to Chicago (MDW) flights
Southwest Airlines flies nonstop from OKC Will Rogers World Airport to Chicago Midway International Airport, with about 14 flights a week in July 2026. The 691-mile flight takes about 1h 49m gate to gate.
- Distance
- 691 mi · 1,112 km
- Flight time
- 1h 49m
- Airlines
- 1
- Seats filled
- 77%
Airlines flying OKC to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 14 | Boeing 737-700 / MAX 7, Boeing 737 MAX 8, Boeing 737-800 | 68,061 | 1h 49m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
OKC to MDW flight schedule
6 flight numbers flew this route in August 2026, 1 of them almost daily. The first usually leaves at 5:15am and the last at 3:30pm. 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 1773Southwest Airlines | 5:15am | 7:05am | 12 | 92% |
| WN 360Southwest Airlines | 5:25am | 7:15am | 4 | n/a |
| WN 3052Southwest Airlines | 5:45am | 7:45am | 12 | 100% |
| WN 4807Southwest Airlines | 11:30am | 1:40pm | 4 | n/a |
| WN 4865Southwest Airlines | 2:45pm | 4:35pm | 4 | n/a |
| WN 3232Southwest Airlines | 3:30pm | 5:20pm | 20 | 65% |
Is OKC to MDW on time?
From September 2025 to August 2026, 84% of 573 flights arrived within 15 minutes of schedule and 1.4% were cancelled. Flights leaving around 5am were the most punctual (95%), those around 2pm the least (67%). Most delay time was caused by late-arriving aircraft (60%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 573 | 84% | 9 min | 1.4% |
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 |
|---|---|---|---|
| 5am to 6am | 179 | 95% | |
| 6am to 7am | 48 | 94% | |
| 7am to 8am | 18 | 94% | |
| 10am to 11am | 28 | 100% | |
| 2pm to 3pm | 50 | 67% | |
| 3pm to 4pm | 170 | 73% | |
| 4pm to 5pm | 45 | 82% | |
| 5pm to 6pm | 17 | 59% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 48 | 6,041 | |
| September 2025 | 47 | 6,260 | |
| October 2025 | 48 | 6,194 | |
| November 2025 | 27 | 2,983 | |
| December 2025 | 31 | 3,196 | |
| January 2026 | 25 | 2,659 | |
| February 2026 | 27 | 2,627 | |
| March 2026 | 54 | 5,453 | |
| April 2026 | 59 | 6,590 | |
| May 2026 | 62 | 9,096 | |
| June 2026 | 60 | 8,289 | |
| July 2026 | 61 | 8,673 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.