Pittsburgh (PIT) to Chicago (MDW) flights
Southwest Airlines flies nonstop from Pittsburgh International Airport to Chicago Midway International Airport, with about 19 flights a week in July 2026. The 402-mile flight takes about 1h 26m gate to gate.
- Distance
- 402 mi · 647 km
- Flight time
- 1h 26m
- Airlines
- 1
- Seats filled
- 66%
Airlines flying PIT to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 19 | Boeing 737 MAX 8, Boeing 737-700 / MAX 7, Boeing 737-800 | 118,430 | 1h 26m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
PIT to MDW flight schedule
7 flight numbers flew this route in August 2026, 1 of them almost daily. The first usually leaves at 8:40am and the last at 7:30pm. 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 2385Southwest Airlines | 8:40am | 9:00am | 28 | 50% |
| WN 4810Southwest Airlines | 8:55am | 9:15am | 12 | 64% |
| WN 3361Southwest Airlines | 11:45am | 12:10pm | 4 | n/a |
| WN 2278Southwest Airlines | 2:45pm | 3:05pm | 12 | 50% |
| WN 4179Southwest Airlines | 4:40pm | 5:05pm | 4 | n/a |
| WN 3308Southwest Airlines | 6:55pm | 7:20pm | 12 | 58% |
| WN 1271Southwest Airlines | 7:30pm | 7:50pm | 12 | 42% |
Is PIT to MDW on time?
From September 2025 to August 2026, 77% of 1,097 flights arrived within 15 minutes of schedule and 1.1% were cancelled. Flights leaving around 6am were the most punctual (84%), those around 7pm the least (62%). Most delay time was caused by late-arriving aircraft (43%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 1,097 | 77% | 15 min | 1.1% |
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 | 51 | 96% | |
| 6am to 7am | 123 | 84% | |
| 8am to 9am | 179 | 78% | |
| 9am to 10am | 22 | 100% | |
| 12pm to 1pm | 53 | 83% | |
| 1pm to 2pm | 70 | 83% | |
| 2pm to 3pm | 86 | 79% | |
| 3pm to 4pm | 44 | 72% | |
| 4pm to 5pm | 72 | 75% | |
| 6pm to 7pm | 108 | 79% | |
| 7pm to 8pm | 93 | 62% | |
| 8pm to 9pm | 136 | 62% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 111 | 13,110 | |
| September 2025 | 112 | 13,287 | |
| October 2025 | 114 | 13,530 | |
| November 2025 | 83 | 8,358 | |
| December 2025 | 88 | 8,307 | |
| January 2026 | 86 | 6,702 | |
| February 2026 | 79 | 6,440 | |
| March 2026 | 85 | 9,410 | |
| April 2026 | 85 | 9,589 | |
| May 2026 | 88 | 10,195 | |
| June 2026 | 83 | 9,586 | |
| July 2026 | 86 | 9,916 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.