Tampa (TPA) to Chicago (MDW) flights
Southwest Airlines flies nonstop from Tampa International Airport to Chicago Midway International Airport, with about 29 flights a week in July 2026. The 997-mile flight takes about 2h 39m gate to gate.
- Distance
- 997 mi · 1,605 km
- Flight time
- 2h 39m
- Airlines
- 1
- Seats filled
- 83%
Airlines flying TPA to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 29 | Boeing 737 MAX 8, Boeing 737-800, Boeing 737-700 / MAX 7 | 205,879 | 2h 39m |
| Frontier AirlinesSeasonal or ended | n/a | Airbus A320neo, Airbus A320-100/200 | 5,968 | 2h 38m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
TPA to MDW flight schedule
7 flight numbers flew this route in August 2026, 2 of them almost daily. The first usually leaves at 5:15am and the last at 5:35pm. 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 4604Southwest Airlines | 5:15am | 6:55am | 12 | 92% |
| WN 1963Southwest Airlines | 7:05am | 8:45am | 12 | 75% |
| WN 802Southwest Airlines | 7:35am | 9:15am | 4 | n/a |
| WN 3943Southwest Airlines | 11:00am | 12:40pm | 28 | 89% |
| WN 591Southwest Airlines | 11:35am | 1:15pm | 12 | 58% |
| WN 5087Southwest Airlines | 12:40pm | 2:15pm | 4 | n/a |
| WN 3944Southwest Airlines | 5:35pm | 7:10pm | 28 | 43% |
Is TPA to MDW on time?
From September 2025 to August 2026, 75% of 1,554 flights arrived within 15 minutes of schedule and 2.2% were cancelled. Flights leaving around 6am were the most punctual (90%), those around 6pm the least (50%). Most delay time was caused by late-arriving aircraft (51%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 1,520 | 75% | 16 min | 2.2% |
| Frontier Airlines | 34 | 88% | 21 min | 2.9% |
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 | 47 | 94% | |
| 6am to 7am | 128 | 90% | |
| 7am to 8am | 209 | 87% | |
| 8am to 9am | 51 | 84% | |
| 9am to 10am | 76 | 79% | |
| 10am to 11am | 177 | 86% | |
| 11am to 12pm | 87 | 83% | |
| 1pm to 2pm | 68 | 87% | |
| 3pm to 4pm | 62 | 67% | |
| 4pm to 5pm | 157 | 68% | |
| 5pm to 6pm | 83 | 56% | |
| 6pm to 7pm | 135 | 50% | |
| 7pm to 8pm | 44 | 69% | |
| 8pm to 9pm | 42 | 58% | |
| 9pm to 10pm | 76 | 63% | |
| 10pm to 11pm | 58 | 56% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 128 | 18,468 | |
| September 2025 | 111 | 16,200 | |
| October 2025 | 123 | 17,488 | |
| November 2025 | 117 | 15,030 | |
| December 2025 | 134 | 16,132 | |
| January 2026 | 126 | 15,604 | |
| February 2026 | 114 | 14,918 | |
| March 2026 | 167 | 22,204 | |
| April 2026 | 127 | 19,132 | |
| May 2026 | 122 | 19,443 | |
| June 2026 | 127 | 19,586 | |
| July 2026 | 127 | 17,642 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.