Jacksonville (JAX) to Chicago (MDW) flights
Southwest Airlines flies nonstop from Jacksonville International Airport to Chicago Midway International Airport, with about 13 flights a week in July 2026. The 848-mile flight takes about 2h 19m gate to gate.
- Distance
- 848 mi · 1,365 km
- Flight time
- 2h 19m
- Airlines
- 1
- Seats filled
- 75%
Airlines flying JAX to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 13 | Boeing 737-700 / MAX 7, Boeing 737 MAX 8, Boeing 737-800 | 49,742 | 2h 19m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
JAX to MDW flight schedule
4 flight numbers flew this route in August 2026. The first usually leaves at 7:00am 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 1768Southwest Airlines | 7:00am | 8:25am | 12 | 92% |
| WN 2099Southwest Airlines | 7:30am | 8:50am | 4 | n/a |
| WN 981Southwest Airlines | 5:25pm | 6:50pm | 8 | n/a |
| WN 673Southwest Airlines | 5:35pm | 7:00pm | 4 | n/a |
Is JAX to MDW on time?
From September 2025 to August 2026, 79% of 417 flights arrived within 15 minutes of schedule and 1.4% were cancelled. Flights leaving around 7am were the most punctual (93%), those around 6pm the least (60%). Most delay time was caused by late-arriving aircraft (57%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 417 | 79% | 12 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 |
|---|---|---|---|
| 6am to 7am | 16 | 73% | |
| 7am to 8am | 122 | 93% | |
| 1pm to 2pm | 10 | 100% | |
| 2pm to 3pm | 18 | 83% | |
| 3pm to 4pm | 38 | 87% | |
| 5pm to 6pm | 100 | 69% | |
| 6pm to 7pm | 53 | 60% | |
| 7pm to 8pm | 40 | 81% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 32 | 4,029 | |
| September 2025 | 30 | 3,541 | |
| October 2025 | 31 | 3,632 | |
| November 2025 | 29 | 3,109 | |
| December 2025 | 31 | 2,862 | |
| January 2026 | 27 | 2,810 | |
| February 2026 | 27 | 2,881 | |
| March 2026 | 33 | 3,878 | |
| April 2026 | 31 | 4,249 | |
| May 2026 | 31 | 4,319 | |
| June 2026 | 52 | 6,982 | |
| July 2026 | 56 | 7,450 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.