Milwaukee (MKE) to Chicago (MDW) flights
Southwest Airlines flies nonstop from General Mitchell International Airport to Chicago Midway International Airport, with about 15 flights a week in July 2026. The 80-mile flight takes about 48m gate to gate.
- Distance
- 80 mi · 129 km
- Flight time
- 48m
- Airlines
- 1
- Seats filled
- 68%
Airlines flying MKE to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 15 | Boeing 737-700 / MAX 7, Boeing 737 MAX 8, Boeing 737-800 | 35,163 | 48m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
MKE to MDW flight schedule
6 flight numbers flew this route in August 2026, 1 of them almost daily. The first usually leaves at 5:45am and the last at 4:20pm. 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 1088Southwest Airlines | 5:45am | 6:30am | 4 | n/a |
| WN 564Southwest Airlines | 5:45am | 6:30am | 16 | 94% |
| WN 3641Southwest Airlines | 1:30pm | 2:20pm | 4 | n/a |
| WN 2886Southwest Airlines | 3:40pm | 4:30pm | 5 | n/a |
| WN 450Southwest Airlines | 4:00pm | 4:50pm | 4 | n/a |
| WN 4159Southwest Airlines | 4:20pm | 5:10pm | 20 | 80% |
Is MKE to MDW on time?
From September 2025 to August 2026, 72% of 360 flights arrived within 15 minutes of schedule and 1.7% were cancelled. Flights leaving around 5am were the most punctual (94%), those around 5pm the least (37%). Most delay time was caused by late-arriving aircraft (45%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 360 | 72% | 15 min | 1.7% |
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 | 144 | 94% | |
| 6am to 7am | 35 | 94% | |
| 4pm to 5pm | 116 | 53% | |
| 5pm to 6pm | 43 | 37% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 6 | 737 | |
| September 2025 | 1 | 114 | |
| November 2025 | 5 | 871 | |
| January 2026 | 2 | 254 | |
| February 2026 | 10 | 1,265 | |
| March 2026 | 51 | 5,894 | |
| April 2026 | 62 | 5,847 | |
| May 2026 | 68 | 6,459 | |
| June 2026 | 61 | 6,672 | |
| July 2026 | 67 | 7,264 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.