Detroit (DTW) to Chicago (MDW) flights
Endeavor Air, Southwest Airlines fly nonstop from Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport, with about 41 flights a week in July 2026. The 228-mile flight takes about 1h 14m gate to gate.
- Distance
- 228 mi · 367 km
- Flight time
- 1h 14m
- Airlines
- 2
- Seats filled
- 71%
Airlines flying DTW to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Endeavor Air | 21 | Bombardier CRJ700, Bombardier CRJ900 | 41,040 | 1h 19m |
| Southwest Airlines | 20 | Boeing 737-700 / MAX 7, Boeing 737 MAX 8, Boeing 737-800 | 117,809 | 1h 9m |
| SkyWest AirlinesSeasonal or ended | n/a | Embraer E175 | 11,067 | 1h 18m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
DTW to MDW flight schedule
12 flight numbers flew this route in August 2026, 4 of them almost daily. The first usually leaves at 8:30am 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 3667Southwest Airlines | 8:30am | 8:45am | 4 | n/a |
| DL 4684Delta Air Lines · operated by Endeavor Air | 8:54am | 9:17am | 31 | 70% |
| WN 1725Southwest Airlines | 8:55am | 9:15am | 22 | 50% |
| DL 4688Delta Air Lines · operated by Endeavor Air | 12:21pm | 12:39pm | 31 | 81% |
| WN 1359Southwest Airlines | 12:55pm | 1:05pm | 8 | n/a |
| WN 2135Southwest Airlines | 1:20pm | 1:30pm | 12 | 83% |
| WN 684Southwest Airlines | 3:15pm | 3:25pm | 4 | n/a |
| WN 4700Southwest Airlines | 4:45pm | 4:55pm | 4 | n/a |
| DL 4677Delta Air Lines · operated by Endeavor Air | 6:15pm | 6:33pm | 30 | 62% |
| WN 3412Southwest Airlines | 7:05pm | 7:15pm | 8 | n/a |
| WN 860Southwest Airlines | 7:30pm | 7:40pm | 4 | n/a |
| WN 893Southwest Airlines | 7:30pm | 7:40pm | 12 | 42% |
Is DTW to MDW on time?
From September 2025 to August 2026, 71% of 2,110 flights arrived within 15 minutes of schedule and 1.3% were cancelled. Flights leaving around 6am were the most punctual (84%), those around 8pm the least (56%). Most delay time was caused by the airline (crew, maintenance, cleaning, fuelling) (38%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Delta Air Lines | 1,063 | 70% | 25 min | 1.4% |
| Southwest Airlines | 1,047 | 72% | 16 min | 1.2% |
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 | 127 | 84% | |
| 7am to 8am | 60 | 81% | |
| 8am to 9am | 539 | 72% | |
| 12pm to 1pm | 460 | 77% | |
| 1pm to 2pm | 163 | 71% | |
| 5pm to 6pm | 182 | 61% | |
| 6pm to 7pm | 222 | 72% | |
| 7pm to 8pm | 150 | 59% | |
| 8pm to 9pm | 130 | 56% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 186 | 17,366 | |
| September 2025 | 180 | 16,253 | |
| October 2025 | 186 | 15,544 | |
| November 2025 | 159 | 11,279 | |
| December 2025 | 166 | 13,565 | |
| January 2026 | 168 | 10,718 | |
| February 2026 | 157 | 11,489 | |
| March 2026 | 176 | 13,199 | |
| April 2026 | 176 | 12,321 | |
| May 2026 | 180 | 15,192 | |
| June 2026 | 176 | 16,098 | |
| July 2026 | 182 | 16,892 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.