Des Moines (DSM) to Chicago (MDW) flights
Southwest Airlines flies nonstop from Des Moines International Airport to Chicago Midway International Airport, with about 14 flights a week in July 2026. The 306-mile flight takes about 1h 10m gate to gate.
- Distance
- 306 mi · 492 km
- Flight time
- 1h 10m
- Airlines
- 1
- Seats filled
- 66%
Airlines flying DSM to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 14 | Boeing 737-700 / MAX 7, Boeing 737 MAX 8, Boeing 737-800 | 30,070 | 1h 10m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
DSM to MDW flight schedule
6 flight numbers flew this route in August 2026. The first usually leaves at 5:40am and the last at 3:50pm. 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 1727Southwest Airlines | 5:40am | 7:00am | 14 | 100% |
| WN 1715Southwest Airlines | 6:10am | 7:30am | 14 | 100% |
| WN 487Southwest Airlines | 12:10pm | 1:30pm | 4 | n/a |
| WN 379Southwest Airlines | 2:40pm | 4:00pm | 8 | n/a |
| WN 206Southwest Airlines | 3:50pm | 5:10pm | 12 | 83% |
| WN 295Southwest Airlines | 3:50pm | 5:10pm | 4 | n/a |
Is DSM to MDW on time?
From September 2025 to August 2026, 83% of 352 flights arrived within 15 minutes of schedule and 1.4% were cancelled. Flights leaving around 5am were the most punctual (91%), those around 4pm the least (66%). Most delay time was caused by the airline (crew, maintenance, cleaning, fuelling) (49%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 352 | 83% | 13 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 |
|---|---|---|---|
| 5am to 6am | 171 | 91% | |
| 3pm to 4pm | 67 | 79% | |
| 4pm to 5pm | 92 | 66% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 2 | 200 | |
| March 2026 | 51 | 4,728 | |
| April 2026 | 57 | 5,398 | |
| May 2026 | 58 | 5,819 | |
| June 2026 | 61 | 7,507 | |
| July 2026 | 62 | 6,418 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.