Denver (DEN) to Chicago (MDW) flights
Southwest Airlines flies nonstop from Denver International Airport to Chicago Midway International Airport, with about 47 flights a week in July 2026. The 895-mile flight takes about 2h 13m gate to gate.
- Distance
- 895 mi · 1,440 km
- Flight time
- 2h 13m
- Airlines
- 1
- Seats filled
- 84%
Airlines flying DEN to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 47 | Boeing 737 MAX 8, Boeing 737-800, Boeing 737-700 / MAX 7 | 295,290 | 2h 13m |
| Frontier AirlinesSeasonal or ended | n/a | Airbus A320neo, Airbus A320-100/200 | 11,189 | 2h 20m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
DEN to MDW flight schedule
15 flight numbers flew this route in August 2026, 4 of them almost daily. The first usually leaves at 6:10am and the last at 8:25pm. 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 3292Southwest Airlines | 6:10am | 9:35am | 4 | n/a |
| WN 1564Southwest Airlines | 6:30am | 9:50am | 8 | n/a |
| WN 1223Southwest Airlines | 7:15am | 10:35am | 4 | n/a |
| WN 1560Southwest Airlines | 8:25am | 11:50am | 24 | 96% |
| WN 492Southwest Airlines | 10:00am | 1:30pm | 4 | n/a |
| WN 345Southwest Airlines | 11:05am | 2:25pm | 4 | n/a |
| WN 1428Southwest Airlines | 12:50pm | 4:10pm | 24 | 67% |
| WN 2613Southwest Airlines | 1:40pm | 5:05pm | 8 | 90% |
| WN 1561Southwest Airlines | 2:00pm | 5:25pm | 20 | 75% |
| WN 1152Southwest Airlines | 2:55pm | 6:15pm | 4 | n/a |
| WN 1110Southwest Airlines | 4:30pm | 7:50pm | 12 | 64% |
| WN 290Southwest Airlines | 4:55pm | 8:15pm | 12 | 33% |
| WN 1562Southwest Airlines | 5:20pm | 8:45pm | 5 | n/a |
| WN 1563Southwest Airlines | 6:30pm | 10:00pm | 24 | 22% |
| WN 1806Southwest Airlines | 8:25pm | 11:45pm | 12 | 25% |
Is DEN to MDW on time?
From September 2025 to August 2026, 74% of 2,197 flights arrived within 15 minutes of schedule and 1.6% were cancelled. Flights leaving around 6am were the most punctual (97%), those around 8pm the least (46%). Most delay time was caused by late-arriving aircraft (49%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 2,140 | 74% | 16 min | 1.6% |
| Frontier Airlines | 57 | 84% | 15 min | 1.8% |
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 | 99 | 93% | |
| 6am to 7am | 132 | 97% | |
| 7am to 8am | 171 | 93% | |
| 8am to 9am | 157 | 92% | |
| 9am to 10am | 105 | 89% | |
| 10am to 11am | 166 | 87% | |
| 11am to 12pm | 97 | 81% | |
| 12pm to 1pm | 121 | 79% | |
| 1pm to 2pm | 209 | 77% | |
| 2pm to 3pm | 135 | 64% | |
| 3pm to 4pm | 54 | 67% | |
| 4pm to 5pm | 143 | 76% | |
| 5pm to 6pm | 193 | 48% | |
| 6pm to 7pm | 114 | 59% | |
| 7pm to 8pm | 118 | 52% | |
| 8pm to 9pm | 160 | 46% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 222 | 32,863 | |
| September 2025 | 204 | 29,183 | |
| October 2025 | 214 | 28,683 | |
| November 2025 | 174 | 23,673 | |
| December 2025 | 192 | 25,242 | |
| January 2026 | 158 | 20,573 | |
| February 2026 | 138 | 17,651 | |
| March 2026 | 162 | 23,289 | |
| April 2026 | 155 | 21,444 | |
| May 2026 | 162 | 23,517 | |
| June 2026 | 201 | 29,812 | |
| July 2026 | 209 | 30,549 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.