Minneapolis (MSP) to Chicago (MDW) flights
Southwest Airlines, Endeavor Air fly nonstop from Minneapolis-Saint Paul International Airport / Wold-Chamberlain Field to Chicago Midway International Airport, with about 53 flights a week in July 2026. The 349-mile flight takes about 1h 30m gate to gate.
- Distance
- 349 mi · 562 km
- Flight time
- 1h 30m
- Airlines
- 2
- Seats filled
- 79%
Airlines flying MSP to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 33 | Boeing 737-700 / MAX 7, Boeing 737 MAX 8, Boeing 737-800 | 198,037 | 1h 24m |
| Endeavor Air | 21 | Bombardier CRJ700, Bombardier CRJ900 | 14,714 | 1h 36m |
| SkyWest AirlinesSeasonal or ended | n/a | Embraer E175 | 46,152 | 1h 40m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
MSP to MDW flight schedule
12 flight numbers flew this route in August 2026, 5 of them almost daily. The first usually leaves at 5:05am and the last at 6:20pm. 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 1138Southwest Airlines | 5:05am | 6:30am | 4 | n/a |
| WN 1584Southwest Airlines | 5:45am | 7:10am | 12 | 100% |
| DL 4712Delta Air Lines · operated by Endeavor Air | 6:57am | 8:39am | 31 | 86% |
| WN 2903Southwest Airlines | 7:40am | 9:10am | 26 | 96% |
| WN 1155Southwest Airlines | 10:55am | 12:20pm | 16 | 56% |
| DL 4820Delta Air Lines · operated by Endeavor Air | 11:29am | 1:10pm | 31 | 65% |
| WN 4715Southwest Airlines | 12:25pm | 1:50pm | 12 | 67% |
| WN 276Southwest Airlines | 3:05pm | 4:30pm | 16 | 81% |
| WN 1389Southwest Airlines | 3:45pm | 5:15pm | 12 | 56% |
| DL 4714Delta Air Lines · operated by Endeavor Air | 4:24pm | 6:01pm | 31 | 64% |
| WN 254Southwest Airlines | 5:35pm | 7:05pm | 12 | 58% |
| WN 4781Southwest Airlines | 6:20pm | 7:50pm | 20 | 55% |
Is MSP to MDW on time?
From September 2025 to August 2026, 77% of 2,654 flights arrived within 15 minutes of schedule and 1.5% were cancelled. Flights leaving around 5am were the most punctual (93%), those around 3pm the least (67%). Most delay time was caused by late-arriving aircraft (39%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 1,591 | 79% | 12 min | 1.7% |
| Delta Air Lines | 1,063 | 75% | 19 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 |
|---|---|---|---|
| 5am to 6am | 216 | 93% | |
| 6am to 7am | 141 | 84% | |
| 7am to 8am | 381 | 85% | |
| 9am to 10am | 78 | 76% | |
| 10am to 11am | 245 | 83% | |
| 11am to 12pm | 431 | 77% | |
| 12pm to 1pm | 99 | 65% | |
| 2pm to 3pm | 85 | 81% | |
| 3pm to 4pm | 180 | 67% | |
| 4pm to 5pm | 442 | 69% | |
| 5pm to 6pm | 107 | 66% | |
| 6pm to 7pm | 109 | 74% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 238 | 27,359 | |
| September 2025 | 231 | 25,993 | |
| October 2025 | 246 | 26,014 | |
| November 2025 | 197 | 17,875 | |
| December 2025 | 213 | 19,684 | |
| January 2026 | 186 | 15,798 | |
| February 2026 | 180 | 15,983 | |
| March 2026 | 217 | 22,930 | |
| April 2026 | 217 | 19,621 | |
| May 2026 | 224 | 21,499 | |
| June 2026 | 231 | 22,688 | |
| July 2026 | 235 | 23,459 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.