New Orleans (MSY) to Chicago (MDW) flights
Southwest Airlines flies nonstop from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport, with about 20 flights a week in July 2026. The 825-mile flight takes about 2h 13m gate to gate.
- Distance
- 825 mi · 1,328 km
- Flight time
- 2h 13m
- Airlines
- 1
- Seats filled
- 75%
Airlines flying MSY to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 20 | Boeing 737 MAX 8, Boeing 737-800, Boeing 737-700 / MAX 7 | 124,678 | 2h 13m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
MSY to MDW flight schedule
10 flight numbers flew this route in August 2026. The first usually leaves at 5:00am and the last at 8:10pm. 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 1949Southwest Airlines | 5:00am | 7:15am | 12 | 92% |
| WN 2150Southwest Airlines | 6:15am | 8:30am | 4 | n/a |
| WN 2945Southwest Airlines | 7:15am | 9:30am | 4 | n/a |
| WN 1585Southwest Airlines | 7:20am | 9:35am | 12 | 92% |
| WN 2357Southwest Airlines | 7:50am | 10:05am | 12 | 83% |
| WN 562Southwest Airlines | 9:10am | 11:25am | 4 | n/a |
| WN 4486Southwest Airlines | 1:15pm | 3:30pm | 8 | n/a |
| WN 4974Southwest Airlines | 3:50pm | 6:10pm | 12 | 33% |
| WN 2361Southwest Airlines | 5:00pm | 7:15pm | 4 | n/a |
| WN 2999Southwest Airlines | 8:10pm | 10:30pm | 4 | n/a |
Is MSY to MDW on time?
From September 2025 to August 2026, 74% of 1,014 flights arrived within 15 minutes of schedule and 1.1% were cancelled. Flights leaving around 5am were the most punctual (94%), those around 6pm the least (45%). Most delay time was caused by late-arriving aircraft (56%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 1,014 | 74% | 15 min | 1.1% |
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 | 128 | 94% | |
| 6am to 7am | 185 | 91% | |
| 7am to 8am | 45 | 87% | |
| 8am to 9am | 27 | 96% | |
| 10am to 11am | 39 | 87% | |
| 11am to 12pm | 78 | 76% | |
| 12pm to 1pm | 52 | 86% | |
| 1pm to 2pm | 41 | 83% | |
| 2pm to 3pm | 78 | 62% | |
| 3pm to 4pm | 46 | 44% | |
| 4pm to 5pm | 76 | 67% | |
| 5pm to 6pm | 81 | 48% | |
| 6pm to 7pm | 111 | 45% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 83 | 11,888 | |
| September 2025 | 80 | 11,690 | |
| October 2025 | 97 | 12,802 | |
| November 2025 | 75 | 9,113 | |
| December 2025 | 80 | 8,880 | |
| January 2026 | 64 | 7,198 | |
| February 2026 | 68 | 7,651 | |
| March 2026 | 89 | 10,470 | |
| April 2026 | 89 | 10,684 | |
| May 2026 | 92 | 12,166 | |
| June 2026 | 88 | 10,690 | |
| July 2026 | 90 | 11,446 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.