| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Sep 19 | MSY | MDW | 12:38 | 14:34 |
Delayed
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| Sep 16 | MSY | MDW | 07:26 | 09:22 |
Landed
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| Sep 15 | MSY | MDW | 07:30 | 09:28 |
Landed
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| Sep 12 | MSY | MDW | 11:13 | 13:12 |
Landed
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| Sep 09 | MSY | MDW | 07:38 | 09:31 |
Landed
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| Sep 08 | MSY | MDW | 07:40 | 09:37 |
Landed
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| Sep 05 | MSY | MDW | 11:26 | 13:20 |
Landed
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| Sep 02 | MSY | MDW | 07:24 | 09:20 |
Landed
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| Sep 01 | MSY | MDW | 07:23 | 09:25 |
Landed
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| Aug 29 | MSY | MDW | 11:16 | 13:16 |
Landed
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Southwest Airlines Flight WN1585 connects New Orleans, United States to Chicago, United States, taking off from New Orleans Louis Armstrong International Airport MSY and landing at Chicago Midway International Airport MDW.
How long is the WN1585 flight from New Orleans to Chicago?
The average flight time from New Orleans to Chicago is 1 hour and 57 minutes. The flight distance is 1330 km / 827 miles and the average flight speed is 682 km/h / 424 mph.
How many WN1585 flights are operated per week?
3 flights per week. The flight WN1585 is operated on Tuesday, Wednesday and Saturday.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN1585 New Orleans to Chicago?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN1585 is 4.9/5 stars. This metric is calculated using data from the past 10 flights.
When was the latest WN1585 flight?
The latest flight took off on Saturday, September 19th, 2026 with the flight status being En-Route on 14:34.
How else can the flight WN1585 be referenced as?
This Southwest Airlines flight can also be referenced as SWA1585, WN 1585, SWA 1585.
How often is flight WN1585 delayed?
On average, 20% of all WN1585 flights are delayed. The average delay is 38 minutes.
Can I get compensation for my delayed or cancelled WN1585 flight or baggage issues?
If your WN1585 flight was cancelled, delayed, or if you experienced baggage issues such as delayed, damaged, or lost bags, you may be entitled to compensation. Compensation amounts and eligibility depend on various regulations, including EC 261/2004, UK261, CA Montreal Convention, US GoodWill, BR-ANAC, SA-GACA and TK-SHY.
See our WN1585 Flight Tracker above for more details.
Other flights departing from New Orleans MSY: UA1677, DL1424, WN8508, AA2534
Other flights arriving at Chicago MDW: WN3670, 9E4820, WN487, WN1827
All flights connecting New Orleans MSY to Chicago MDW.