| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Apr 05 | LGA | MDW | 21:31 | 22:24 |
Delayed
|
Track > |
| Apr 04 | LGA | MDW | 19:21 | 20:15 |
Landed
|
Track > |
| Apr 01 | LGA | MDW | 19:00 | 19:58 |
Landed
|
Track > |
| Mar 31 | LGA | MDW | 20:15 | 21:12 |
Delayed
|
Track > |
| Mar 29 | LGA | MDW | 20:34 | 21:24 |
Landed Late
|
Track > |
| Mar 28 | LGA | MDW | 19:29 | 20:28 |
Landed
|
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| Mar 27 | LGA | MDW | 20:13 | 21:19 |
Delayed
|
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| Mar 26 | LGA | MDW | 23:57 | 20:20 |
Unknown
|
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| Mar 25 | LGA | MDW | 20:07 | 21:02 |
Delayed
|
Track > |
| Mar 24 | LGA | MDW | 21:07 | 22:01 |
Delayed
|
Track > |
Southwest Airlines Flight WN255 connects New York, United States to Chicago, United States, taking off from New York LaGuardia Airport LGA and landing at Chicago Midway International Airport MDW.
How long is the WN255 flight from New York to Chicago?
The average flight time from New York to Chicago is 1 hour and 56 minutes. The flight distance is 1164 km / 723 miles and the average flight speed is 585 km/h / 364 mph.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN255 New York to Chicago?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN255 is 4.3/5 stars. This metric is calculated using data from the past 10 flights.
When was the latest WN255 flight?
The latest flight took off on Monday, April 6th, 2026 with the flight status being En-Route on 22:24.
How else can the flight WN255 be referenced as?
This Southwest Airlines flight can also be referenced as SWA255, WN0255, WN 255, SWA 255.
How often is flight WN255 delayed?
On average, 60% of all WN255 flights are delayed. The average delay is 66 minutes.
Can I get compensation for my delayed or cancelled WN255 flight or baggage issues?
If your WN255 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 WN255 Flight Tracker above for more details.
Other flights departing from New York LGA: AA4599, AA2040, DL4972, DL5609
Other flights arriving at Chicago MDW: WN1320, WN2444, WN1436, WN1779
All flights connecting New York LGA to Chicago MDW.
