WN 3255 Orlando to Chicago Flight Status

Southwest Airlines Flight WN3255 from Orlando International Airport MCO to Chicago Midway International Airport MDW is not scheduled for today June 3rd, 2026.
The last time the flight was scheduled was on August 4th, 2025.
Check the table below for WN3255's most recent flight history:

WN 3255 Flight Status & Schedule

Date Departure Arrival Status
Aug 04 09:56 11:08
Landed
Track >
Aug 02 09:53 11:15
Landed Late
Track >
Aug 01 09:20 11:05
Cancelled
Track >
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Jul 31 09:32 10:51
Landed
Track >
Jul 30 16:28 17:45
Landed
Track >

Southwest Airlines WN 3255 Orlando to Chicago Flight Information

Southwest Airlines Flight WN3255 connects Orlando, United States to Chicago, United States, taking off from Orlando International Airport MCO and landing at Chicago Midway International Airport MDW.

How long is the WN3255 flight from Orlando to Chicago?

The average flight time from Orlando to Chicago is 2 hours and 16 minutes. The flight distance is 1595 km / 991 miles and the average flight speed is 689 km/h / 428 mph.

What is the On-Time Performance (OTP) of Southwest Airlines Flight WN3255 Orlando to Chicago?

The Airportia On-Time Performance Rating for Southwest Airlines Flight WN3255 is 5/5 stars. This metric is calculated using data from the past 10 flights.

When was the latest WN3255 flight?

The latest flight took off on Monday, August 4th, 2025 with the flight status being Landed on 11:08.

How else can the flight WN3255 be referenced as?

This Southwest Airlines flight can also be referenced as SWA3255, WN 3255, SWA 3255.

How often is flight WN3255 delayed?

On average, 30% of all WN3255 flights are delayed. The average delay is 10 minutes.

Can I get compensation for my delayed or cancelled WN3255 flight or baggage issues?

If your WN3255 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 WN3255 Flight Tracker above for more details.

WN3255 and Orlando MCO to Chicago MDW Flights

Other flights departing from Orlando MCO: WN2435, WN3730, WN1918, WN2227

Other flights arriving at Chicago MDW: WN2611, WN2030, WN2969, WN2131

All flights connecting Orlando MCO to Chicago MDW.

WN3255 Southwest Airlines Flight: Orlando to Chicago Route Map

WN3255 Southwest Airlines Flight Map: Orlando to Chicago
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Flight-schedule data supplied by Aviation Edge Real-time Flight Schedules API.