WN 286 Chicago to Orlando Flight Status

Southwest Airlines Flight WN286 from Chicago Midway International Airport MDW to Orlando International Airport MCO is not scheduled for today June 4th, 2026.
The last time the flight was scheduled was on August 3rd, 2025.
Check the table below for WN286's most recent flight history:

WN 286 Flight Status & Schedule

Date Departure Arrival Status
Aug 03 19:10 22:22
Delayed
Track >
Jul 27 23:33 20:50
Unknown
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Jul 20 17:29 20:33
Landed
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Jul 13 17:40 21:01
Landed
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Jul 06 19:13 22:23
Landed Late
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Southwest Airlines WN 286 Chicago to Orlando Flight Information

Southwest Airlines Flight WN286 connects Chicago, United States to Orlando, United States, taking off from Chicago Midway International Airport MDW and landing at Orlando International Airport MCO.

How long is the WN286 flight from Chicago to Orlando?

The average flight time from Chicago to Orlando is 2 hours and 16 minutes. The flight distance is 1595 km / 991 miles and the average flight speed is 692 km/h / 430 mph.

What is the On-Time Performance (OTP) of Southwest Airlines Flight WN286 Chicago to Orlando?

The Airportia On-Time Performance Rating for Southwest Airlines Flight WN286 is 4.3/5 stars. This metric is calculated using data from the past 10 flights.

Which terminal is the flight WN286 arriving at?

Flight WN286 arrives at Orlando International Airport (MCO) Terminal A.

When was the latest WN286 flight?

The latest flight took off on Monday, August 4th, 2025 with the flight status being En-Route on 22:22.

How else can the flight WN286 be referenced as?

This Southwest Airlines flight can also be referenced as SWA286, WN0286, WN 286, SWA 286.

How often is flight WN286 delayed?

On average, 67% of all WN286 flights are delayed. The average delay is 59 minutes.

Can I get compensation for my delayed or cancelled WN286 flight or baggage issues?

If your WN286 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 WN286 Flight Tracker above for more details.

WN286 and Chicago MDW to Orlando MCO Flights

Other flights departing from Chicago MDW: WN1274, WN4320, WN154, WN2419

Other flights arriving at Orlando MCO: WN1774, WN3225, WN1507, NK1902

All flights connecting Chicago MDW to Orlando MCO.

WN286 Southwest Airlines Flight: Chicago to Orlando Route Map

WN286 Southwest Airlines Flight Map: Chicago to Orlando
Flight Delay Compensation up to 600€/$: Claim for delay, cancellation, or baggage issues >
Flight-schedule data supplied by Aviation Edge Real-time Flight Schedules API.