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WN 366 Chicago to Orlando Flight Status

Southwest Airlines Flight WN366 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 April 5th, 2026.
Check the table below for WN366's most recent flight history:

WN 366 Flight Status & Schedule

Date Departure Arrival Status
Apr 05 15:58 19:07
Landed
Track >
Mar 29 16:11 19:16
Landed
Track >
Mar 22 16:09 19:20
Landed
Track >
Mar 15 16:00 19:35
Cancelled
Track >
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Mar 08 18:56 19:35
En-Route
Track >

Southwest Airlines WN 366 Chicago to Orlando Flight Information

Southwest Airlines Flight WN366 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 WN366 flight from Chicago to Orlando?

The average flight time from Chicago to Orlando is 2 hours and 8 minutes. The flight distance is 1595 km / 991 miles and the average flight speed is 695 km/h / 432 mph.

What is the On-Time Performance (OTP) of Southwest Airlines Flight WN366 Chicago to Orlando?

The Airportia On-Time Performance Rating for Southwest Airlines Flight WN366 is 5/5 stars. This metric is calculated using data from the past 10 flights.

Which terminal is the flight WN366 arriving at?

Flight WN366 arrives at Orlando International Airport (MCO) Terminal A.

When was the latest WN366 flight?

The latest flight took off on Sunday, April 5th, 2026 with the flight status being Landed on 19:07.

How else can the flight WN366 be referenced as?

This Southwest Airlines flight can also be referenced as SWA366, WN0366, WN 366, SWA 366.

How often is flight WN366 delayed?

On average, 0% of all WN366 flights are delayed. The average delay is 0 minutes.

Can I get compensation for my delayed or cancelled WN366 flight or baggage issues?

If your WN366 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 WN366 Flight Tracker above for more details.

WN366 and Chicago MDW to Orlando MCO Flights

Other flights departing from Chicago MDW: WN1292, WN2258, WN3982, WN3862

Other flights arriving at Orlando MCO: WN2757, NK273, WN2065, WN1439

All flights connecting Chicago MDW to Orlando MCO.

WN366 Southwest Airlines Flight: Chicago to Orlando Route Map

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Flight-schedule data supplied by Aviation Edge Real-time Flight Schedules API.