| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Nov 01 | MDW | MCO | 17:45 | 21:01 |
Landed
|
Track > |
| Oct 31 | MDW | MCO | 17:00 | 20:10 |
Landed
|
Track > |
| Oct 30 | MDW | MCO | 20:01 | 20:15 |
Unknown
|
Track > |
| Oct 29 | MDW | MCO | 15:19 | 18:33 |
Landed
|
Track > |
| Oct 28 | MDW | MCO | 15:22 | 18:29 |
Landed
|
Track > |
| Oct 27 | MDW | MCO | 19:57 | 23:03 |
Delayed
|
Track > |
| Oct 26 | MDW | MCO | 17:37 | 21:27 |
Landed Late
|
Track > |
| Oct 25 | MDW | MCO | 17:45 | 20:58 |
Landed
|
Track > |
| Oct 24 | MDW | MCO | 18:33 | 21:46 |
Delayed
|
Track > |
| Oct 23 | MDW | MCO | 16:39 | 19:41 |
Landed
|
Track > |
Southwest Airlines Flight WN744 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 WN744 flight from Chicago to Orlando?
The average flight time from Chicago to Orlando is 2 hours and 14 minutes. The flight distance is 1595 km / 991 miles and the average flight speed is 707 km/h / 439 mph.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN744 Chicago to Orlando?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN744 is 4.5/5 stars. This metric is calculated using data from the past 10 flights.
Which terminal is the flight WN744 arriving at?
Flight WN744 arrives at Orlando International Airport (MCO) Terminal A.
When was the latest WN744 flight?
The latest flight took off on Sunday, November 2nd, 2025 with the flight status being Landed on 21:01.
How else can the flight WN744 be referenced as?
This Southwest Airlines flight can also be referenced as SWA744, WN0744, WN 744, SWA 744.
How often is flight WN744 delayed?
On average, 30% of all WN744 flights are delayed. The average delay is 98 minutes.
Can I get compensation for my delayed or cancelled WN744 flight or baggage issues?
If your WN744 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 WN744 Flight Tracker above for more details.
Other flights departing from Chicago MDW: WN2679, WN2966, WN3864, WN3878
Other flights arriving at Orlando MCO: NK440, AA646, WN2211, B69006
All flights connecting Chicago MDW to Orlando MCO.
