| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Oct 29 | MCO | MDW | 12:50 | 14:02 |
Landed
|
Track > |
| Oct 28 | MCO | MDW | 12:44 | 14:07 |
Landed
|
Track > |
| Oct 26 | MCO | MDW | 09:51 | 11:12 |
Landed
|
Track > |
| Oct 22 | MCO | MDW | 12:42 | 14:08 |
Landed
|
Track > |
| Oct 21 | MCO | MDW | 12:29 | 14:00 |
Landed
|
Track > |
| Oct 19 | MCO | MDW | 09:59 | 11:11 |
Landed
|
Track > |
| Oct 15 | MCO | MDW | 12:33 | 14:01 |
Landed
|
Track > |
| Oct 14 | MCO | MDW | 12:30 | 13:58 |
Landed
|
Track > |
| Oct 12 | MCO | MDW | 09:56 | 11:17 |
Landed
|
Track > |
| Oct 08 | MCO | MDW | 12:25 | 13:52 |
Landed
|
Track > |
Southwest Airlines Flight WN1544 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 WN1544 flight from Orlando to Chicago?
The average flight time from Orlando to Chicago is 2 hours and 22 minutes. The flight distance is 1595 km / 991 miles and the average flight speed is 671 km/h / 417 mph.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN1544 Orlando to Chicago?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN1544 is 5/5 stars. This metric is calculated using data from the past 10 flights.
When was the latest WN1544 flight?
The latest flight took off on Wednesday, October 29th, 2025 with the flight status being Landed on 14:02.
How else can the flight WN1544 be referenced as?
This Southwest Airlines flight can also be referenced as SWA1544, WN 1544, SWA 1544.
How often is flight WN1544 delayed?
On average, 50% of all WN1544 flights are delayed. The average delay is 4 minutes.
Can I get compensation for my delayed or cancelled WN1544 flight or baggage issues?
If your WN1544 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 WN1544 Flight Tracker above for more details.
Other flights departing from Orlando MCO: WN1357, WN2061, NK2213, WN1108
Other flights arriving at Chicago MDW: WN561, WN3310, WN445, WN542
All flights connecting Orlando MCO to Chicago MDW.
