| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Aug 01 | MDW | MCO | 12:27 | 15:33 |
Delayed
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| Jul 25 | MDW | MCO | 09:17 | 12:16 |
Landed
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| Jul 18 | MDW | MCO | 09:20 | 12:27 |
Landed
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| Jul 11 | MDW | MCO | 09:35 | 12:39 |
Landed
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| Jun 27 | MDW | MCO | 09:12 | 12:18 |
Landed
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| Jun 20 | MDW | MCO | 09:09 | 12:33 |
Landed
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| Jun 13 | MDW | MCO | 09:11 | 12:10 |
Landed
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| Jun 06 | MDW | MCO | 09:27 | 12:31 |
Landed
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Track > |
Southwest Airlines Flight WN1355 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 WN1355 flight from Chicago to Orlando?
The average flight time from Chicago to Orlando is 2 hours and 6 minutes. The flight distance is 1595 km / 991 miles and the average flight speed is 761 km/h / 473 mph.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN1355 Chicago to Orlando?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN1355 is 4.6/5 stars. This metric is calculated using data from the past 10 flights.
Which terminal is the flight WN1355 arriving at?
Flight WN1355 arrives at Orlando International Airport (MCO) Terminal A.
When was the latest WN1355 flight?
The latest flight took off on Saturday, August 1st, 2026 with the flight status being En-Route on 15:33.
How else can the flight WN1355 be referenced as?
This Southwest Airlines flight can also be referenced as SWA1355, WN 1355, SWA 1355.
How often is flight WN1355 delayed?
On average, 50% of all WN1355 flights are delayed. The average delay is 49 minutes.
Can I get compensation for my delayed or cancelled WN1355 flight or baggage issues?
If your WN1355 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 WN1355 Flight Tracker above for more details.
Claim compensation for your flight delay or cancellation!
Flight delays happen, but that doesn’t mean you have to accept them. You may be entitled to as much as 600€ in compensation if your flight has been delayed, cancelled or overbooked within the last three years. Claim Compensation Now >
Other flights departing from Chicago MDW: WN1695, WN163, WN2199, WN781
Other flights arriving at Orlando MCO: MX257, AC1092, WN2086, WN1267
All flights connecting Chicago MDW to Orlando MCO.