| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Oct 26 | MCO | MDW | 23:07 | 00:18 |
Delayed
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| Oct 19 | MCO | MDW | 22:11 | 23:34 |
Landed Late
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| Oct 12 | MCO | MDW | 22:27 | 23:56 |
Landed Late
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| Oct 05 | MCO | MDW | 22:15 | 23:30 |
Landed Late
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| Oct 03 | MCO | MDW | 21:46 | 23:00 |
Landed
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| Oct 02 | MCO | MDW | 22:07 | 23:20 |
Landed
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Southwest Airlines Flight WN1558 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 WN1558 flight from Orlando to Chicago?
The average flight time from Orlando to Chicago is 2 hours and 17 minutes. The flight distance is 1595 km / 991 miles and the average flight speed is 698 km/h / 433 mph.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN1558 Orlando to Chicago?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN1558 is 4.5/5 stars. This metric is calculated using data from the past 10 flights.
Which terminal is the flight WN1558 arriving at?
Flight WN1558 arrives at Chicago Midway International Airport (MDW) Terminal M.
When was the latest WN1558 flight?
The latest flight took off on Monday, October 27th, 2025 with the flight status being En-Route on 00:18.
How else can the flight WN1558 be referenced as?
This Southwest Airlines flight can also be referenced as SWA1558, WN 1558, SWA 1558.
How often is flight WN1558 delayed?
On average, 83% of all WN1558 flights are delayed. The average delay is 32 minutes.
Can I get compensation for my delayed or cancelled WN1558 flight or baggage issues?
If your WN1558 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 WN1558 Flight Tracker above for more details.
Other flights departing from Orlando MCO: WN676, WN3677, WN2432, WN3694
Other flights arriving at Chicago MDW: WN2145, WN3491, WN1755, WN3543
All flights connecting Orlando MCO to Chicago MDW.
