| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Jan 05 | MCO | MDW | 13:08 | 14:40 |
Landed Late
|
Track > |
| Dec 18 | MCO | MDW | 13:18 | 14:27 |
Landed
|
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| Dec 14 | MCO | MDW | 13:41 | 15:12 |
Delayed
|
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| Dec 13 | MCO | MDW | 12:32 | 13:53 |
Landed
|
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| Dec 12 | MCO | MDW | 12:40 | 14:07 |
Landed
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| Dec 07 | MCO | MDW | 12:59 | 14:17 |
Landed
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| Dec 06 | MCO | MDW | 12:27 | 13:51 |
Landed
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| Nov 30 | MCO | MDW | 13:19 | 14:42 |
Delayed
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| Nov 28 | MCO | MDW | 12:45 | 14:12 |
Landed
|
Track > |
| Nov 24 | MCO | MDW | 12:37 | 13:57 |
Landed
|
Track > |
Southwest Airlines Flight WN1021 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 WN1021 flight from Orlando to Chicago?
The average flight time from Orlando to Chicago is 2 hours and 23 minutes. The flight distance is 1595 km / 991 miles and the average flight speed is 670 km/h / 416 mph.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN1021 Orlando to Chicago?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN1021 is 4.7/5 stars. This metric is calculated using data from the past 10 flights.
When was the latest WN1021 flight?
The latest flight took off on Monday, January 5th, 2026 with the flight status being Landed on 14:40.
How else can the flight WN1021 be referenced as?
This Southwest Airlines flight can also be referenced as SWA1021, WN 1021, SWA 1021.
How often is flight WN1021 delayed?
On average, 50% of all WN1021 flights are delayed. The average delay is 30 minutes.
Can I get compensation for my delayed or cancelled WN1021 flight or baggage issues?
If your WN1021 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 WN1021 Flight Tracker above for more details.
Other flights departing from Orlando MCO: B61828, WN3586, AC2185, WN1594
Other flights arriving at Chicago MDW: WN15, WN3601, WN4291, WN2928
All flights connecting Orlando MCO to Chicago MDW.