WN 3744 Miami to Chicago Flight Status

Southwest Airlines Flight WN3744 from Miami International Airport MIA to Chicago Midway International Airport MDW is not scheduled for today June 4th, 2026.
The last time the flight was scheduled was on February 7th, 2026.
Check the table below for WN3744's most recent flight history:

WN 3744 Flight Status & Schedule

Date Departure Arrival Status
Feb 07 06:27 08:29
Landed
Track >
Jan 31 06:38 08:26
Landed
Track >
Jan 24 06:30 08:40
Cancelled
Track >
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Jan 17 06:42 08:24
Landed
Track >
Jan 10 06:45 08:29
Landed
Track >

Southwest Airlines WN 3744 Miami to Chicago Flight Information

Southwest Airlines Flight WN3744 connects Miami, United States to Chicago, United States, taking off from Miami International Airport MIA and landing at Chicago Midway International Airport MDW.

How long is the WN3744 flight from Miami to Chicago?

The average flight time from Miami to Chicago is 2 hours and 49 minutes. The flight distance is 1905 km / 1184 miles and the average flight speed is 663 km/h / 412 mph.

What is the On-Time Performance (OTP) of Southwest Airlines Flight WN3744 Miami to Chicago?

The Airportia On-Time Performance Rating for Southwest Airlines Flight WN3744 is 5/5 stars. This metric is calculated using data from the past 10 flights.

When was the latest WN3744 flight?

The latest flight took off on Saturday, February 7th, 2026 with the flight status being Landed on 08:29.

How else can the flight WN3744 be referenced as?

This Southwest Airlines flight can also be referenced as SWA3744, WN 3744, SWA 3744.

How often is flight WN3744 delayed?

On average, 0% of all WN3744 flights are delayed. The average delay is 0 minutes.

Can I get compensation for my delayed or cancelled WN3744 flight or baggage issues?

If your WN3744 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 WN3744 Flight Tracker above for more details.

WN3744 and Miami MIA to Chicago MDW Flights

Other flights departing from Miami MIA: UA424, UA740, AA3213, AA3807

Other flights arriving at Chicago MDW: WN2491, WN3183, WN4665, WN1530

All flights connecting Miami MIA to Chicago MDW.

WN3744 Southwest Airlines Flight: Miami to Chicago Route Map

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Flight-schedule data supplied by Aviation Edge Real-time Flight Schedules API.