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WN 1399 Miami to Chicago Flight Status

Southwest Airlines Flight WN1399 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 September 28th, 2025.
Check the table below for WN1399's most recent flight history:

WN 1399 Flight Status & Schedule

Date Departure Arrival Status
Sep 28 07:39 09:16
Landed
Track >
Sep 21 07:49 09:28
Landed
Track >
Sep 14 07:41 09:20
Landed
Track >
Sep 07 07:38 09:15
Landed
Track >
Aug 24 07:45 09:19
Landed
Track >

Southwest Airlines WN 1399 Miami to Chicago Flight Information

Southwest Airlines Flight WN1399 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 WN1399 flight from Miami to Chicago?

The average flight time from Miami to Chicago is 2 hours and 37 minutes. The flight distance is 1905 km / 1184 miles and the average flight speed is 727 km/h / 451 mph.

What is the On-Time Performance (OTP) of Southwest Airlines Flight WN1399 Miami to Chicago?

The Airportia On-Time Performance Rating for Southwest Airlines Flight WN1399 is 5/5 stars. This metric is calculated using data from the past 10 flights.

When was the latest WN1399 flight?

The latest flight took off on Sunday, September 28th, 2025 with the flight status being Landed on 09:16.

How else can the flight WN1399 be referenced as?

This Southwest Airlines flight can also be referenced as SWA1399, WN 1399, SWA 1399.

How often is flight WN1399 delayed?

On average, 0% of all WN1399 flights are delayed. The average delay is 0 minutes.

Can I get compensation for my delayed or cancelled WN1399 flight or baggage issues?

If your WN1399 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 WN1399 Flight Tracker above for more details.

WN1399 and Miami MIA to Chicago MDW Flights

Other flights departing from Miami MIA: AA4247, DO1916, WN1279, 2L751

Other flights arriving at Chicago MDW: WN3473, WN1994, WN3834, WN3575

All flights connecting Miami MIA to Chicago MDW.

WN1399 Southwest Airlines Flight: Miami to Chicago Route Map

WN1399 Southwest Airlines Flight Map: Miami to Chicago
Flight Delay Compensation up to 600€/$: Claim for delay, cancellation, or baggage issues >
Flight-schedule data supplied by Aviation Edge Real-time Flight Schedules API.