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WN1544 Flight Status Southwest Airlines: Chicago to Boston (SWA1544)

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WN 1544 Chicago to Boston Flight Status

Southwest Airlines Flight WN1544 from Chicago Midway International Airport MDW to Boston Logan International Airport BOS is not scheduled for today June 3rd, 2026.
The last time the flight was scheduled was on October 26th, 2025.
Check the table below for WN1544's most recent flight history:

WN 1544 Flight Status & Schedule

Date Departure Arrival Status
Oct 26 12:21 15:20
Landed
 Track >
Oct 19 13:02 16:00
Delayed
 Track >
Oct 12 13:17 16:13
Delayed
 Track >
Oct 05 12:01 15:12
Landed
 Track >
< All MDW Departures All BOS Arrivals >

Southwest Airlines WN 1544 Chicago to Boston Flight Information

Southwest Airlines Flight WN1544 connects Chicago, United States to Boston, United States, taking off from Chicago Midway International Airport MDW and landing at Boston Logan International Airport BOS.

How long is the WN1544 flight from Chicago to Boston?

The average flight time from Chicago to Boston is 2 hours and 1 minute. The flight distance is 1381 km / 858 miles and the average flight speed is 687 km/h / 427 mph.

What is the On-Time Performance (OTP) of Southwest Airlines Flight WN1544 Chicago to Boston?

The Airportia On-Time Performance Rating for Southwest Airlines Flight WN1544 is 4.5/5 stars. This metric is calculated using data from the past 10 flights.

Which terminal is the flight WN1544 arriving at?

Flight WN1544 arrives at Boston Logan International Airport (BOS) Terminal B.

When was the latest WN1544 flight?

The latest flight took off on Sunday, October 26th, 2025 with the flight status being Landed on 15:20.

How else can the flight WN1544 be referenced as?

This Southwest Airlines flight can also be referenced as SWA1544, WN 1544, SWA 1544.

How often is flight WN1544 delayed?

On average, 100% of all WN1544 flights are delayed. The average delay is 31 minutes.

Can I get compensation for my delayed or cancelled WN1544 flight or baggage issues?

If your WN1544 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 WN1544 Flight Tracker above for more details.

WN1544 and Chicago MDW to Boston BOS Flights

Other flights departing from Chicago MDW: WN3343, WN1313, WN1129, WN1240

Other flights arriving at Boston BOS: DL5685, AA3883, AA2700, WN2647

All flights connecting Chicago MDW to Boston BOS.

WN1544 Southwest Airlines Flight: Chicago to Boston Route Map

WN1544 Southwest Airlines Flight Map: Chicago to Boston
Flight Delay Compensation up to 600€/$: Claim for delay, cancellation, or baggage issues >
New Flights: CY1346 MW2242 D31713 WF7101 DX3564 VF193 FB6715 W63208 V31498 H48462
See Also: Flight Tracker Airports Airlines News Flights Monitor Delay Compensation
Flight-schedule data supplied by Aviation Edge Real-time Flight Schedules API.