WN 557 Boston to Chicago Flight Status

Southwest Airlines Flight WN557 from Boston Logan International Airport BOS to Chicago Midway International Airport MDW is not scheduled for today June 4th, 2026.
The last time the flight was scheduled was on October 29th, 2025.
Check the table below for WN557's most recent flight history:

WN 557 Flight Status & Schedule

Date Departure Arrival Status
Oct 29 14:28 15:31
Landed
Track >
Oct 28 14:29 15:30
Landed
Track >
Oct 22 14:10 15:18
Landed
Track >
Oct 21 14:15 15:31
Landed
Track >
Oct 15 14:08 15:28
Landed
Track >

Southwest Airlines WN 557 Boston to Chicago Flight Information

Southwest Airlines Flight WN557 connects Boston, United States to Chicago, United States, taking off from Boston Logan International Airport BOS and landing at Chicago Midway International Airport MDW.

How long is the WN557 flight from Boston to Chicago?

The average flight time from Boston to Chicago is 2 hours and 11 minutes. The flight distance is 1381 km / 858 miles and the average flight speed is 617 km/h / 383 mph.

What is the On-Time Performance (OTP) of Southwest Airlines Flight WN557 Boston to Chicago?

The Airportia On-Time Performance Rating for Southwest Airlines Flight WN557 is 4.9/5 stars. This metric is calculated using data from the past 10 flights.

Which terminal is the flight WN557 arriving at?

Flight WN557 arrives at Chicago Midway International Airport (MDW) Terminal 1.

When was the latest WN557 flight?

The latest flight took off on Wednesday, October 29th, 2025 with the flight status being Landed on 15:31.

How else can the flight WN557 be referenced as?

This Southwest Airlines flight can also be referenced as SWA557, WN0557, WN 557, SWA 557.

How often is flight WN557 delayed?

On average, 50% of all WN557 flights are delayed. The average delay is 6 minutes.

Can I get compensation for my delayed or cancelled WN557 flight or baggage issues?

If your WN557 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 WN557 Flight Tracker above for more details.

WN557 and Boston BOS to Chicago MDW Flights

Other flights departing from Boston BOS: AA4733, WN1489, AA4769, WN3908

Other flights arriving at Chicago MDW: WN2655, WN2768, WN2100, WN3565

All flights connecting Boston BOS to Chicago MDW.

WN557 Southwest Airlines Flight: Boston to Chicago Route Map

WN557 Southwest Airlines Flight Map: Boston 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.