WN744 BostonBOS · 07:30 ChicagoMDW · 09:05
WN744 by Southwest Airlines flies from Boston (BOS) to Chicago (MDW) for the Wed, Sep 9 departure.
arrived at MDW · 8 min early
Where the minutes go
last 6 operations · gate push → arrivalThe bar is how late it left the gate; the ring is where it actually arrived. Board clocks, not estimates.
The last 30 days
arrival outcome per operationmedian arrival −8 min · 0 cancelled · 6 operations tracked
The route today
live boardsWeather lens
Delay & cancellation outlook for this flight
Measured, 90-day sampleConditions at BOS and MDW are near their clear-air norm right now, so this reflects the route's recent baseline rather than a weather penalty. For this route and airline, under conditions like today's, over the last 90 days.
Pro Flight Search tracking, 90 days · the weather × delay correlation study → · live weather risk by airport →
When it flies
scheduled departuresEach mark is a scheduled departure at its origin-local time. Today is highlighted.
Other Boston to Chicago flights today
same route · Southwest AirlinesIf WN744 is cancelled, these are the other Southwest Airlines nonstop flights from Boston to Chicago on the same day, with scheduled departure times in BOS local time. Most flights posting a delay still operate — rebooking usually only beats a very large posted delay. Every airline on this route →
How WN744 actually runs
Pro Flight Search has tracked every published board update for WN744 across the BOS and MDW boards: schedule changes, gate pushes and actual clocks. Usually lands ~8 min early. Based on 6 confirmed landings · 5/6 within 15 min of schedule.
The verdict above is that record speaking, so it reflects how WN744 operates rather than what the timetable promises. Numbers refresh as new flights operate.
How this operation is measured
Board log
scheduled → actual, per operationBoard clocks recorded as BOS and MDW published them.
Planning around WN744? Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Pro Flight Search — WN744 Boston to Chicago on-time performance, measured from the BOS and MDW airport boards.
https://proflightsearch.com/flight/WN744
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