Flights WN4573 07:45 Tu We Sa · WN2057 07:50 Mo Th Fr · WN908 08:00 Su · WN1405 11:10 Su
Direct flights from Chicago (MDW) to Philadelphia (PHL): 7 nonstop departures observed each week across 1 airline. 80% of the last 10 operated flights arrived within 15 minutes of schedule. The median arrival is on schedule. No cancellations were recorded across the 10 tracked flights. The nonstop covers 1,073 km, an estimated 1 hour 53 minutes in the air. Measured by Pro Flight Search from live flight boards at Chicago and Philadelphia. Updated 27 October 2026 at 02:02 UTC.
Today, MDW → PHL
Mon 26 Oct · local times- 07:50 WN2057Southwest Airlines Left 07:47 Landed 14:41 −9
- 11:45 WN3266Southwest Airlines Left 11:41 Landed 18:39 −1
- 13:30 WN2953Southwest Airlines Left 13:29 Landed 20:11 −14
- 16:40 WN2954Southwest Airlines Left 17:22 +42 Landed 00:04 +29
- 18:55 WN4757Southwest Airlines Left 18:50 ·
Checked MDW board 20:53 · PHL board 22:02
of the last 10 operated MDW → PHL flights arrived within 15 minutes
Median arrival delay is +1 min. 0 of 10 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
The week
scheduled departures · origin local timeEach mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.
Who flies it
observed on the boards · 7 daysHistory
operated legs · board outcomesActual board outcomes rather than schedules, paired departure and arrival per flight and day.
Full board history, day by day →
Airports right now
live boardsWeather lens
Current conditions put the pressure at MDW and PHL: 40% odds of a 15+ minute delay and around +9 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →
next sweep in 120s
How the Chicago to Philadelphia route actually runs
Pro Flight Search records official board updates for nonstop MDW to PHL flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.
Planning around a delay? Live airport delays · Weather delay risk map · 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 — Chicago (MDW) to Philadelphia (PHL) route reliability, measured from operated flights on official airport boards.
https://proflightsearch.com/search-flights/MDW-PHL
MDW to PHL questions
Is MDW–PHL running on time right now?
Smooth skies ahead. The departure side at MDW is the weaker end, route health score 92/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on MDW–PHL?
Operators schedule morning departures around 07:45 and evening departures around 18:55 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the PHL delay card to confirm conditions when you'd arrive.
How long is the flight from MDW to PHL?
Great-circle distance is 1,073 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 106–122 min gate-to-gate on this route.
How often does MDW–PHL fly?
Southwest Airlines runs the route with about 29 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.