Southwest AirlinesWN60% on time
Flights WN4573 07:45 Tu We Sa · WN2057 07:50 Mo Th Fr · WN908 08:00 Su · WN1405 11:10 Su
live
Direct flights from Chicago (MDW) to Philadelphia (PHL): 7 nonstop departures observed each week across 1 airline. 60% of the last 5 operated flights arrived within 15 minutes of schedule. The median arrival is 6 minutes late. No cancellations were recorded across the 5 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 16 October 2026 at 11:51 UTC.
Today, MDW → PHL
Fri 16 Oct · local times- 07:50 WN2057Southwest Airlines On scheduleGate B3 PHL est. 14:39sched 14:50
- 11:45 WN3266Southwest Airlines On scheduleGate B7 PHL 18:40scheduled
- 13:30 WN2953Southwest Airlines On scheduleGate A16 PHL 20:25scheduled
- 16:40 WN2954Southwest Airlines On scheduleGate B9 PHL 23:35scheduled
- 18:55 WN4757Southwest Airlines On scheduleGate B3 ·
Checked MDW board 06:15 · PHL board 07:51
MDW
Chicago
smooth · +0
PHL
Philadelphia
smooth · +0
1,073 km · ~1h 53m est.
Runs mixed · 1 airline · 7x weekly · nonstop
60% on time
of the last 5 operated MDW → PHL flights arrived within 15 minutes
Median arrival delay is +6 min. 0 of 5 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
Median arrival+6 minacross the last 5 operated legs
Flight time~1h 53mestimated from route distance
Weekly departures7x1 direct airline on the leg
The week
scheduled departures · origin local time06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Southwest Airlines
Each 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 PHL: 85% odds of a 15+ minute delay and around +55 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
Cite this data
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Suggested citation
Pro Flight Search — Chicago (MDW) to Philadelphia (PHL) route reliability, measured from operated flights on official airport boards.
Canonical URL
How we measure this →
https://proflightsearch.com/search-flights/MDW-PHL
MDW to PHL questions
Is MDW–PHL running on time right now?
High disruption likely. Both endpoints currently score the same, route health score 20/100. 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.
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