PHL → MDWPhiladelphia to Chicago

live

Direct flights from Philadelphia (PHL) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 67% of the last 6 operated flights arrived within 15 minutes of schedule. The median arrival is 9 minutes late. No cancellations were recorded across the 6 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 Philadelphia and Chicago. Updated 20 October 2026 at 10:27 UTC.

Today, PHL → MDW

Tue 20 Oct · local times
  1. 11:45 WN4580Southwest Airlines On scheduleGate E12 · TE MDW 08:50scheduled
  2. 15:25 WN2177Southwest Airlines On scheduleGate E16 · TE MDW 12:30scheduled
  3. 17:20 WN3340Southwest Airlines On scheduleGate E16 · TE MDW 14:25scheduled
  4. 21:30 WN1940Southwest Airlines Sched 21:30Departure not confirmed by the board MDW 18:35scheduled

Checked PHL board 06:27 · MDW board 04:56

PHL Philadelphia smooth · +0
MDW Chicago smooth · +3
1,073 km · ~1h 53m est.
dep bank 10:45–23:407x weekly
Runs mixed · 1 airline · 7x weekly · nonstop
67% on time

of the last 6 operated PHL → MDW flights arrived within 15 minutes

Median arrival delay is +9 min. 0 of 6 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival+9 minacross the last 6 operated legs
Flight time~1h 53mestimated from route distance
Weekly departures7x1 direct airline on the leg

The week

scheduled departures · origin local time
06121824
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 days
Southwest AirlinesWN80% on time

Flights WN1426 10:45 Su · WN1587 10:55 Mo Th Fr · WN4580 11:45 Tu We Sa · WN2414 14:15 Sa

History

operated legs · board outcomes
10-19UWD24dep +17 → arr+60
10-19WN1587dep +12 → arr+18
10-19WN3003dep −1 → arr−5
10-19WN3363dep +20 → arr+9
10-19WN3433dep +5 → arr+3
10-19WN4440arrived+3

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
PHLPhiladelphia +0 min smooth 🌤 clear · N 8 kt Full PHL delay board →
MDWChicago +3 min smooth 🌤 few clouds · NE 3 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at PHL and MDW: 42% odds of a 15+ minute delay and around +11 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the Philadelphia to Chicago route actually runs

Pro Flight Search records official board updates for nonstop PHL to MDW 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 — Philadelphia (PHL) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/PHL-MDW
How we measure this →

PHL to MDW questions

Is PHL–MDW running on time right now?

Smooth skies ahead. The arrival side at MDW is the weaker end, route health score 96/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on PHL–MDW?

Operators schedule morning departures around 10:45 and evening departures around 17:20 from PHL. Earlier flights typically land before destination-airport delays accumulate later in the day; check the MDW delay card to confirm conditions when you'd arrive.

How long is the flight from PHL to MDW?

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 PHL–MDW fly?

Southwest Airlines runs the route with about 31 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.