PIT → MDWPittsburgh to Chicago

live

Direct flights from Pittsburgh (PIT) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 56% of the last 9 operated flights arrived within 15 minutes of schedule. The median arrival is 11 minutes late. No cancellations were recorded across the 9 tracked flights. The nonstop covers 646 km, an estimated 1 hour 20 minutes in the air. Measured by Pro Flight Search from live flight boards at Pittsburgh and Chicago. Updated 13 September 2026 at 21:38 UTC.

PIT Pittsburgh heavy · +30
MDW Chicago smooth · +3
646 km · ~1h 20m est.
dep bank 08:40–19:307x weekly
Runs rough · 1 airline · 7x weekly · nonstop
56% on time

of the last 9 operated PIT → MDW flights arrived within 15 minutes

Median arrival delay is +11 min. 0 of 9 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival+11 minacross the last 9 operated legs
Flight time~1h 20mestimated 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 AirlinesWN56% on time

Flights WN2385 varies daily · WN4810 varies Tu We Su · WN3361 11:45 Su · WN2278 14:45 Mo Th Fr

History

operated legs · board outcomes
09-13WN3361dep +13 → arr−4
09-13WN4810dep +10 → arr−4
09-12WN2385dep +11 → arr+4
09-12WN4179dep +62 → arr+43
09-11WN1271dep +28 → arr+11
09-11WN2278dep +12 → arr−2
09-11WN2385dep +30 → arr+26
09-10WN1271arrived+28
09-10WN2278arrived+29

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
PITPittsburgh +30 min heavy Full PIT delay board →
MDWChicago +3 min smooth Full MDW delay board →

Weather lens

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

How the Pittsburgh to Chicago route actually runs

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

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

PIT to MDW questions

Is PIT–MDW running on time right now?

Mostly on schedule. The departure side at PIT is the weaker end, route health score 76/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on PIT–MDW?

Operators schedule morning departures around 11:45 and evening departures around 19:30 from PIT. 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 PIT to MDW?

Great-circle distance is 646 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 76–85 min gate-to-gate on this route.

How often does PIT–MDW fly?

Southwest Airlines runs the route with about 21 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.