PIT → MDWPittsburgh to Chicago

live

Direct flights from Pittsburgh (PIT) to Chicago (MDW): 19 nonstop departures observed each week across 1 airline. 65% of the last 23 tracked flights arrived within 15 minutes of schedule. The median arrival is 7 minutes early. 3 of the 23 tracked flights were cancelled. 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 15 November 2026 at 13:46 UTC.

Today, PIT → MDW

Sun 15 Nov · local times
  1. 08:45 WN2313Southwest Airlines On schedule MDW 09:15scheduled
  2. · WN3316Southwest Airlines On schedule MDW 16:35scheduled
  3. · WN3556Southwest Airlines On schedule MDW 20:30scheduled

Checked PIT board 06:18 · MDW board 07:46

PIT Pittsburgh busy · +17
MDW Chicago smooth · +0
646 km · ~1h 20m est.
dep bank 08:45–19:5519x weekly
Runs mixed · 1 airline · 19x weekly · nonstop
65% on time

of the last 23 tracked PIT → MDW flights arrived within 15 minutes

Median arrival delay is −7 min. 3 of 23 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−7 minacross the last 20 arrivals
Flight time~1h 20mestimated from route distance
Weekly departures19x1 direct airline on the leg
Cancelled13.0%recent route rate · 3 of 23

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 AirlinesWN67% on time

Flights WN2313 08:45 daily · WN3316 16:00 Mo Tu We Th Fr Su · WN3556 19:55 Mo Tu We Th Fr Su

History

operated legs · board outcomes
11-14WN2313cancelledCNX
11-14WN8507arrived+59
11-14WN924cancelledCNX
11-13LXJ382dep +44 → arr+28
11-13WN2313dep +17 → arr−10
11-13WN3316dep +338 → arr+387
11-13WN3556cancelledCNX
11-12WN2313dep +10 → arr−7
11-12WN3316dep +17 → arr−14
11-12WN3556dep +20 → arr−8
11-11WN2313dep +34 → arr+10
11-11WN3316dep +16 → arr−11
11-11WN3556dep +16 → arr+0
11-10WN2313arrived−13
11-10WN3316dep +47 → arr+22
11-10WN3556dep +9 → arr−13
11-091I920dep +0 → arr−16
11-09WN2313dep +5 → arr−21
11-09WN3316dep +11 → arr−18
11-09WN3556dep +16 → arr−4
11-08WN2313dep +7 → arr+1
11-08WN3316dep +10 → arr−15
11-08WN3556dep +32 → arr+16

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 +17 min busy 🌫 overcast · W 7 kt Full PIT delay board →
MDWChicago +0 min smooth 🌤 few clouds · N 0 kt Full MDW delay board →

Weather lens

Conditions are tightest at PIT and MDW: a 40% chance of a 15+ minute delay. In this weather, the more delayed of the two airports is typically about +15 min. Both figures come from the two airports' delay records in similar weather. 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 08:45 and evening departures around 19:55 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 19 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.