PIT → MDWPittsburgh to Chicago

live

Direct flights from Pittsburgh (PIT) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 73% of the last 11 operated flights arrived within 15 minutes of schedule. The median arrival is 9 minutes late. No cancellations were recorded across the 11 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 20 October 2026 at 07:00 UTC.

Today, PIT → MDW

Tue 20 Oct · local times
  1. · WN1742Southwest Airlines On schedule MDW 19:20scheduled
  2. · WN2376Southwest Airlines On schedule MDW 14:20scheduled

Checked PIT board 22:18 · MDW board 02:00

PIT Pittsburgh busy · +26
MDW Chicago smooth · +3
646 km · ~1h 20m est.
dep bank 08:10–19:457x weekly
Runs mixed · 1 airline · 7x weekly · nonstop
73% on time

of the last 11 operated PIT → MDW flights arrived within 15 minutes

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

Median arrival+9 minacross the last 11 operated legs
Flight time~1h 20mestimated from route distance
Weekly departures7x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 11

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 AirlinesWN73% on time

Flights WN3519 varies daily · WN3520 13:40 Mo Th Fr Sa · WN2376 13:50 Tu We · WN4221 15:35 Su

History

operated legs · board outcomes
10-19WN3519dep +28 → arr+6
10-19WN3520dep +31 → arr+10
10-19WN3521dep +28 → arr+2
10-18WN3519dep +8 → arr−16
10-18WN3521dep +36 → arr+9
10-18WN4221dep +45 → arr+18
10-17WN3519dep +32 → arr+11
10-17WN3520dep +56 → arr+34
10-16WN3519arrived−4
10-16WN3520arrived−7
10-16WN3521arrived+123

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 +26 min busy 🌤 clear · N 0 kt Full PIT delay board →
MDWChicago +3 min smooth 🌤 clear · N 0 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at PIT and MDW: 41% 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 →

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 79/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on PIT–MDW?

Operators schedule evening departures around 18:50 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 20 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.