Direct flights from Pittsburgh to Chicago

  • ~3 flights a day
  • Southwest Airlines

🔔 Track this route

We check PIT → MDW every day and email you the cheapest nonstop fares we find.

Free · one-click unsubscribe

When the nonstops leave

Typical weekly schedule · 20 flights per week (~3 per day) · Updated 80d ago

Morning before noon 6 a week

Arrive the same day

8:45 AM5 days a week 8:55 AMSat
Afternoon noon – 6 PM 7 a week

Arrive the same day

12:50 PMTue, Wed 3:50 PM4 days a week 4:30 PMSat
Evening after 6 PM 7 a week

Arrive the same day

7:05 PMSat 7:50 PMSun 8:15 PM5 days a week
Southwest Airlines

More nonstops from Pittsburgh

PIT → MCO Orlando 3 airlines PIT → BOS Boston 2 airlines PIT → PHL Philadelphia PIT → HOU Houston PIT → LAS Las Vegas PIT → STL St Louis PIT → BDL Hartford MDW → PIT The return trip PIT All nonstops from Pittsburgh MDW All nonstops from Chicago

Frequently asked questions

Is there a direct flight from Pittsburgh to Chicago?

Yes. Southwest Airlines flies nonstop from Pittsburgh (PIT) to Chicago (MDW), several times daily. The flight takes about 1h 20m and covers 401 miles (646 km). Schedule data from 30 July 2026.

Which airlines fly direct from Pittsburgh to Chicago?

Southwest Airlines operates nonstop flights from Pittsburgh to Chicago.

How long is the flight from Pittsburgh to Chicago?

The nonstop flight from Pittsburgh to Chicago takes ~1h 20m (approximately 646 km).

How often do direct flights operate from Pittsburgh to Chicago?

Nonstop flights from Pittsburgh to Chicago operate several times daily — 20 flights per week (~3 per day).

What days of the week are there direct flights from Pittsburgh to Chicago?

Direct flights from Pittsburgh to Chicago operate every day of the week.