How long is the air flight from Pennsylvania to Chicago?

From Philadelphia PA in the southeast area of Pennsylvania to Chicago the flight would be about 2 to 2.5 hours. From Pittsburgh PA located in the far southwest corner of Pennsylvania a flight from Pittsburgh to Chicago Illinois would take about 1.5 hours. This is in addition to check in, boarding, and any delays. Smaller airports in Pennsylvania use small commuter planes to go to a larger airport (such as Pittsburg) to make a connection to a major airline, which can add another hour to hour and a half to any trip.