Flights from Chicago to Pennsylvania

Flight deals from Chicago to Pennsylvania

Looking for cheap flights from Chicago to Pennsylvania, or a last-minute trip? Find the lowest prices on one-way and round-trip flights right here.

Flying from Chicago to Pennsylvania

Arm yourself with these facts on the fly.
Cheapest flight found$57, Philadelphia
Cheapest month to flyJune
Average flight time1 hr, 47 mins
Cheapest airport to fly fromChicago Midway
Most popular airlineUnited

Frequently asked questions

We looked at all of the upcoming round-trip flights from Chicago to Pennsylvania we could find over the next 12 months. It looks like $57 is the best price. This is good, compared to the average Pennsylvania ticket price of $309.
The cheapest month to fly from Chicago to Harrisburg International Airport is usually June. The cheapest month to fly from Chicago to Allentown Airport is usually August. The cheapest month to fly from Chicago to Philadelphia International Airport is usually June. And the cheapest month to fly from Chicago to Wilkes-Barre International Airport is usually July.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Pennsylvania on Saturday, June 1, 2024.
Chicago Midway Airport and Chicago O'Hare International Airport both offer direct flights to Pennsylvania.
If you're flying from Chicago, the cheapest city in Pennsylvania to fly into is Philadelphia. The cheapest airport serving Philadelphia at the moment is Philadelphia International.
The average flight time between Chicago and Pennsylvania is 1 hour and 46 minutes.
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