Flights from Chicago to Pennsylvania

Flight deals from Chicago to Pennsylvania

Looking for a cheap last-minute deal or the best return flight from Chicago to Pennsylvania? If you want to travel next month, return fares start from $124. Find the lowest prices on one-way and return tickets right here.

Philadelphia.$124 per passenger.Departing Sat, 9 May, returning Mon, 11 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 9 May, arriving in Philadelphia International.Inbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 11 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $124, select.

Pittsburgh.$233 per passenger.Departing Tue, 23 Jun, returning Wed, 24 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 23 Jun, arriving in Pittsburgh International.Inbound direct flight with Southwest Airlines departs from Pittsburgh International on Wed, 24 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $233, select.

Wilkes-Barre.$384 per passenger.Departing Sat, 13 Jun, returning Sat, 12 Sep.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 13 Jun, arriving in Wilkes-Barre International.Inbound direct flight with United departs from Wilkes-Barre International on Sat, 12 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $384, select.

Erie.$404 per passenger.Departing Thu, 25 Jun, returning Tue, 30 Jun.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 25 Jun, arriving in Erie.Inbound direct flight with United departs from Erie on Tue, 30 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $404, select.

Harrisburg.$454 per passenger.Departing Sat, 5 Sep, returning Mon, 7 Sep.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 5 Sep, arriving in Harrisburg International.Inbound direct flight with United departs from Harrisburg International on Mon, 7 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $454, select.

Allentown.$455 per passenger.Departing Thu, 1 Oct, returning Sat, 3 Oct.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 1 Oct, arriving in Allentown.Inbound direct flight with United departs from Allentown on Sat, 3 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $455, select.

State College.$471 per passenger.Departing Thu, 27 Aug, returning Sun, 30 Aug.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Thu, 27 Aug, arriving in State College.Inbound indirect flight with United, departs from State College on Sun, 30 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $471, select.

Johnstown.$490 per passenger.Departing Thu, 8 Oct, returning Thu, 15 Oct.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 8 Oct, arriving in Johnstown.Inbound direct flight with United departs from Johnstown on Thu, 15 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $490, select.

Lancaster.$492 per passenger.Departing Thu, 13 Aug, returning Sun, 16 Aug.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 13 Aug, arriving in Lancaster.Inbound direct flight with United departs from Lancaster on Sun, 16 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $492, select.

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Flying from Chicago to Pennsylvania

Arm yourself with these facts on the fly.

Cheapest flight found	$124
Cheapest month to fly	May
Average flight time	1 hr, 49 mins
Cheapest airport to fly from	Chicago O'Hare International
Most popular airline	American Airlines

How to find cheap flights from Chicago to Pennsylvania

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago to Pennsylvania. Other savvy travellers recently found return flights from $124 and one-way tickets from $51 one-way. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Chicago O'Hare International into Philadelphia International

At the moment, the lowest priced flight tickets to Pennsylvania are from Chicago O'Hare International Airport to Philadelphia International Airport.

Fly in May

We crunched the flight calendar and found the cheapest time to fly from Chicago to Pennsylvania is currently May.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Chicago to anywhere you choose in Pennsylvania.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Chicago to Pennsylvania go up or down so you can book when the time is just right.

Relax – these are fee-free flight tickets

With us, there are no added fees – the Pennsylvania to Pennsylvania flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

What's the average Chicago to Pennsylvania flight price?

We looked at all of the upcoming return flights from Chicago to Pennsylvania we could find over the next 12 months. It looks like $124 is the best price. This is good, compared to the average Pennsylvania ticket price of $390.

What is the cheapest month to fly from Chicago to Pennsylvania?

The cheapest month to fly from Chicago to State College Airport is usually August. The cheapest month to fly from Chicago to Pittsburgh International Airport is usually June. The cheapest month to fly from Chicago to Wilkes-Barre International Airport is usually June. And the cheapest month to fly from Chicago to Allentown Airport is usually October.

Which upcoming date is cheapest to fly from Chicago to Pennsylvania on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Pennsylvania on Saturday, 9 May 2026.

Are there any direct flights from Chicago to Pennsylvania?

Chicago O'Hare International Airport and Chicago Midway Airport all offer direct flights to Pennsylvania.

If I'm flying from Chicago, where in Pennsylvania is cheapest to fly into?

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.