Flights from Chicago to Pennsylvania

Flight deals from Chicago to Pennsylvania

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

Pittsburgh.₹ 7,880 per passenger.Departing Tue, 16 Sep, returning Wed, 17 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 16 Sep, arriving in Pittsburgh International.Inbound direct flight with Southwest Airlines departs from Pittsburgh International on Wed, 17 Sep, arriving in Chicago Midway.Price includes taxes and charges.From ₹ 7,880, select.

Philadelphia.₹ 10,420 per passenger.Departing Fri, 4 Jul, returning Mon, 7 Jul.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 4 Jul, arriving in Philadelphia International.Inbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 7 Jul, arriving in Chicago Midway.Price includes taxes and charges.From ₹ 10,420, select.

Harrisburg.₹ 18,102 per passenger.Departing Fri, 12 Sep, returning Sun, 14 Sep.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 12 Sep, arriving in Harrisburg International.Inbound direct flight with United departs from Harrisburg International on Sun, 14 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 18,102, select.

Allentown.₹ 20,264 per passenger.Departing Wed, 17 Dec, returning Wed, 24 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 17 Dec, arriving in Allentown.Inbound indirect flight with Delta, departs from Allentown on Wed, 24 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 20,264, select.

Johnstown.₹ 21,700 per passenger.Departing Wed, 30 Jul, returning Wed, 6 Aug.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 30 Jul, arriving in Johnstown.Inbound direct flight with United departs from Johnstown on Wed, 6 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 21,700, select.

State College.₹ 22,002 per passenger.Departing Fri, 11 Jul, returning Mon, 14 Jul.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 11 Jul, arriving in State College.Inbound direct flight with United departs from State College on Mon, 14 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 22,002, select.

Wilkes-Barre.₹ 25,998 per passenger.Departing Wed, 17 Dec, returning Wed, 24 Dec.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Wed, 17 Dec, arriving in Wilkes-Barre International.Inbound indirect flight with United, departs from Wilkes-Barre International on Wed, 24 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 25,998, select.

Flying from Chicago to Pennsylvania

Arm yourself with these facts on the fly.

Cheapest flight found	₹ 7,880, Pittsburgh
Cheapest month to fly	September
Average flight time	1 hr, 49 mins
Cheapest airport to fly from	Chicago Midway
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 ₹ 7,880 and one-way tickets from ₹ 3,943 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 Pittsburgh

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

Fly in August

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

Fly on a Saturday

From our data, we can see that Saturday seems to be the cheapest time to fly from Chicago to Pennsylvania.

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 Chicago 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 ₹ 7,880 is the best price. This is good, compared to the average Pennsylvania ticket price of ₹ 26,698.

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

The cheapest month to fly from Chicago to Pittsburgh International Airport is usually September. The cheapest month to fly from Chicago to Harrisburg International Airport is usually September. The cheapest month to fly from Chicago to Philadelphia International Airport is usually July. And the cheapest month to fly from Chicago to State College Airport is usually July.

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 Tuesday, 16 September 2025.

Are there any direct flights from Chicago to Pennsylvania?

Chicago Midway Airport and Chicago O'Hare International 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 Pittsburgh. The cheapest airport serving Pittsburgh at the moment is Pittsburgh International.