$35 Find Cheap Flights from Chicago to Pennsylvania

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Pennsylvania departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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KAYAK searches hundreds of travel sites at once for deals on flights to Pennsylvania

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Pennsylvania, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Pennsylvania, as well as popular online travel agencies
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Best Pennsylvania Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Philadelphia
Philadelphianonstop$110
Pittsburgh
Pittsburgh1 stop$185
Harrisburg
Harrisburgnonstop$209
Allentown
Allentownnonstop$209
State College
State College1 stop$229
New York
Newarknonstop$75
Philadelphia
Philadelphianonstop$110
Pittsburgh
Pittsburgh1 stop$185
Harrisburg
Harrisburgnonstop$209
Allentown
Allentownnonstop$209
State College
State College1 stop$229
New York
Newarknonstop$75

Cheap Flights from Chicago to Pennsylvania

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Pennsylvania that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Pennsylvania

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Pennsylvania.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
9:08 pm - 12:29 amORD-EWR
2h 21mnonstop
Spirit Airlines Logo
5:55 am - 7:27 amEWR-ORD
2h 32mnonstop
$75Spirit Airlines
Find Deal
Wed, May 14 - Wed, May 21
Spirit Airlines Logo
9:08 pm - 12:29 amORD-EWR
2h 21mnonstop
Spirit Airlines Logo
5:00 am - 6:32 amEWR-ORD
2h 32mnonstop
$76Spirit Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
Frontier Logo
8:24 am - 11:44 amORD-PHL
2h 20mnonstop
Frontier Logo
5:45 am - 7:15 amPHL-ORD
2h 30mnonstop
$110Frontier
Find Deal
Thu, Jul 31 - Sun, Aug 3
Frontier Logo
8:17 pm - 11:44 pmORD-PHL
2h 27mnonstop
Frontier Logo
5:45 am - 7:17 amPHL-ORD
2h 32mnonstop
$112Frontier
Find Deal
Fri, Jun 13 - Sun, Jun 15
United Airlines Logo
6:00 am - 9:11 amORD-LGA
2h 11mnonstop
United Airlines Logo
2:25 pm - 4:06 pmLGA-ORD
2h 41mnonstop
$137United Airlines
Find Deal
Wed, May 14 - Wed, May 21
Southwest Logo
8:20 pm - 11:25 pmMDW-LGA
2h 05mnonstop
Southwest Logo
6:10 am - 7:30 amLGA-MDW
2h 20mnonstop
$137Southwest
Find Deal
Wed, May 14 - Wed, May 28
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
$138American Airlines
Find Deal
Wed, May 14 - Wed, May 21
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
$147American Airlines
Find Deal
Tue, May 13 - Sun, May 25
Southwest Logo
5:50 pm - 9:00 pmMDW-LGA
2h 10mnonstop
Southwest Logo
6:10 am - 7:30 amLGA-MDW
2h 20mnonstop
$157Southwest
Find Deal
Wed, May 28 - Wed, Jun 4
United Airlines Logo
6:00 am - 9:11 amORD-LGA
2h 11mnonstop
United Airlines Logo
9:35 pm - 11:16 pmLGA-ORD
2h 41mnonstop
$158United Airlines
Find Deal
Sun, May 11 - Wed, May 14
Useful Info

KAYAK's insights & trends for Chicago to Pennsylvania flights

Get data-powered insights and trends into flights from Chicago to Pennsylvania to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Pennsylvania flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Pennsylvania.

The cheapest ticket to Pennsylvania from Chicago found in the last 72 hours was to Pittsburgh, at $97 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Philadelphia (PHL), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $155.

Can I save money by flying with a layover from Chicago to Pennsylvania?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $503, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Pennsylvania, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Pennsylvania is August, when tickets cost $117 (return) on average. On the other hand, the most expensive months are March and February, when the average cost of round-trip tickets is $355 and $337 respectively.

What’s the cheapest day of the week to fly from Chicago to Pennsylvania?

The average price of all round-trip flights from Chicago to Pennsylvania clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Pennsylvania on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago to Pennsylvania. For your return ticket, we recommend flying on a Friday and avoiding Sundays for the best deals.

How far in advance should I book a flight from Chicago to Pennsylvania?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Pennsylvania, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Pennsylvania, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.


Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$35
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Chicago O'Hare Airport to Newark Liberty Airport

FAQs - booking Pennsylvania flights

  • How does KAYAK find such low prices on flights from Chicago to Pennsylvania?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Pennsylvania.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Pennsylvania?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Pennsylvania is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Pennsylvania?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Pennsylvania with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Pennsylvania?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Pennsylvania up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Pennsylvania?

    The cheapest time of day to fly to Pennsylvania is generally at night, when round-trip flights cost $233 on average. Morning departures are around 54% cheaper than evening flights, on average. The most expensive time of day to fly to Pennsylvania is generally in the evening, which is peak travel time and where the average cost of a ticket is $537.

Top 5 airlines serving from Chicago to Pennsylvania

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Pennsylvania. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Pennsylvania? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4294 reviews
8.0Comfort
7.1Food
8.6Crew
7.6Entertainment
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

Very dissatisfied with spirit airlines after buying my ticket's they cancelled our flights with no reasoning.

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

WiFi could have been a little more consistent - otherwise a phenomenal and positive experience. The 1000 mile giveaway was awesome!!!

Loved staff help @ kiosk, staff on airplane. Commitment to punctuality. I sat in a "blocked" row, where the middle seat had no passenger & loved it! I appreciate not having to pay for water, which I've experienced even on international flights. Only negative was how dirty the bathroom was for a 4.5 hrs flight. But I don't think flight attendants monitor this.

Your employees need to learn how to talk to people as creations of Yah. We are not their children nor are we lower than them.

Absolutely Terrible. It was delay after delay after delay. I should have been arriving in Philadelphia at 12:05am from Fort Lauderdale instead I didn’t depart from Fort Lauderdale until 12:33am with no rhyme or reason as to why the flight was delayed. The only compensation we received were 12 dollar meal vouchers which by that time we were already boarding the plane and most of the place in the airport were closed so none of the vouchers got used because we were told that we could not use them on the plane .

My other half doesn't have his luggage and I made a mistake by getting 3 check in bags instead of 2 and I'm going through changes to get credit for the one I didn't use. There giving me the run around!

Helpful attendants at check-in is very good. The $70 charge for a checked bags I didn't care for.and the constant charges for picking a seat and faster check-in are too much. Please cut the prices by at least 50% would be fantastic!

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Everything you need to know for your flight from Chicago to Pennsylvania

Cabin class types available on flights to Pennsylvania

Cabin classes available on flights to Pennsylvania. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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