$71 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 10/3. 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.
1 adult
1 adult, Economy

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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Cheap Flights from Chicago to Pennsylvania

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Philadelphia
Philadelphianonstop$123
Pittsburgh
Pittsburghnonstop$101
Harrisburg
Harrisburg1 stop$165
Allentown
Allentown1 stop$194
State College
State Collegenonstop$209
Washington, D.C.
Baltimorenonstop$94
New York
New Yorknonstop$109
Philadelphia
Philadelphianonstop$123
Pittsburgh
Pittsburghnonstop$101
Harrisburg
Harrisburg1 stop$165
Allentown
Allentown1 stop$194
State College
State Collegenonstop$209
Washington, D.C.
Baltimorenonstop$94
New York
New Yorknonstop$109

Book Cheap Chicago to Pennsylvania Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Pennsylvania

Sat, Sep 27 - Mon, Sep 29
Spirit Airlines Logo
4:35 pm - 7:41 pmORD-LGA
2h 06mnonstop
Spirit Airlines Logo
7:59 pm - 9:18 amLGA-ORD
14h 19m1 stop
$109Spirit Airlines
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Wed, Oct 15 - Mon, Oct 20
Spirit Airlines Logo
6:58 pm - 9:00 amORD-LGA
13h 02m1 stop
Spirit Airlines Logo
3:29 pm - 5:13 pmLGA-ORD
2h 44mnonstop
$110Spirit Airlines
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Sat, Oct 25 - Mon, Oct 27
Frontier Logo
6:40 am - 10:03 amORD-JFK
2h 23mnonstop
Frontier Logo
11:00 am - 12:45 pmJFK-ORD
2h 45mnonstop
$113Frontier
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Wed, Oct 15 - Mon, Oct 20
Frontier Logo
6:40 am - 10:03 amORD-JFK
2h 23mnonstop
Frontier Logo
11:00 am - 12:45 pmJFK-ORD
2h 45mnonstop
$114Frontier
Find Deal
Tue, Nov 11 - Wed, Nov 12
Southwest Logo
7:15 pm - 10:20 pmMDW-LGA
2h 05mnonstop
Southwest Logo
6:00 am - 7:30 amLGA-MDW
2h 30mnonstop
$119Southwest
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Wed, Dec 10 - Wed, Dec 17
United Airlines Logo
4:00 pm - 7:07 pmORD-LGA
2h 07mnonstop
United Airlines Logo
7:15 am - 8:57 amLGA-ORD
2h 42mnonstop
$127United Airlines
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Wed, Nov 5 - Sat, Nov 8
Southwest Logo
8:25 am - 11:30 amMDW-LGA
2h 05mnonstop
Southwest Logo
2:15 pm - 3:45 pmLGA-MDW
2h 30mnonstop
$128Southwest
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Sat, Nov 1 - Tue, Nov 4
United Airlines Logo
6:30 pm - 9:46 pmORD-LGA
2h 16mnonstop
United Airlines Logo
6:15 pm - 7:57 pmLGA-ORD
2h 42mnonstop
$133United Airlines
Find Deal
Tue, Sep 30 - Sat, Oct 4
American Airlines Logo
3:33 pm - 6:27 pmORD-DCA
1h 54mnonstop
American Airlines Logo
2:35 pm - 3:50 pmDCA-ORD
2h 15mnonstop
$148American Airlines
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Fri, Oct 24 - Sun, Oct 26
American Airlines Logo
5:00 am - 8:02 amORD-PHL
2h 02mnonstop
American Airlines Logo
6:00 am - 7:25 amPHL-ORD
2h 25mnonstop
$149American Airlines
Find Deal
Booking Insights

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.

How much is a round-trip flight from Chicago to Pennsylvania?

What is the cheapest Chicago to Pennsylvania flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Pennsylvania from Chicago found in the last 72 hours was to Pittsburgh, at $67 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 $106.

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 $322, 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 September, when tickets cost $151 (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 3 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$71
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 18% increase in price.
Flight from Chicago O'Hare Airport to Philadelphia

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 $240 on average. Morning departures are around 47% 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 $551.

Reviews of the 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 4248 reviews
8.0Comfort
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

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.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

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.

No Tumberlence smooth flight. Try to change the menu on Snacks.

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

We paid for upgrade seats (3A & 3B) the seats on front and the seats behind us got complimentary water & soda, but we got charged, had to pay for everything. Does not make any sense ?

The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.

Spirit charges you to breathe in their presence. They have you pick and buy your seat in advance and then I got bumped from the seat I paid for because THEY overbooked the flight by a dozen people. they do not provide any entertainment, they do not provide even a small cup of water - you have to pay for everything. I will never fly Spirit again.

why's KAYAK involved? why'd Spirit charge me $19.72 on Apr 28 and $4.49 on May 1 ? And ironically my credit card had to be cancelled after trip due to a bogus charge, wonder if using it on the plane enabled a scammer to get it.

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.

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

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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