HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$71+ Cheap flights from Pennsylvania to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — CHI
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Pennsylvania to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Pennsylvania to Chicago

Keep the following information in mind while searching for Pennsylvania to Chicago flight deals. Data was last updated August 14, 2025.

Round-trip from

$132
(Frontier)

One-way from

$71
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$194

Good round-trip deal

$169 or less

Good one-way deal

$104 or less
From Pennsylvania to Chicago (CHI)
Search Deals
One-way flight from Pennsylvania to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals
Price to beat on a round-trip flight from Pennsylvania to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Pennsylvania to Chicago (CHI).
Search Deals

Find flight deals from Pennsylvania to Chicago

Cheapest flights from Pennsylvania to Chicago
Explore the most affordable flight options available from Pennsylvania to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/247:00 amPHL - ORD
1 stop10h 57mFrontier
Sun 9/76:10 amORD - PHL
Nonstop2h 15mFrontier
Deal found 8/14$132
This Gotogate deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1110:21 amPHL - ORD
Nonstop2h 37mFrontier
Sun 9/146:10 amORD - PHL
Nonstop2h 15mFrontier
Deal found 8/13$133
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/236:25 pmPHL - ORD
1 stop6h 08mFrontier
Fri 9/56:10 amORD - PHL
Nonstop2h 15mFrontier
Deal found 8/14$134
This Frontier deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/174:10 pmPHL - ORD
Nonstop2h 30mFrontier
Sun 10/1911:51 amORD - PHL
Nonstop2h 09mFrontier
Deal found 8/12$135
This CheapOair deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/112:02 pmPHL - ORD
1 stop26h 10mFrontier
Sun 10/56:10 amORD - PHL
Nonstop2h 15mFrontier
Deal found 8/14$136
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2410:47 amPHL - ORD
Nonstop2h 33mFrontier
Sat 9/138:00 amORD - PHL
1 stop12h 11mFrontier
Deal found 8/14$137
This Cheapflightsfares deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1210:21 amPHL - ORD
Nonstop2h 37mFrontier
Sun 9/146:10 amORD - PHL
Nonstop2h 15mFrontier
Deal found 8/14$138
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/221:27 pmPHL - ORD
1 stop11h 27mFrontier
Thu 9/116:10 amORD - PHL
Nonstop2h 15mFrontier
Deal found 8/14$139
This FlightHub deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/266:00 pmPHL - ORD
1 stop20h 33mFrontier
Fri 9/56:10 amORD - PHL
Nonstop2h 15mFrontier
Deal found 8/14$141
This CheapOair deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/612:01 pmPHL - ORD
1 stop5h 50mFrontier
Sat 10/112:45 pmORD - PHL
Nonstop2h 15mFrontier
Deal found 8/13$142
This Mytrip deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/39:30 amIAD - ORD
1 stop6h 04mFrontier
Fri 9/55:10 amORD - IAD
1 stop6h 45mFrontier
Deal found 8/14$143
This Mytrip deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/39:30 amIAD - MDW
1 stop5h 31mFrontier
Thu 9/44:56 pmMDW - IAD
1 stop6h 19mFrontier
Deal found 8/14$143

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pennsylvania to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Pennsylvania to Chicago that are best for you.

Fly from

Pennsylvania

Fly to

Chicago

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sun 8/24

7:00 am-4:57 pm

1 stop10h 57m

Chicago O'Hare Intl

Thu 8/28

6:35 am-9:52 am

Nonstop2h 17m

$132

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sun 9/14

10:21 am-11:58 am

Nonstop2h 37m

Chicago O'Hare Intl

Fri 9/26

6:10 am-9:25 am

Nonstop2h 15m

$132

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Thu 10/30

10:21 am-11:52 am

Nonstop2h 31m

Chicago O'Hare Intl

Sun 11/2

5:20 am-8:26 am

Nonstop2h 06m

$132

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 10/31

6:00 am-7:26 am

Nonstop2h 26m

Chicago O'Hare Intl

Sun 11/2

5:01 am-8:13 am

Nonstop2h 12m

$132

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 10/24

4:10 pm-5:40 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 10/27

11:51 am-3:00 pm

Nonstop2h 09m

$132

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sun 9/14

10:21 am-11:58 am

Nonstop2h 37m

Chicago O'Hare Intl

Sun 9/21

6:10 am-9:25 am

Nonstop2h 15m

$132

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 10/17

4:10 pm-5:40 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 10/20

11:51 am-3:00 pm

Nonstop2h 09m

$132

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 9/5

3:13 pm-4:51 pm

Nonstop2h 38m

Chicago O'Hare Intl

Fri 9/12

11:13 am-2:18 pm

Nonstop2h 05m

$148

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 8/31

9:59 am-4:10 pm

1 stop7h 11m

Chicago O'Hare Intl

Wed 9/17

11:13 am-2:18 pm

Nonstop2h 05m

$148

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 10/18

3:12 pm-4:50 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sun 10/19

11:52 am-11:29 pm

1 stop10h 37m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Pennsylvania to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Pennsylvania with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Pennsylvania to Chicago?

Currently, August is the cheapest month in which you can book a flight from Pennsylvania to Chicago (average of $245). Flying from Pennsylvania to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PA to CHI?

Find hourly flight availability from Pennsylvania to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pennsylvania to Chicago as you normally would.

Weekly flight availability from Pennsylvania to Chicago

Explore weekly flight availability from Pennsylvania to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 14, 2025.

The most flights from USPA to CHI are scheduled on a Thursday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (31 on average).

How much does it cost to fly round-trip from Pennsylvania to Chicago?

Related info for your journey

Find useful and relevant information for your journey from Pennsylvania to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Pennsylvania to Chicago one-way?

    $71 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $78 and $78, respectively.

  • What are the most popular routes from Pennsylvania to Chicago?

    When deciding which route to take from Pennsylvania to Chicago consider New York John F Kennedy Intl - Chicago O'Hare Intl, Newark - Chicago O'Hare Intl or New York LaGuardia - Chicago O'Hare Intl as they are the most popular.

  • What are the most reliable airlines from Pennsylvania to Chicago?

    No one likes to see their flight delayed. When booking a flight from Pennsylvania to Chicago consider choosing SWISS (89%), ANA (82%) or Royal Jordanian (81%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Pennsylvania to Chicago?

    On average you can expect to pay $1,178 for a flight from Pennsylvania to Chicago. The cheapest flight overall is $73 while the most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl) is currently priced at $73.

  • Can I find deals for flights from Pennsylvania to Chicago that include hotel bookings?

    Yes. In addition to deals on Pennsylvania to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pennsylvania to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pennsylvania to Chicago.

  • Can I find deals for business class flights from Pennsylvania to Chicago?

    Yes. Cheapflights offers flight deals from Pennsylvania to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pennsylvania to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Pennsylvania to Chicago (average of $245). Flying from Pennsylvania to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Pennsylvania to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Seattle to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Philadelphia to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Newark to Midway flights
Charlotte to O'Hare Intl flights
Denver to O'Hare Intl flights
Ontario to O'Hare Intl flights
Boston to O'Hare Intl flights
Austin to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Dulles Intl to Midway flights
Hobby to Midway flights
Atlanta to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Baltimore to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Atlanta to Midway flights
San Francisco to Midway flights
Orlando to O'Hare Intl flights
Philadelphia to Midway flights
Hobby to O'Hare Intl flights
LaGuardia to Midway flights
Love Field to Midway flights
Portland to O'Hare Intl flights
San Diego to O'Hare Intl flights
San Jose to O'Hare Intl flights
Burbank to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Love Field to O'Hare Intl flights
Reagan-National to Midway flights
Miami to O'Hare Intl flights
Boston to Midway flights
Cleveland to O'Hare Intl flights
Seattle to Midway flights
Austin to Midway flights
Charleston to O'Hare Intl flights
Tampa to O'Hare Intl flights
Orlando to Midway flights

Top 5 airlines flying from Pennsylvania to Chicago

Discover the top 5 airlines that operate flights from Pennsylvania to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$52Average$154FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$95Average$361FlexibilityNo cancel feeOn-time71%
DeltaCheapest$118Average$339FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$123Average$370FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$126Average$303FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.