HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pennsylvania

$67+ Cheap flights from Chicago (CHI) to Pennsylvania

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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Pennsylvania 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 Chicago to Pennsylvania

Keep the following information in mind while searching for Chicago to Pennsylvania flight deals. Data was last updated July 3, 2025.

Round-trip from

$120
(Priceline)

One-way from

$67
(Priceline)

Popular in

March

Cheapest in

August

Average price

$177

Good round-trip deal

$155 or less

Good one-way deal

$94 or less
From Chicago (CHI) to Pennsylvania
Search Deals
One-way flight from Chicago (CHI) to Pennsylvania
Search Deals
Highest demand for flights based on searches. 29% potential increase in price ($95 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Pennsylvania.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Pennsylvania.
Search Deals

Find flight deals from Chicago to Pennsylvania

Cheapest flights from Chicago to Pennsylvania
Explore the most affordable flight options available from Chicago to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/55:38 pmORD - JFK
1 stop6h 04mFrontier
Tue 8/129:00 amJFK - ORD
1 stop8h 38mFrontier
Deal found 7/1$120
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/410:42 amORD - LGA
1 stop10h 29mFrontier
Sat 9/611:30 amLGA - ORD
1 stop6h 19mFrontier
Deal found 7/2$121
This Priceline deal was found by Cheapflights users on 7/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/255:04 pmMDW - JFK
1 stop6h 38mFrontier
Mon 9/299:00 amJFK - MDW
1 stop7h 58mFrontier
Deal found 7/1$121
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/125:04 pmMDW - LGA
1 stop5h 27mFrontier
Mon 9/156:30 amLGA - MDW
1 stop10h 28mFrontier
Deal found 7/2$122
This FlightHub deal was found by Cheapflights users on 7/2. 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.
Wed 7/165:51 amORD - LGA
Nonstop2h 09mSpirit Airlines
Tue 7/226:59 amLGA - ORD
1 stop9h 32mSpirit Airlines
Deal found 7/2$123
This Priceline deal was found by Cheapflights users on 7/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2310:22 amORD - LGA
Nonstop2h 17mMultiple Airlines
Tue 8/266:30 amLGA - ORD
1 stop8h 03mMultiple Airlines
Deal found 7/1$130
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/36:00 amMDW - LGA
Nonstop2h 00mSouthwest
Wed 9/39:35 pmLGA - MDW
Nonstop2h 20mSouthwest
Deal found 7/1$137
This CheapOair deal was found by Cheapflights users on 7/1. 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.
Fri 7/184:37 pmORD - EWR
1 stop6h 35mSpirit Airlines
Mon 7/2110:00 pmEWR - ORD
1 stop10h 04mSpirit Airlines
Deal found 7/1$142
This American Airlines deal was found by Cheapflights users on 7/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/31:59 pmORD - JFK
Nonstop2h 18mAmerican Airlines
Wed 9/1011:00 amJFK - ORD
Nonstop2h 41mAmerican Airlines
Deal found 7/3$142
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/25:07 pmORD - EWR
1 stop6h 37mFrontier
Wed 8/1311:04 amEWR - ORD
1 stop6h 00mFrontier
Deal found 7/2$144
This Priceline deal was found by Cheapflights users on 7/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/45:04 pmMDW - EWR
1 stop6h 30mFrontier
Sun 9/711:15 amEWR - MDW
1 stop5h 43mFrontier
Deal found 7/1$145
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:00 amORD - JFK
Nonstop2h 23mDelta
Sat 8/307:29 pmJFK - ORD
Nonstop3h 18mDelta
Deal found 7/2$147

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Pennsylvania 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 July 3, 2025.
Use the filters below to find and compare flights from Chicago to Pennsylvania that are best for you.

Fly from

Chicago

Fly to

Pennsylvania

Route

Depart

Return

Price

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 8/5

5:38 pm-12:42 am

1 stop6h 04m

New York John F Kennedy Intl

Tue 8/12

9:00 am-4:38 pm

1 stop8h 38m

$120

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 9/4

10:42 am-10:11 pm

1 stop10h 29m

New York LaGuardia

Sat 9/6

11:30 am-4:49 pm

1 stop6h 19m

$121

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 9/25

5:04 pm-12:42 am

1 stop6h 38m

New York John F Kennedy Intl

Mon 9/29

9:00 am-3:58 pm

1 stop7h 58m

$121

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 9/12

5:04 pm-11:31 pm

1 stop5h 27m

New York LaGuardia

Mon 9/15

6:30 am-3:58 pm

1 stop10h 28m

$122

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 7/16

5:51 am-9:00 am

Nonstop2h 09m

New York LaGuardia

Tue 7/22

6:59 am-3:31 pm

1 stop9h 32m

$123

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 8/23

10:22 am-1:39 pm

Nonstop2h 17m

New York LaGuardia

Tue 8/26

6:30 am-1:33 pm

1 stop8h 03m

$130

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 9/3

6:00 am-9:00 am

Nonstop2h 00m

New York LaGuardia

Wed 9/3

9:35 pm-10:55 pm

Nonstop2h 20m

$137

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 9/3

1:59 pm-5:17 pm

Nonstop2h 18m

New York John F Kennedy Intl

Wed 9/10

11:00 am-12:41 pm

Nonstop2h 41m

$142

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Fri 7/18

4:37 pm-12:12 am

1 stop6h 35m

Newark

Mon 7/21

10:00 pm-7:04 am

1 stop10h 04m

$142

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 8/2

5:07 pm-12:44 am

1 stop6h 37m

Newark

Wed 8/13

11:04 am-4:04 pm

1 stop6h 00m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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

Best time to book a flight from Chicago to Pennsylvania

Have a flexible travel schedule? Discover the best time to fly to Pennsylvania from Chicago 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 Chicago to Pennsylvania

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

Currently, August is the cheapest month in which you can book a flight from Chicago to Pennsylvania (average of $236). Flying from Chicago to Pennsylvania in March is currently the most expensive (average of $295). 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 CHI to PA?

Find hourly flight availability from Chicago to Pennsylvania. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

When flying from Chicago to Pennsylvania, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Pennsylvania

Explore weekly flight availability from Chicago to Pennsylvania. 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 July 3, 2025.

The most flights from CHI to USPA are scheduled on a Wednesday (47 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (10 on average).

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

Reviews of airlines servicing Pennsylvania

Get insights into the airlines that provide service to Pennsylvania. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pennsylvania. Reviews last updated July 3, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Chicago to Pennsylvania have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,916 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pennsylvania. 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 Chicago to Pennsylvania one-way?

    One-way options have recently been found by users for as low as $67 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $67 and United Airlines from $74 one-way.

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

    The most popular flight routes from Chicago to Pennsylvania are Chicago O'Hare Intl - New York LaGuardia, Chicago O'Hare Intl - New York John F Kennedy Intl and Chicago O'Hare Intl - Newark.

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

    Before booking your flight to Pennsylvania from Chicago, check out the most reliable airlines to get you to your destination on time: Air Canada (82%), United Airlines (76%), Air New Zealand( 75%).

  • What are the cheapest flights from Chicago to Pennsylvania?

    Looking for the cheapest flight from Chicago to Pennsylvania? While on average our users pay $1,086, our data indicates the cheapest price to be $90. The most popular route (Chicago O'Hare Intl - New York LaGuardia), is priced around $115.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Pennsylvania 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 Chicago to Pennsylvania?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Pennsylvania (average of $236). Flying from Chicago to Pennsylvania in March is currently the most expensive (average of $295). 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

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 Chicago to Pennsylvania

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Newark flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Seattle flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Denver flights
O'Hare Intl to Miami flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Orlando flights
O'Hare Intl to Hobby flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Boston flights
O'Hare Intl to Tampa flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to San Diego flights
Midway to Newark flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Santa Ana flights
Midway to Atlanta flights
O'Hare Intl to Atlanta flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Portland flights
O'Hare Intl to Ontario flights
O'Hare Intl to Minneapolis flights
O'Hare Intl to New Orleans flights
Midway to Dallas/Fort Worth flights
Midway to LaGuardia flights
O'Hare Intl to Baltimore flights
Midway to Las Vegas flights
O'Hare Intl to Austin flights
Midway to Denver flights
O'Hare Intl to Nashville flights
St. Louis to Seattle flights
O'Hare Intl to Burbank flights
St. Louis to Las Vegas flights
O'Hare Intl to Salt Lake City flights
St. Louis to LaGuardia flights
Midway to San Francisco flights
Midway to Seattle flights
O'Hare Intl to Fort Myers flights
Midway to Tampa flights
O'Hare Intl to Charlotte flights
O'Hare Intl to Raleigh flights
Midway to Minneapolis flights

Top 6 airlines flying from Chicago to Pennsylvania

Discover the top 6 airlines that operate flights from Chicago to Pennsylvania. 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$129FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$333FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$336FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$117Average$351FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$124Average$334FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$125Average$380FlexibilityNo cancel feeOn-time69%

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.