HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pennsylvania

$73+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Jun 4 — Jun 111
Thu 6/4
Thu 6/11
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

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 May 5, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Mon 6/88:42 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 4/30$126
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Mon 6/18:42 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 4/29$127
This Booking.com deal was found by Cheapflights users on 5/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/41:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Wed 6/108:47 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 5/1$128
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Wed 6/108:42 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 5/1$129
This Expedia deal was found by Cheapflights users on 5/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Wed 5/206:29 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Deal found 5/1$132
This Orbitz deal was found by Cheapflights users on 4/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Fri 5/296:29 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/30$139
This Gotogate deal was found by Cheapflights users on 4/30. 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.
Fri 5/2912:59 pm
ORD
-
EWR
Nonstop2h 07m
Spirit Airlines
Mon 6/15:01 pm
EWR
-
ORD
Nonstop2h 37m
Spirit Airlines
Deal found 4/30$139
This Expedia deal was found by Cheapflights users on 4/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/121:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Tue 6/168:47 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 4/30$140
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/291:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Fri 6/58:42 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 5/1$142
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:49 pm
ORD
-
LGA
Nonstop2h 11m
Multiple Airlines
Tue 6/26:29 am
LGA
-
ORD
1 stop14h 00m
Multiple Airlines
Deal found 4/29$143
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:29 pm
ORD
-
EWR
1 stop7h 00m
Multiple Airlines
Mon 6/85:01 pm
EWR
-
ORD
Nonstop2h 37m
Multiple Airlines
Deal found 4/30$143
This Expedia deal was found by Cheapflights users on 4/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:29 pm
ORD
-
LGA
1 stop6h 14m
Multiple Airlines
Tue 6/168:47 pm
LGA
-
ORD
Nonstop2h 38m
Multiple Airlines
Deal found 4/30$145

Find flight deals from Chicago to Pennsylvania

Keep the following information in mind while searching for Chicago to Pennsylvania flight deals. Data was last updated May 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$126
(Kiwi.com)

One-way from

$73
(eDestinos)

Popular in

March

Cheapest in

October

Average price

$284

Good round-trip deal

$253 or less

Good one-way deal

$115 or less
Provider with most accurate pricing for Chicago (CHI)-Philadelphia flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Philadelphia flights.
Search Deals
From Chicago (CHI) to Pennsylvania
Search Deals
One-way flight from Chicago (CHI) to Pennsylvania
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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

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 May 5, 2026.
Use the filters below to find and compare flights from Chicago to Pennsylvania that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 6/19

5:45 pm-9:07 pm

Nonstop2h 22m

New York LaGuardia

Sat 6/20

2:50 pm-4:50 pm

Nonstop3h 00m

$177

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 7/21

8:00 am-11:17 am

Nonstop2h 17m

New York LaGuardia

Fri 7/24

9:25 pm-10:58 pm

Nonstop2h 33m

$177

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 6/19

7:45 pm-10:55 pm

Nonstop2h 10m

New York LaGuardia

Wed 6/24

6:00 am-7:20 am

Nonstop2h 20m

$177

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Fri 7/24

9:30 pm-12:53 am

Nonstop2h 23m

Newark

Sun 7/26

6:00 am-7:42 am

Nonstop2h 42m

$177

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 5/28

3:00 pm-6:22 pm

Nonstop2h 22m

New York LaGuardia

Fri 8/7

8:25 pm-10:12 pm

Nonstop2h 47m

$182

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 6/19

5:05 pm-11:25 pm

1 stop5h 20m

New York LaGuardia

Tue 6/23

6:00 am-7:20 am

Nonstop2h 20m

$187

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 6/19

5:00 pm-8:22 pm

Nonstop2h 22m

New York LaGuardia

Wed 6/24

6:00 am-9:36 am

1 stop4h 36m

$187

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 6/10

3:00 pm-6:22 pm

Nonstop2h 22m

New York LaGuardia

Sun 6/14

6:10 am-7:49 am

Nonstop2h 39m

$187

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sun 6/28

5:00 am-8:14 am

Nonstop2h 14m

Newark

Mon 6/29

9:40 pm-11:30 pm

Nonstop2h 50m

$187

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 5/29

7:10 pm-10:32 pm

Nonstop2h 22m

New York LaGuardia

Tue 6/9

11:30 am-1:14 pm

Nonstop2h 44m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 60 resultsSorted by cheapest first
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

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

Booking 65 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Pennsylvania. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, October is the cheapest month in which you can book a flight from Chicago to Pennsylvania (average of $218). Flying from Chicago to Pennsylvania in February is currently the most expensive (average of $615). 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 May 5, 2026.

One of the essential ways to save on airfare from Chicago to Pennsylvania is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 8% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Pennsylvania. Price data was last updated on May 2, 2026.

Travelers seeking maximum savings on their Chicago to Pennsylvania flight should consider departing on Thursday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 May 5, 2026.

The most flights from CHI to USPA are scheduled on a Monday (53 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 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 May 5, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican 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
7.9
Good
4,305 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,305 reviews
Southwest
7.9
Good
4,305 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,683 reviews
Southwest
7.9
Good
4,305 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,668 reviews
Southwest
7.9
Good
4,305 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.6
Fair
2,966 reviews
Southwest
7.9
Good
4,305 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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.

  • How long is the flight from Chicago to Pennsylvania?

    For as low as $177, Delta can have you in Pennsylvania from Chicago in 2h 10m. There are 722 mi between Chicago and Pennsylvania. Most flights are nonstop.

  • 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 $47 on Frontier. Other airlines that offer cheap prices include American Airlines from $48 and United Airlines from $78 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 John F Kennedy Intl, Chicago O'Hare Intl - Newark and Chicago O'Hare Intl - New York LaGuardia.

  • 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 (77%), Air New Zealand (70%), American Airlines( 69%).

  • What are the cheapest flights from Chicago to Pennsylvania?

    Looking for the cheapest flight from Chicago to Pennsylvania? While on average our users pay $459, our data indicates the cheapest price to be $71. The most popular route (Chicago O'Hare Intl - New York John F Kennedy Intl), is priced around $168.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Pennsylvania (average of $218). Flying from Chicago to Pennsylvania in February is currently the most expensive (average of $615). 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 Dallas/Fort Worth flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Seattle flights
O'Hare Intl to Newark flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Miami flights
O'Hare Intl to Denver flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Tampa flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Hobby flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Sky Harbor Intl flights
Midway to Newark flights
Midway to Orlando flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to San Diego flights
Midway to Las Vegas flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Ontario flights
Midway to Miami flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Boston flights
O'Hare Intl to Baltimore flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Nashville flights
Midway to Atlanta flights
O'Hare Intl to Fort Myers flights
Midway to Hobby flights
O'Hare Intl to Santa Ana flights
Midway to Los Angeles flights
Midway to Fort Lauderdale flights
St. Louis to Seattle flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Portland flights
O'Hare Intl to Salt Lake City flights
Midway to Tampa flights
St. Louis to Las Vegas flights
Midway to Denver flights
Midway to LaGuardia flights
Midway to San Francisco flights
O'Hare Intl to Austin flights
O'Hare Intl to Raleigh flights
O'Hare Intl to Charleston flights

Top 4 airlines flying from Chicago to Pennsylvania

Discover the top 4 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 May 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$67Average$168FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$101Average$344FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$116Average$356FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$117Average$373FlexibilityNo 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.
Site
©2026 Cheapflights