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$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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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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 August 20, 2025.

Round-trip from

$111
(Kiwi.com)

One-way from

$73
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$175

Good round-trip deal

$91 or less

Good one-way deal

$45 or less
From Chicago (CHI) to Pennsylvania
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One-way flight from Chicago (CHI) to Pennsylvania
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Highest demand for flights based on searches. 24% potential increase in price ($80 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Pennsylvania.
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Price to beat on a one-way flight from Chicago (CHI) to Pennsylvania.
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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 August 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sat 9/611:12 amORD - LGA
Nonstop2h 05mSpirit Airlines
Tue 9/93:13 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Deal found 8/18$111
This Frontier deal was found by Cheapflights users on 8/18. 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 10/316:40 amORD - JFK
Nonstop2h 23mFrontier
Sat 11/111:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 8/18$111
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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.
Wed 9/2411:13 amORD - LGA
Nonstop2h 05mSpirit Airlines
Sat 9/278:36 pmLGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 8/19$112
This FlightHub deal was found by Cheapflights users on 8/18. 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.
Mon 10/275:05 amORD - JFK
1 stop5h 54mFrontier
Wed 10/2911:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 8/18$112
This Priceline deal was found by Cheapflights users on 8/19. 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 10/316:40 amORD - JFK
Nonstop2h 23mFrontier
Mon 11/310:00 amJFK - ORD
1 stop7h 56mFrontier
Deal found 8/19$113
This Mytrip deal was found by Cheapflights users on 8/19. 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.
Tue 9/1611:13 amORD - LGA
Nonstop2h 05mSpirit Airlines
Sat 9/208:36 pmLGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 8/19$114
This lastminute.com deal was found by Cheapflights users on 8/19. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/126:45 amORD - JFK
Nonstop2h 14mJetBlue
Mon 9/157:00 pmJFK - ORD
Nonstop2h 49mJetBlue
Deal found 8/19$114
This Priceline deal was found by Cheapflights users on 8/17. 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 9/47:40 amORD - LGA
1 stop7h 49mMultiple Airlines
Tue 9/910:59 amLGA - ORD
1 stop7h 40mMultiple Airlines
Deal found 8/17$115
This Justfly.com deal was found by Cheapflights users on 8/19. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/153:12 pmORD - JFK
1 stop8h 28mFrontier
Wed 10/2211:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 8/19$115
This Mytrip deal was found by Cheapflights users on 8/19. 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.
Sat 9/134:35 pmORD - LGA
Nonstop2h 06mSpirit Airlines
Mon 9/157:59 pmLGA - ORD
1 stop14h 19mSpirit Airlines
Deal found 8/19$116
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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.
Wed 9/1711:57 amORD - LGA
1 stop10h 28mSpirit Airlines
Wed 9/246:30 amLGA - ORD
1 stop10h 42mSpirit Airlines
Deal found 8/19$117
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 10/125:05 amORD - JFK
1 stop5h 54mFrontier
Wed 10/1511:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 8/18$117

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 August 20, 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 - LGA

ORDLGA

Chicago O'Hare Intl

Tue 10/21

11:13 am-2:08 pm

Nonstop1h 55m

New York LaGuardia

Tue 10/21

3:21 pm-5:05 pm

Nonstop2h 44m

$114

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 11/1

11:08 am-2:03 pm

Nonstop1h 55m

New York LaGuardia

Sat 11/8

5:45 am-7:13 am

Nonstop2h 28m

$114

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 9/17

5:05 am-3:59 pm

1 stop9h 54m

New York LaGuardia

Wed 9/24

9:59 am-4:12 pm

1 stop7h 13m

$119

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 9/13

11:57 am-9:05 pm

1 stop8h 08m

New York LaGuardia

Mon 9/15

3:13 pm-4:51 pm

Nonstop2h 38m

$123

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Mon 9/15

11:13 am-2:18 pm

Nonstop2h 05m

New York LaGuardia

Tue 9/16

9:59 am-4:12 pm

1 stop7h 13m

$124

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 9/5

4:00 pm-7:17 pm

Nonstop2h 17m

New York LaGuardia

Mon 9/8

7:28 am-9:05 am

Nonstop2h 37m

$127

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Mon 9/29

8:15 pm-11:25 pm

Nonstop2h 10m

New York LaGuardia

Fri 10/3

9:35 pm-11:05 pm

Nonstop2h 30m

$127

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 9/6

8:34 am-12:00 pm

Nonstop2h 26m

New York John F Kennedy Intl

Sat 9/6

4:30 pm-6:23 pm

Nonstop2h 53m

$127

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 11/5

6:00 am-9:07 am

Nonstop2h 07m

New York LaGuardia

Wed 11/5

3:15 pm-4:57 pm

Nonstop2h 42m

$127

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 9/16

6:00 am-9:00 am

Nonstop2h 00m

New York LaGuardia

Tue 9/23

9:00 am-10:25 am

Nonstop2h 25m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 60 results
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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 August 20, 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 August 20, 2025.

The most flights from CHI to USPA are scheduled on a Tuesday (53 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 on average).

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 August 20, 2025.
See what other customers who have flown with Southwest, United Airlines, and American 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
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,928 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,039 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,207 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 $114, Spirit Airlines can have you in Pennsylvania from Chicago in 1h 55m. There are 731 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 $73 on Frontier. Other airlines that offer cheap prices include Delta from $79 and American Airlines from $79 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 (68%), American Airlines (65%), Royal Jordanian( 64%).

  • What are the cheapest flights from Chicago to Pennsylvania?

    Looking for the cheapest flight from Chicago to Pennsylvania? While on average our users pay $482, our data indicates the cheapest price to be $78. The most popular route (Chicago O'Hare Intl - New York LaGuardia), is priced around $66.

  • 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.

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Alternative routes for Chicago to Pennsylvania

See prices for flight routes from nearby airports that may be better suited for you.
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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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$152FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$260FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$477FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$116Average$355FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$123Average$390FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$123Average$332FlexibilityNo cancel feeOn-time71%

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