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$50+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$87
(Cheapflightsfares)

One-way from

$50
(FlightHub)

Popular in

February

Cheapest in

August

Average price

$361

Good round-trip deal

$190 or less

Good one-way deal

$103 or less
Provider with most accurate pricing for Chicago (CHI)-Philadelphia flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Philadelphia flights.
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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. 35% potential increase in price ($111 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
Tue 3/116:45 amORD - LGA
1 stop11h 15mSpirit Airlines
Tue 3/1812:59 pmLGA - ORD
1 stop10h 24mSpirit Airlines
Deal found 2/19$86
This Priceline deal was found by Cheapflights users on 2/20. 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.
Wed 3/55:22 pmORD - EWR
Nonstop2h 17mSpirit Airlines
Fri 3/76:00 amEWR - ORD
Nonstop2h 44mSpirit Airlines
Deal found 2/20$91
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Tue 5/135:48 pmORD - JFK
1 stop5h 47mFrontier
Tue 5/276:00 amJFK - ORD
1 stop6h 32mFrontier
Deal found 2/20$98
This Booking.com deal was found by Cheapflights users on 2/20. 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.
Sat 3/82:25 pmORD - EWR
1 stop5h 44mMultiple Airlines
Mon 3/106:00 amEWR - ORD
Nonstop2h 44mMultiple Airlines
Deal found 2/20$99
This Frontier deal was found by Cheapflights users on 2/20. 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.
Wed 4/234:28 pmMDW - LGA
1 stop5h 35mFrontier
Wed 5/76:30 amLGA - MDW
1 stop5h 56mFrontier
Deal found 2/20$100
This Frontier deal was found by Cheapflights users on 2/20. 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.
Tue 4/14:40 pmMDW - JFK
1 stop7h 03mFrontier
Tue 4/89:00 amJFK - MDW
1 stop11h 45mFrontier
Deal found 2/20$100
This Frontier deal was found by Cheapflights users on 2/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/310:48 amMDW - EWR
1 stop9h 18mFrontier
Mon 5/510:00 pmEWR - MDW
1 stop11h 19mFrontier
Deal found 2/19$104
This CheapOair deal was found by Cheapflights users on 2/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/64:31 pmORD - LGA
1 stop5h 29mMultiple Airlines
Fri 3/74:40 pmLGA - ORD
Nonstop2h 46mMultiple Airlines
Deal found 2/19$105
This Frontier deal was found by Cheapflights users on 2/20. 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.
Mon 3/108:50 amORD - EWR
1 stop11h 19mFrontier
Tue 3/1110:09 pmEWR - ORD
1 stop10h 39mFrontier
Deal found 2/20$125
This Frontier deal was found by Cheapflights users on 2/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/278:04 amORD - LGA
1 stop12h 56mFrontier
Sat 3/110:59 pmLGA - ORD
1 stop9h 10mFrontier
Deal found 2/19$129
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/31:12 pmORD - JFK
Nonstop2h 18mJetBlue
Sat 5/38:29 pmJFK - ORD
Nonstop2h 51mJetBlue
Deal found 2/20$141
This Delta deal was found by Cheapflights users on 2/20. 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.
Thu 4/176:00 amORD - LGA
Nonstop2h 12mDelta
Sun 4/206:05 amLGA - ORD
Nonstop2h 37mDelta
Deal found 2/20$147

Find flights from Chicago to Pennsylvania within your budget

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 February 20, 2025.

Fly from

Chicago

Fly to

Pennsylvania

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 3/11

10:25 am-10:59 pm

1 stop11h 34m

New York LaGuardia

Wed 3/19

10:58 am-6:50 pm

1 stop8h 52m

$86

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Wed 3/5

5:22 pm-8:39 pm

Nonstop2h 17m

Newark

Fri 3/7

6:00 am-7:44 am

Nonstop2h 44m

$91

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 5/13

5:48 pm-12:35 am

1 stop5h 47m

New York John F Kennedy Intl

Tue 5/27

6:00 am-11:32 am

1 stop6h 32m

$98

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 3/8

2:25 pm-9:09 pm

1 stop5h 44m

Newark

Sun 3/9

6:00 am-7:44 am

Nonstop2h 44m

$99

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 4/23

4:28 pm-11:03 pm

1 stop5h 35m

New York LaGuardia

Thu 5/8

6:30 am-1:34 pm

1 stop8h 04m

$100

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Tue 4/1

4:40 pm-12:43 am

1 stop7h 03m

New York John F Kennedy Intl

Tue 4/8

9:00 am-7:45 pm

1 stop11h 45m

$100

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 5/3

10:48 am-9:06 pm

1 stop9h 18m

Newark

Mon 5/5

10:00 pm-8:19 am

1 stop11h 19m

$104

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 3/6

4:31 pm-11:00 pm

1 stop5h 29m

New York LaGuardia

Fri 3/7

4:40 pm-6:26 pm

Nonstop2h 46m

$105

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Mon 3/10

8:50 am-9:09 pm

1 stop11h 19m

Newark

Tue 3/11

10:09 pm-7:48 am

1 stop10h 39m

$125

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 2/27

8:04 am-10:00 pm

1 stop12h 56m

New York LaGuardia

Sat 3/1

10:59 pm-7:09 am

1 stop9h 10m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Chicago to Pennsylvania

Get recent, data-driven insights about flights from Chicago to Pennsylvania including ideal travel times, pricing trends, and more.

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 February 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 February 20, 2025.

The most flights from CHI to USPA are scheduled on a Thursday (40 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (15 on average).

Rainfall in Pennsylvania by month

Plan your trip to Pennsylvania by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Pennsylvania ranges from 2.7 - 4.4 inches per month. July is typically the wettest month, when rainfall can reach 4.4 in. February is typically the driest time to visit Pennsylvania when rainfall is around 2.7 in.

Temperature in Pennsylvania by month

Plan your trip to Pennsylvania by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Pennsylvania, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 February 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Chicago to Pennsylvania. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $50 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $50 and Delta from $73 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 - New York LaGuardia 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: Copa Airlines (100%), Spirit Airlines (100%), Malaysia Airlines( 87%).

  • What are the cheapest flights from Chicago to Pennsylvania?

    Looking for the cheapest flight from Chicago to Pennsylvania? While on average our users pay $614, our data indicates the cheapest price to be $98. The most popular route (Chicago O'Hare Intl - New York John F Kennedy Intl), is priced around $111.

  • 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 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$51Average$108FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$120Average$295FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$136Average$363FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$137Average$350FlexibilityNo cancel feeOn-time63%
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