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$54+ 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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
ene. 21 — ene. 281
mar. 1/21
mar. 1/28
1 adult, Economy
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Cheap flight deals from Chicago to Pennsylvania

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pennsylvania (USPA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 16, 2025.

Round-trip from

$98
(Mytrip)

One-way from

$54
(Trip.com)
From Chicago (CHI) to Pennsylvania
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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 enero 16, 2025.

This Mytrip deal was found by Cheapflights users on 1/16. 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.
dom. 3/27:07 amORD - LGA
Nonstop1h 57mSpirit Airlines
dom. 3/94:40 pmLGA - ORD
Nonstop2h 46mSpirit Airlines
Deal found 1/16$99
This Mytrip deal was found by Cheapflights users on 1/15. 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.
sáb. 2/158:44 pmORD - JFK
1 stop14h 18mFrontier
sáb. 2/2211:15 amJFK - ORD
1 stop12h 10mFrontier
Deal found 1/15$99
This Frontier deal was found by Cheapflights users on 1/15. 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.
mié. 2/128:33 amORD - LGA
1 stop5h 27mFrontier
mié. 2/195:59 pmLGA - ORD
1 stop14h 10mFrontier
Deal found 1/15$100
This Frontier deal was found by Cheapflights users on 1/16. 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.
mié. 2/198:12 amMDW - LGA
1 stop5h 48mFrontier
sáb. 2/224:00 pmLGA - MDW
1 stop7h 04mFrontier
Deal found 1/16$100
This Flightnetwork deal was found by Cheapflights users on 1/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/117:00 amORD - LGA
Nonstop2h 04mMultiple Airlines
mar. 2/115:00 pmLGA - ORD
1 stop17h 27mMultiple Airlines
Deal found 1/16$101
This Cheapflightsfares deal was found by Cheapflights users on 1/16. 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.
mar. 4/84:40 pmMDW - JFK
1 stop7h 03mFrontier
mar. 4/299:00 amJFK - MDW
1 stop6h 25mFrontier
Deal found 1/16$103
This Frontier deal was found by Cheapflights users on 1/16. 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.
jue. 1/307:25 amMDW - PHL
1 stop10h 07mFrontier
jue. 3/201:23 pmPHL - MDW
1 stop7h 12mFrontier
Deal found 1/16$109
This Frontier deal was found by Cheapflights users on 1/15. 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.
jue. 1/3010:33 amORD - PHL
1 stop7h 32mFrontier
sáb. 2/110:18 pmPHL - ORD
1 stop12h 34mFrontier
Deal found 1/15$109
This American Airlines deal was found by Cheapflights users on 1/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 1/188:20 pmORD - LGA
Nonstop2h 15mAmerican Airlines
mar. 1/2112:00 pmLGA - ORD
Nonstop2h 45mAmerican Airlines
Deal found 1/14$117
This Southwest deal was found by Cheapflights users on 1/15. 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.
mar. 2/48:05 pmMDW - LGA
Nonstop2h 05mSouthwest
mar. 2/119:35 pmLGA - MDW
Nonstop2h 30mSouthwest
Deal found 1/15$117
This JetBlue deal was found by Cheapflights users on 1/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/2511:44 amORD - JFK
Nonstop2h 15mJetBlue
sáb. 3/19:00 amJFK - ORD
Nonstop2h 47mJetBlue
Deal found 1/14$117
This Frontier deal was found by Cheapflights users on 1/16. 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.
mié. 2/268:33 amORD - EWR
1 stop11h 37mFrontier
vie. 2/2810:10 pmEWR - ORD
1 stop10h 08mFrontier
Deal found 1/16$120

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 enero 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

dom. 3/2

7:07 am-10:04 am

Nonstop1h 57m

New York LaGuardia

dom. 3/9

4:40 pm-6:26 pm

Nonstop2h 46m

$99

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

sáb. 2/15

8:44 pm-12:02 pm

1 stop14h 18m

New York John F Kennedy Intl

sáb. 2/22

11:15 am-10:25 pm

1 stop12h 10m

$99

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mié. 2/12

8:33 am-3:00 pm

1 stop5h 27m

New York LaGuardia

mié. 2/19

5:59 pm-7:09 am

1 stop14h 10m

$100

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mié. 2/19

8:12 am-3:00 pm

1 stop5h 48m

New York LaGuardia

sáb. 2/22

4:00 pm-10:04 pm

1 stop7h 04m

$100

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mar. 2/11

7:00 am-10:04 am

Nonstop2h 04m

New York LaGuardia

mar. 2/11

5:00 pm-9:27 am

1 stop17h 27m

$101

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

mar. 4/8

4:40 pm-12:43 am

1 stop7h 03m

New York John F Kennedy Intl

mar. 4/29

9:00 am-2:25 pm

1 stop6h 25m

$103

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

jue. 1/30

7:25 am-6:32 pm

1 stop10h 07m

Philadelphia

jue. 3/20

1:23 pm-7:35 pm

1 stop7h 12m

$109

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

jue. 1/30

10:33 am-9:23 pm

1 stop9h 50m

Philadelphia

sáb. 2/1

10:18 pm-9:52 am

1 stop12h 34m

$109

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mié. 1/29

2:49 pm-5:59 pm

Nonstop2h 10m

New York LaGuardia

mié. 2/5

6:56 pm-8:41 pm

Nonstop2h 45m

$117

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mar. 2/4

8:05 pm-11:10 pm

Nonstop2h 05m

New York LaGuardia

mar. 2/11

9:35 pm-11:05 pm

Nonstop2h 30m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

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 enero 16, 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 enero 16, 2025.

The most flights from CHI to USPA are scheduled on a Wednesday (40 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 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 enero 16, 2025.
Read reviews from past customers who have flown Frontier, JetBlue and American Airlines 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
4,659 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,681 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,965 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $54 on Frontier. Other airlines that offer cheap prices include Southwest from $59 and American Airlines from $59 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: Spirit Airlines (100%), United Airlines (83%), Alaska Airlines( 82%).

  • What are the cheapest flights from Chicago to Pennsylvania?

    Looking for the cheapest flight from Chicago to Pennsylvania? While on average our users pay $816, our data indicates the cheapest price to be $80. The most popular route (Chicago O'Hare Intl - New York John F Kennedy Intl), is priced around $117.

  • 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 5 airlines flying from Chicago to Pennsylvania

Discover the top 5 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 enero 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$50Average$107FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$113Average$297FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$137Average$362FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$159Average$349FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$276FlexibilityNo cancel feeOn-timeN/A
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