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Cheap flights from Chicago to Pennsylvania from $53

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Pennsylvania departing on 3/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Pennsylvania

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
5:53 pm - 8:59 pm
ORD
-
LGA
2h 06mnonstop
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
$79Spirit Airlines
Tue, Jan 13 - Tue, Jan 20
Frontier Logo
8:35 am - 11:59 am
ORD
-
JFK
2h 24mnonstop
Frontier Logo
4:24 pm - 6:24 pm
JFK
-
ORD
3h 00mnonstop
$80Frontier
Fri, Jan 9 - Wed, Jan 14
Spirit Airlines Logo
5:15 am - 2:00 pm
ORD
-
LGA
7h 45m1 stop
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
$81Spirit Airlines
Wed, Jan 28 - Mon, Feb 2
Frontier Logo
12:05 pm - 3:29 pm
ORD
-
JFK
2h 24mnonstop
Frontier Logo
4:29 pm - 6:29 pm
JFK
-
ORD
3h 00mnonstop
$82Frontier
Thu, Feb 5 - Mon, Feb 9
Spirit Airlines Logo
5:53 pm - 8:59 pm
ORD
-
LGA
2h 06mnonstop
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
$82Spirit Airlines
Thu, Jan 22 - Sun, Jan 25
Spirit Airlines Logo
5:53 pm - 8:59 pm
ORD
-
LGA
2h 06mnonstop
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
$83Spirit Airlines
Sat, Jan 17 - Sat, Jan 24
Frontier Logo
12:05 pm - 3:29 pm
ORD
-
JFK
2h 24mnonstop
Frontier Logo
4:29 pm - 6:29 pm
JFK
-
ORD
3h 00mnonstop
$83Frontier
Thu, Feb 5 - Mon, Feb 9
Spirit Airlines Logo
5:53 pm - 8:59 pm
ORD
-
LGA
2h 06mnonstop
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
$84Spirit Airlines
Mon, Jan 19 - Fri, Jan 23
Southwest Logo
7:15 pm - 10:20 pm
MDW
-
LGA
2h 05mnonstop
Southwest Logo
9:40 pm - 11:10 pm
LGA
-
MDW
2h 30mnonstop
$139Southwest
Thu, Jan 29 - Sun, Feb 1
Southwest Logo
8:10 pm - 11:10 pm
MDW
-
LGA
2h 00mnonstop
Southwest Logo
6:00 am - 7:40 am
LGA
-
MDW
2h 40mnonstop
$148Southwest
Thu, Jan 15 - Sun, Jan 18

Frontier flights from Chicago to Pennsylvania

Our best Frontier deals on Chicago to Pennsylvania flight tickets
Frontier
Jan 9
ORD8:35 amChicago O'Hare Intl
2h 24m
JFK11:59 amNew York John F Kennedy Intl
Jan 14
JFK4:24 pmNew York John F Kennedy Intl
3h 00m
ORD6:24 pmChicago O'Hare Intl
$80
Find similar
Frontier
Feb 5
ORD12:05 pmChicago O'Hare Intl
2h 24m
JFK3:29 pmNew York John F Kennedy Intl
Feb 9
JFK4:29 pmNew York John F Kennedy Intl
3h 00m
ORD6:29 pmChicago O'Hare Intl
$82
Find similar
Frontier
Feb 5
ORD12:05 pmChicago O'Hare Intl
2h 24m
JFK3:29 pmNew York John F Kennedy Intl
Feb 9
JFK4:29 pmNew York John F Kennedy Intl
3h 00m
ORD6:29 pmChicago O'Hare Intl
$83
Find similar

JetBlue flights from Chicago to Pennsylvania

Our best JetBlue deals on Chicago to Pennsylvania flight tickets
JetBlue
Feb 7
ORD9:40 amChicago O'Hare Intl
2h 16m
JFK12:56 pmNew York John F Kennedy Intl
Feb 14
JFK9:20 pmNew York John F Kennedy Intl
3h 01m
ORD11:21 pmChicago O'Hare Intl
$122
Find similar
JetBlue
Jan 15
ORD7:45 amChicago O'Hare Intl
6h 13m
1 stop
JFK2:58 pmNew York John F Kennedy Intl
Jan 18
JFK5:25 pmNew York John F Kennedy Intl
3h 11m
ORD7:36 pmChicago O'Hare Intl
$124
Find similar
JetBlue
Jan 15
ORD9:40 amChicago O'Hare Intl
2h 16m
JFK12:56 pmNew York John F Kennedy Intl
Jan 18
JFK5:25 pmNew York John F Kennedy Intl
3h 11m
ORD7:36 pmChicago O'Hare Intl
$135
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 26, 2025.
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

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 1/13

5:53 pm-8:59 pm

Nonstop2h 06m

New York LaGuardia

Tue 1/20

7:30 am-9:12 am

Nonstop2h 42m

$79

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Fri 1/9

8:35 am-11:59 am

Nonstop2h 24m

New York John F Kennedy Intl

Wed 1/14

4:24 pm-6:24 pm

Nonstop3h 00m

$80

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 1/28

5:15 am-2:00 pm

1 stop7h 45m

New York LaGuardia

Mon 2/2

7:30 am-9:12 am

Nonstop2h 42m

$81

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 2/5

12:05 pm-3:29 pm

Nonstop2h 24m

New York John F Kennedy Intl

Mon 2/9

4:29 pm-6:29 pm

Nonstop3h 00m

$82

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 1/22

5:53 pm-8:59 pm

Nonstop2h 06m

New York LaGuardia

Sun 1/25

7:30 am-9:12 am

Nonstop2h 42m

$82

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 1/17

5:53 pm-8:59 pm

Nonstop2h 06m

New York LaGuardia

Sat 1/24

7:30 am-9:12 am

Nonstop2h 42m

$83

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 2/5

12:05 pm-3:29 pm

Nonstop2h 24m

New York John F Kennedy Intl

Mon 2/9

4:29 pm-6:29 pm

Nonstop3h 00m

$83

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Mon 1/19

5:53 pm-8:59 pm

Nonstop2h 06m

New York LaGuardia

Fri 1/23

7:30 am-9:12 am

Nonstop2h 42m

$84

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 1/29

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

Sun 2/1

9:40 pm-11:10 pm

Nonstop2h 30m

$139

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 1/15

8:10 pm-11:10 pm

Nonstop2h 00m

New York LaGuardia

Sun 1/18

6:00 am-7:40 am

Nonstop2h 40m

$148

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Pennsylvania from

How to get the cheapest flight ticket from Chicago to Pennsylvania

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Pennsylvania?

The month of October is, on average, the cheapest month to fly to Pennsylvania from Chicago, with most prices found around $188. If you don’t want to visit Pennsylvania in October, then you should wait until August to fly from Chicago, when ticket prices are also cheap, with an average price of $215.

What is the cheapest day to depart on your flight to Pennsylvania?

The cheapest day to depart on your flight to Pennsylvania is on a Thursday when prices can be found for as low as $285. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $432. These prices are subject to change though, so be sure to set up a Price Alert for flights to Pennsylvania.

What is the cheapest time of day to depart on your flight to Pennsylvania?

Our most recent data shows that the best time of day to fly to Pennsylvania is in the evening. Flights from Chicago to Pennsylvania during this time can be as low as $257. In contrast, the most expensive time of day to depart to Pennsylvania is in the afternoon when prices are around $522.

What is the cheapest Chicago to Pennsylvania flight route?

Fly from Chicago O'Hare Intl to Philadelphia for the best Chicago - Pennsylvania flight prices

How far in advance should I book a flight to Pennsylvania?

You are more likely to see cheaper flights to Pennsylvania from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Pennsylvania for around $278 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pennsylvania from Chicago for as low as $211 on momondo.

What cabin class options are available on Chicago to Pennsylvania flights?

There are 4 cabin classes available to choose from on Chicago to Pennsylvania flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Pennsylvania flights?

No. A direct flight is the cheapest option for a flight between Chicago to Pennsylvania.

Cheap Chicago to Pennsylvania flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Pennsylvania

Best Price Found

$119

Fastest flight time

1h 20m

Direct flights

Every day

Airports in Pennsylvania

152 airports
The best one-way flight to Pennsylvania from Chicago in the past 72 hours is $119. The best round-trip flight deal from Chicago to Pennsylvania found on momondo in the last 72 hours is $180.
The fastest flight from Chicago to Pennsylvania takes 1h 20m
Direct flights go from Chicago to Pennsylvania every day.
There are 152 airports in Pennsylvania. From Chicago there are direct flights to Washington, D.C. Reagan-National (DCA), Philadelphia (PHL), Washington, D.C. Dulles Intl (IAD).
Search flight deals

  • When did momondo last update prices for flights from Chicago to Pennsylvania?

    Prices for flights from Chicago to Pennsylvania were last updated today.

  • How many operators does momondo search for flights from Chicago to Pennsylvania?

  • How old do you have to be to fly from Chicago to Pennsylvania?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Pennsylvania.

  • What documentation or ID do you need to fly to Pennsylvania?

    The travel and health documents required for your trip to Pennsylvania can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Pennsylvania. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Pennsylvania?

Best airlines flying from Chicago to Pennsylvania

Compare and see reviews for airlines that fly from Chicago to Pennsylvania with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $63Free CancellationRating
6.3
8,207 reviews
Search Spirit Airlines flights
FrontierPriceFrom $67Free CancellationRating
5.8
3,070 reviews
Search Frontier flights
American AirlinesPriceFrom $99Free CancellationRating
7.2
11,064 reviews
Search American Airlines flights
SouthwestPriceFrom $103Free CancellationRating
8.0
4,258 reviews
Search Southwest flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,014 reviews
Search Delta flights
United AirlinesPriceFrom $109Free CancellationRating
7.4
9,115 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Pennsylvania?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Pennsylvania from Chicago.

Can I find flights from Chicago to Pennsylvania with flexible booking policies on momondo?

Flights from Chicago to Pennsylvania with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Pennsylvania?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Pennsylvania.

I’m not ready to book a flight from Chicago to Pennsylvania right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Pennsylvania flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Pennsylvania trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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