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Cheap flights from Chicago to Pennsylvania from $29

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 4/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Pennsylvania

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Pennsylvania that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Pennsylvania.

Cheap last minute flights

Planning a quick getaway from Chicago to Pennsylvania? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Pennsylvania, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Pennsylvania

Find recent round-trip train or bus tickets from Chicago to Pennsylvania.

All round-trip flight deals from Chicago to Pennsylvania

The cheapest plane tickets from Chicago to Pennsylvania found on KAYAK recently.
5:15 am - 8:23 amORD-EWR
2h 08mnonstop
9:18 am - 11:05 amEWR-ORD
2h 47mnonstop
$60Spirit Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
5:22 pm - 8:39 pmORD-EWR
2h 17mnonstop
6:00 am - 7:44 amEWR-ORD
2h 44mnonstop
$68Spirit Airlines
Find Deal
Tue, Mar 11 - Wed, Mar 19
2:59 pm - 10:00 pmORD-LGA
6h 01m1 stop
10:00 pm - 9:04 amLGA-ORD
12h 04m1 stop
$100Frontier
Find Deal
Tue, Feb 4 - Sat, Feb 8
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
$100Frontier
Find Deal
Wed, Feb 19 - Wed, Feb 19
11:45 am - 2:55 pmORD-JFK
2h 10mnonstop
3:50 pm - 5:42 pmJFK-ORD
2h 52mnonstop
$146American Airlines
Find Deal
Thu, Feb 20 - Mon, Feb 24
2:50 pm - 5:58 pmORD-EWR
2h 08mnonstop
7:05 am - 8:48 amEWR-ORD
2h 43mnonstop
$147American Airlines
Find Deal
Tue, Feb 11 - Tue, Feb 18
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$147Southwest
Find Deal
Tue, Feb 11 - Wed, Feb 12
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$157Southwest
Find Deal
Fri, Feb 7 - Tue, Feb 11
1:20 pm - 4:16 pmORD-IAD
1h 56mnonstop
10:20 pm - 11:29 pmIAD-ORD
2h 09mnonstop
$177United Airlines
Find Deal
Tue, Feb 18 - Tue, Feb 25
4:10 pm - 7:01 pmORD-IAD
1h 51mnonstop
5:25 pm - 6:52 pmIAD-ORD
2h 27mnonstop
$178United Airlines
Find Deal
Sat, Feb 22 - Wed, Feb 26
2:36 pm - 5:36 pmMDW-PHL
2h 00mnonstop
$29Frontier
Find Deal
Tue, Apr 8
5:15 am - 8:24 amORD-EWR
2h 09mnonstop
$29Spirit Airlines
Find Deal
Tue, Feb 18
7:10 am - 10:30 amORD-JFK
2h 20mnonstop
$73Delta
Find Deal
Tue, Feb 11
2:50 pm - 5:58 pmORD-EWR
2h 08mnonstop
$74American Airlines
Find Deal
Tue, Feb 11
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$74Southwest
Find Deal
Wed, Feb 19
6:00 am - 9:10 amORD-LGA
2h 10mnonstop
$74Delta
Find Deal
Fri, Mar 28
1:15 pm - 4:26 pmORD-EWR
2h 11mnonstop
$79American Airlines
Find Deal
Tue, May 27
6:10 pm - 9:28 pmORD-LGA
2h 18mnonstop
$79United Airlines
Find Deal
Sat, Apr 26
6:10 am - 9:10 amMDW-LGA
2h 00mnonstop
$79Southwest
Find Deal
Wed, Apr 30
4:05 pm - 11:30 pmORD-LGA
6h 25m1 stop
$84United Airlines
Find Deal
Fri, Mar 7
6:06 pm - 8:04 amORD-EWR
12h 58m1 stop
9:18 am - 11:05 amEWR-ORD
2h 47mnonstop
$107Spirit Airlines
Find Deal
Fri, Jan 24 - Wed, Feb 26
7:00 am - 10:04 amORD-LGA
2h 04mnonstop
9:15 pm - 10:55 pmLGA-ORD
2h 40mnonstop
$114Spirit Airlines
Find Deal
Sun, Jan 26 - Sat, Feb 1
7:00 am - 8:59 pmMDW-LGA
12h 59m1 stop
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
$122Frontier
Find Deal
Sun, Jan 26 - Tue, Jan 28
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
11:00 am - 4:16 pmJFK-MDW
6h 16m1 stop
$185Frontier
Find Deal
Sun, Jan 26 - Tue, Jan 28
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
9:00 am - 10:47 amJFK-ORD
2h 47mnonstop
$195American Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
8:12 am - 2:59 pmORD-JFK
5h 47m1 stop
9:00 am - 10:47 amJFK-ORD
2h 47mnonstop
$209American Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
10:35 am - 1:40 pmMDW-LGA
2h 05mnonstop
3:30 pm - 5:10 pmLGA-MDW
2h 40mnonstop
$229Southwest
Find Deal
Sun, Jan 26 - Fri, Jan 31
7:30 am - 5:20 pmORD-LGA
8h 50m1 stop
9:40 pm - 10:20 amLGA-ORD
13h 40m1 stop
$237Southwest
Find Deal
Sun, Jan 26 - Fri, Jan 31
6:00 am - 9:11 amORD-EWR
2h 11mnonstop
11:32 am - 1:10 pmEWR-ORD
2h 38mnonstop
$286United Airlines
Find Deal
Sun, Jan 26 - Sun, Jan 26
7:47 pm - 10:59 pmORD-EWR
2h 12mnonstop
9:25 pm - 10:57 pmEWR-ORD
2h 32mnonstop
$291United Airlines
Find Deal
Sun, Jan 26 - Wed, Jan 29
5:15 am - 8:23 amORD-EWR
2h 08mnonstop
9:18 am - 11:05 amEWR-ORD
2h 47mnonstop
$60Spirit Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
5:22 pm - 8:39 pmORD-EWR
2h 17mnonstop
6:00 am - 7:44 amEWR-ORD
2h 44mnonstop
$68Spirit Airlines
Find Deal
Tue, Mar 11 - Wed, Mar 19
8:10 am - 11:19 amORD-EWR
2h 09mnonstop
1:29 pm - 3:10 pmEWR-ORD
2h 41mnonstop
$134American Airlines
Find Deal
Tue, Apr 1 - Tue, Apr 1
2:44 pm - 5:55 pmMDW-PHL
2h 11mnonstop
12:32 pm - 1:46 pmPHL-MDW
2h 14mnonstop
$137Frontier
Find Deal
Wed, May 28 - Sat, May 31
4:30 pm - 7:28 pmMDW-PHL
1h 58mnonstop
8:23 pm - 9:40 pmPHL-MDW
2h 17mnonstop
$143Frontier
Find Deal
Thu, Apr 17 - Sun, Apr 20
2:50 pm - 5:58 pmORD-EWR
2h 08mnonstop
7:05 am - 8:48 amEWR-ORD
2h 43mnonstop
$143American Airlines
Find Deal
Tue, Feb 11 - Wed, Feb 19
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$147Southwest
Find Deal
Tue, Feb 11 - Wed, Feb 12
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$157Southwest
Find Deal
Fri, Feb 7 - Tue, Feb 11
6:08 pm - 9:01 pmORD-IAD
1h 53mnonstop
8:25 am - 9:44 amIAD-ORD
2h 19mnonstop
$177United Airlines
Find Deal
Tue, Feb 11 - Wed, Feb 12
12:00 pm - 3:14 pmORD-LGA
2h 14mnonstop
6:10 am - 7:57 amLGA-ORD
2h 47mnonstop
$178United Airlines
Find Deal
Tue, Mar 25 - Fri, Mar 28

Delta flights from Chicago to Pennsylvania

Our best Delta deals on Chicago to Pennsylvania flight tickets
Delta
Mar 3
ORD2:00 pmChicago O'Hare Intl
2h 22m
JFK5:22 pmNew York John F Kennedy Intl
Mar 6
JFK7:29 pmNew York John F Kennedy Intl
2h 55m
ORD9:24 pmChicago O'Hare Intl
Delta
Feb 20
ORD8:35 amChicago O'Hare Intl
2h 20m
LGA11:55 amNew York LaGuardia
Feb 24
LGA6:00 amNew York LaGuardia
2h 48m
ORD7:48 amChicago O'Hare Intl
Delta
Jun 10
ORD8:30 amChicago O'Hare Intl
2h 22m
LGA11:52 amNew York LaGuardia
Jun 18
LGA5:30 pmNew York LaGuardia
2h 55m
ORD7:25 pmChicago O'Hare Intl

JetBlue flights from Chicago to Pennsylvania

Our best JetBlue deals on Chicago to Pennsylvania flight tickets
JetBlue
Feb 20
ORD5:40 pmChicago O'Hare Intl
2h 29m
JFK9:09 pmNew York John F Kennedy Intl
Feb 27
JFK9:15 amNew York John F Kennedy Intl
2h 44m
ORD10:59 amChicago O'Hare Intl
JetBlue
Feb 20
ORD5:40 pmChicago O'Hare Intl
2h 29m
JFK9:09 pmNew York John F Kennedy Intl
Feb 24
JFK2:55 pmNew York John F Kennedy Intl
2h 50m
ORD4:45 pmChicago O'Hare Intl
JetBlue
Mar 1
ORD11:32 amChicago O'Hare Intl
2h 18m
JFK2:50 pmNew York John F Kennedy Intl
Mar 6
JFK9:15 amNew York John F Kennedy Intl
2h 44m
ORD10:59 amChicago O'Hare Intl

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 August is, on average, the cheapest month to fly to Pennsylvania from Chicago, with most prices found around $117. If you don’t want to visit Pennsylvania in August, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $128.

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 $272. 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 Monday because tickets tend to average around $396. 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 morning. Flights from Chicago to Pennsylvania during this time can be as low as $201. In contrast, the most expensive time of day to depart to Pennsylvania is in the afternoon when prices are around $262.

What is the cheapest Chicago to Pennsylvania flight route?

Fly from Chicago Midway to Pittsburgh 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 11 weeks ahead of your departure date. In general, you can expect to find flights to Pennsylvania for around $238 when searching 11 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 $170 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.

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

$29

Fastest flight time

1h 43m

Direct flights

Every day

Airports in Pennsylvania

5 airports
The best one-way flight to Pennsylvania from Chicago in the past 72 hours is $29. The best round-trip flight deal from Chicago to Pennsylvania found on momondo in the last 72 hours is $60.
The fastest flight from Chicago to Pennsylvania takes 1h 43m
Direct flights go from Chicago to Pennsylvania every day.
There are 5 airports near Pennsylvania: Newark (EWR), Washington, D.C. Reagan-National (DCA), Philadelphia (PHL), New York LaGuardia (LGA), Washington, D.C. Dulles Intl (IAD)

  • 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
FrontierPriceFrom $50Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
American AirlinesPriceFrom $113Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $137Free CancellationRating
7.4
8,984 reviews
Search United Airlines flights
SouthwestPriceFrom $159Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
8.0
8,521 reviews
Search Delta 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.


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Popular flights according to clicks in the last 7 days on momondo