$59 Find Cheap Flights from Pennsylvania to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 12/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$87
Typical prices: $197-$472
Frontier
Thu 12/4Mon 12/8
JFK - ORD • 1 stop
Cheapest non-stop
$87
Typical prices: $203-$412
Spirit Airlines
Tue 12/2Wed 12/3
LGA - ORD • Non-stop
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Flight Deals
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Flight Deals

Cheap Flights from Pennsylvania to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pennsylvania to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Pennsylvania to Chicago

Thu, Dec 4 - Mon, Dec 8
Frontier Logo
10:00 am - 5:27 pmJFK-ORD
8h 27m1 stop
Frontier Logo
8:36 am - 12:00 pmORD-JFK
2h 24mnonstop
$87Frontier
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Thu, Dec 4 - Sat, Dec 6
Spirit Airlines Logo
8:41 pm - 10:11 pmLGA-ORD
2h 30mnonstop
Spirit Airlines Logo
4:38 pm - 7:42 pmORD-LGA
2h 04mnonstop
$87Spirit Airlines
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Wed, Dec 10 - Wed, Jan 7
Frontier Logo
1:00 pm - 2:57 pmJFK-ORD
2h 57mnonstop
Frontier Logo
4:49 pm - 12:59 amORD-JFK
7h 10m1 stop
$88Frontier
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Fri, Jan 9 - Wed, Jan 14
Frontier Logo
1:00 pm - 2:57 pmJFK-ORD
2h 57mnonstop
Frontier Logo
6:00 pm - 1:13 amORD-JFK
6h 13m1 stop
$89Frontier
Find Deal
Wed, Dec 10 - Sat, Dec 13
Frontier Logo
1:00 pm - 2:57 pmJFK-ORD
2h 57mnonstop
Frontier Logo
1:24 pm - 12:59 amORD-JFK
10h 35m1 stop
$90Frontier
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Fri, Feb 20 - Sun, Feb 22
Frontier Logo
11:00 am - 12:57 pmJFK-ORD
2h 57mnonstop
Frontier Logo
6:40 am - 10:04 amORD-JFK
2h 24mnonstop
$91Frontier
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Mon, Feb 9 - Thu, Feb 12
Frontier Logo
4:29 pm - 6:29 pmJFK-ORD
3h 00mnonstop
Frontier Logo
6:40 am - 10:04 amORD-JFK
2h 24mnonstop
$92Frontier
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Mon, Dec 8 - Sat, Dec 13
Multiple Airlines Logo
12:33 pm - 2:03 pmPHL-ORD
2h 30mnonstop
Multiple Airlines Logo
3:26 pm - 11:16 pmORD-PHL
6h 50m1 stop
$104Multiple Airlines
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Wed, Jan 14 - Thu, Jan 22
Multiple Airlines Logo
11:30 am - 4:52 pmEWR-ORD
6h 22m1 stop
Multiple Airlines Logo
4:38 pm - 7:46 pmORD-EWR
2h 08mnonstop
$116Multiple Airlines
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Wed, Nov 26 - Sun, Nov 30
JetBlue Logo
2:10 pm - 7:50 pmDCA-ORD
6h 40m1 stop
JetBlue Logo
8:04 am - 2:59 pmORD-DCA
5h 55m1 stop
$196JetBlue
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Useful Info

Good to know

Low seasonJanuary
Cheapest flight$59
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from New York John F Kennedy Airport to Chicago O'Hare Airport

FAQs for booking flights from Pennsylvania to Chicago

  • How does KAYAK find such low prices on flights from Pennsylvania to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Pennsylvania to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Pennsylvania to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Pennsylvania is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Pennsylvania to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Pennsylvania with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Pennsylvania to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Pennsylvania up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Pennsylvania

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $378
Business Class flights to Chicagofrom $446
Prem Econ Class flights to Chicagofrom $438
Economy Class flights to Chicagofrom $93