$43 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 8/25. 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

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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

Mon, Aug 25 - Thu, Aug 28
Frontier Logo
10:47 am - 12:20 pmPHL-ORD
2h 33mnonstop
Frontier Logo
6:35 am - 9:52 amORD-PHL
2h 17mnonstop
$95Frontier
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Mon, Aug 18 - Thu, Aug 21
Frontier Logo
5:48 pm - 7:27 pmPHL-ORD
2h 39mnonstop
Frontier Logo
6:35 am - 9:52 amORD-PHL
2h 17mnonstop
$97Frontier
Find Deal
Fri, Sep 19 - Sun, Sep 21
Logo
3:13 pm - 4:51 pmLGA-ORD
2h 38mnonstop
Logo
7:45 am - 4:41 pmORD-LGA
7h 56m1 stop
$116
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Tue, Jul 22 - Wed, Jul 23
Logo
6:30 am - 4:38 pmLGA-ORD
11h 08m1 stop
Logo
5:51 am - 9:00 amORD-LGA
2h 09mnonstop
$118
Find Deal
Wed, Jul 23 - Tue, Jul 29
Spirit Airlines Logo
6:30 pm - 8:00 pmLGA-ORD
2h 30mnonstop
Spirit Airlines Logo
5:51 am - 9:00 amORD-LGA
2h 09mnonstop
$119Spirit Airlines
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Tue, Jul 22 - Tue, Jul 29
Spirit Airlines Logo
6:30 pm - 8:00 pmLGA-ORD
2h 30mnonstop
Spirit Airlines Logo
5:51 am - 9:00 amORD-LGA
2h 09mnonstop
$120Spirit Airlines
Find Deal
Sat, Aug 30 - Tue, Sep 2
JetBlue Logo
9:29 am - 11:18 amJFK-ORD
2h 49mnonstop
JetBlue Logo
11:35 am - 2:58 pmORD-JFK
2h 23mnonstop
$137JetBlue
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Sat, Aug 30 - Wed, Sep 3
Southwest Logo
7:30 am - 8:50 amLGA-MDW
2h 20mnonstop
Southwest Logo
5:55 pm - 9:10 pmMDW-LGA
2h 15mnonstop
$137Southwest
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Tue, Sep 2 - Sat, Sep 6
JetBlue Logo
8:30 pm - 10:28 pmJFK-ORD
2h 58mnonstop
JetBlue Logo
8:34 am - 12:00 pmORD-JFK
2h 26mnonstop
$142JetBlue
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Tue, Sep 16 - Tue, Sep 16
Southwest Logo
6:00 am - 7:20 amLGA-MDW
2h 20mnonstop
Southwest Logo
7:05 pm - 10:15 pmMDW-LGA
2h 10mnonstop
$147Southwest
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$43
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from New York John F Kennedy Airport to Chicago Midway 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.

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 $489
Business Class flights to Chicagofrom $596
Prem Econ Class flights to Chicagofrom $381
Economy Class flights to Chicagofrom $77

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