$55 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 3/18. 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
$94
Typical prices: $147-$281
Frontier
Wed 2/11Mon 2/16
JFK - ORD • 1 stop
Cheapest non-stop
$94
Typical prices: $147-$277
Frontier
Sun 2/15Mon 2/16
JFK - ORD • Non-stop
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Flight Deals
Useful Info
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

Wed, Feb 11 - Mon, Feb 16
Frontier Logo
6:05 am - 4:42 pm
JFK
-
ORD
11h 37m1 stop
Frontier Logo
6:40 am - 10:04 am
ORD
-
JFK
2h 24mnonstop
$94Frontier
Wed, Feb 4 - Sat, Feb 7
Spirit Airlines Logo
2:05 pm - 9:44 pm
EWR
-
ORD
8h 39m1 stop
Spirit Airlines Logo
4:38 pm - 7:46 pm
ORD
-
EWR
2h 08mnonstop
$94Spirit Airlines
Thu, Feb 5 - Mon, Feb 9
Multiple Airlines Logo
4:29 pm - 6:29 pm
JFK
-
ORD
3h 00mnonstop
Multiple Airlines Logo
9:40 am - 12:56 pm
ORD
-
JFK
2h 16mnonstop
$98Multiple Airlines
Fri, Jan 30 - Thu, Feb 12
Multiple Airlines Logo
4:29 pm - 6:29 pm
JFK
-
ORD
3h 00mnonstop
Multiple Airlines Logo
6:04 am - 9:20 am
ORD
-
JFK
2h 16mnonstop
$99Multiple Airlines
Thu, Feb 5 - Sat, Feb 7
Southwest Logo
9:00 am - 10:40 am
LGA
-
MDW
2h 40mnonstop
Southwest Logo
5:35 pm - 8:40 pm
MDW
-
LGA
2h 05mnonstop
$111Southwest
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
6:00 am - 7:40 am
LGA
-
MDW
2h 40mnonstop
Southwest Logo
6:05 am - 9:10 am
MDW
-
LGA
2h 05mnonstop
$113Southwest
Thu, Mar 19 - Tue, Mar 24
American Airlines Logo
9:35 am - 10:57 am
DCA
-
ORD
2h 22mnonstop
American Airlines Logo
12:51 pm - 3:44 pm
ORD
-
DCA
1h 53mnonstop
$143American Airlines
Thu, Jan 29 - Mon, Feb 2
American Airlines Logo
1:44 pm - 3:17 pm
DCA
-
ORD
2h 33mnonstop
American Airlines Logo
3:48 pm - 6:44 pm
ORD
-
DCA
1h 56mnonstop
$145American Airlines
Wed, Feb 4 - Wed, Feb 11
United Airlines Logo
12:00 pm - 1:15 pm
DCA
-
ORD
2h 15mnonstop
United Airlines Logo
10:52 am - 4:34 pm
ORD
-
DCA
4h 42m1 stop
$160United Airlines
Thu, Jan 29 - Mon, Feb 2
United Airlines Logo
8:25 am - 9:49 am
DCA
-
ORD
2h 24mnonstop
United Airlines Logo
11:15 am - 2:16 pm
ORD
-
DCA
2h 01mnonstop
$171United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$55
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Newark Liberty 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 $490
Business Class flights to Chicagofrom $561
Prem Econ Class flights to Chicagofrom $436
Economy Class flights to Chicagofrom $146