$58 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 4/15. 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
$86
Overall average: $253
Frontier
Fri 4/24Mon 4/27
JFK - ORD • Non-stop
Cheapest one-way
$58
Typical prices: $95-$258
Spirit Airlines
Wed 4/15
EWR - ORD • 1 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

Fri, Apr 24 - Mon, Apr 27
Frontier Logo
11:04 am - 1:00 pm
JFK
-
ORD
2h 56mnonstop
Frontier Logo
6:31 am - 10:00 am
ORD
-
JFK
2h 29mnonstop
$86Frontier
Sat, Mar 21 - Sat, Mar 28
Spirit Airlines Logo
8:42 am - 10:20 am
LGA
-
ORD
2h 38mnonstop
Spirit Airlines Logo
7:31 pm - 10:36 pm
ORD
-
LGA
2h 05mnonstop
$86Spirit Airlines
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
11:03 am - 1:03 pm
JFK
-
ORD
3h 00mnonstop
Frontier Logo
6:40 am - 10:04 am
ORD
-
JFK
2h 24mnonstop
$87Frontier
Tue, Feb 24 - Tue, Feb 24
Spirit Airlines Logo
7:40 am - 9:22 am
LGA
-
ORD
2h 42mnonstop
Spirit Airlines Logo
5:58 pm - 8:59 pm
ORD
-
LGA
2h 01mnonstop
$87Spirit Airlines
Wed, Mar 4 - Sun, Mar 8
Multiple Airlines Logo
5:15 am - 7:07 pm
EWR
-
MDW
14h 52m
1 stop
Multiple Airlines Logo
7:30 am - 10:30 am
MDW
-
EWR
2h 00mnonstop
$91Multiple Airlines
Sun, Mar 8 - Thu, Mar 12
Multiple Airlines Logo
11:30 am - 1:02 pm
EWR
-
MDW
2h 32mnonstop
Multiple Airlines Logo
2:41 pm - 11:29 pm
MDW
-
EWR
7h 48m
1 stop
$96Multiple Airlines
Mon, Apr 20 - Wed, Apr 22
Southwest Logo
6:00 am - 7:25 am
LGA
-
MDW
2h 25mnonstop
Southwest Logo
9:30 am - 12:35 pm
MDW
-
LGA
2h 05mnonstop
$137Southwest
Tue, Mar 31 - Thu, Apr 2
Southwest Logo
6:50 am - 8:20 am
LGA
-
MDW
2h 30mnonstop
Southwest Logo
5:15 am - 8:15 am
MDW
-
LGA
2h 00mnonstop
$142Southwest
Tue, Apr 7 - Wed, Apr 8
United Airlines Logo
7:00 pm - 8:35 pm
DCA
-
ORD
2h 35mnonstop
United Airlines Logo
11:15 am - 2:14 pm
ORD
-
DCA
1h 59mnonstop
$197United Airlines
Sun, Mar 8 - Tue, Mar 10
JetBlue Logo
6:00 am - 11:48 am
DCA
-
ORD
6h 48m
1 stop
JetBlue Logo
10:00 am - 4:04 pm
ORD
-
DCA
5h 04m
1 stop
$207JetBlue
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$58
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 3% lower on average.
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
Griffith
Saint John

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 $455
Business Class flights to Chicagofrom $491
Premium Economy Class flights to Chicagofrom $488
Economy Class flights to Chicagofrom $169