$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 5/4. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Mon, Apr 13 - Tue, Apr 21
Spirit Airlines Logo
6:30 am - 8:01 am
LGA
-
ORD
2h 31mnonstop
Spirit Airlines Logo
2:09 pm - 5:20 pm
ORD
-
LGA
2h 11mnonstop
$105Spirit Airlines
Sat, Apr 18 - Sat, Apr 25
Spirit Airlines Logo
2:38 pm - 4:14 pm
LGA
-
ORD
2h 36mnonstop
Spirit Airlines Logo
10:33 am - 1:43 pm
ORD
-
LGA
2h 10mnonstop
$106Spirit Airlines
Wed, Apr 22 - Tue, Apr 28
Multiple Airlines Logo
6:15 pm - 7:57 pm
LGA
-
ORD
2h 42mnonstop
Multiple Airlines Logo
11:07 am - 5:45 pm
ORD
-
LGA
5h 38m
1 stop
$114Multiple Airlines
Thu, Apr 30 - Mon, May 4
Frontier Logo
11:30 am - 1:00 pm
EWR
-
MDW
2h 30mnonstop
Frontier Logo
2:15 pm - 1:16 am
MDW
-
EWR
10h 01m
1 stop
$117Frontier
Sat, Apr 18 - Wed, Apr 22
Multiple Airlines Logo
10:08 am - 11:42 am
EWR
-
ORD
2h 34mnonstop
Multiple Airlines Logo
6:08 pm - 1:16 am
ORD
-
EWR
6h 08m
1 stop
$117Multiple Airlines
Tue, Apr 21 - Thu, Apr 23
Frontier Logo
11:30 am - 1:00 pm
EWR
-
MDW
2h 30mnonstop
Frontier Logo
2:15 pm - 1:16 am
MDW
-
EWR
10h 01m
1 stop
$118Frontier
Tue, Apr 21 - Tue, Apr 28
JetBlue Logo
6:00 am - 7:41 am
JFK
-
ORD
2h 41mnonstop
JetBlue Logo
8:31 am - 11:49 am
ORD
-
JFK
2h 18mnonstop
$154JetBlue
Sat, Apr 25 - Mon, Apr 27
JetBlue Logo
6:00 am - 7:41 am
JFK
-
ORD
2h 41mnonstop
JetBlue Logo
8:31 am - 11:50 am
ORD
-
JFK
2h 19mnonstop
$155JetBlue
Tue, May 5 - Wed, May 6
Delta Logo
3:24 pm - 5:41 pm
JFK
-
ORD
3h 17mnonstop
Delta Logo
6:04 am - 9:29 am
ORD
-
JFK
2h 25mnonstop
$159Delta
Sat, Apr 18 - Tue, Apr 21
Delta Logo
8:19 am - 10:28 am
JFK
-
ORD
3h 09mnonstop
Delta Logo
6:04 am - 9:29 am
ORD
-
JFK
2h 25mnonstop
$160Delta
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$59
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Newark Liberty 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.

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 $533
Business Class flights to Chicagofrom $548
Premium Economy Class flights to Chicagofrom $561
Economy Class flights to Chicagofrom $193