$62 Find Cheap Flights from New York State 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 4/7. 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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Flight Deals

Cheap Flights from New York to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York 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 New York to Chicago

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
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
$107Spirit Airlines
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
Fri, Apr 17 - Sun, Apr 19
Frontier Logo
1:54 pm - 4:00 pm
EWR
-
MDW
27h 06m
1 stop
Frontier Logo
7:30 am - 10:38 am
MDW
-
EWR
2h 08mnonstop
$119Frontier
Sat, Jul 11 - Wed, Jul 15
American Airlines Logo
1:50 pm - 3:46 pm
JFK
-
ORD
2h 56mnonstop
American Airlines Logo
4:26 pm - 8:00 pm
ORD
-
JFK
2h 34mnonstop
$119American Airlines
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
$119Multiple Airlines
Sat, Jun 6 - Sat, Jun 13
American Airlines Logo
9:59 am - 11:47 am
JFK
-
ORD
2h 48mnonstop
American Airlines Logo
4:44 pm - 8:15 pm
ORD
-
JFK
2h 31mnonstop
$153American Airlines
Thu, Apr 23 - 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
Thu, Apr 16 - Mon, Apr 20
JetBlue Logo
6:00 am - 7:41 am
JFK
-
ORD
2h 41mnonstop
JetBlue Logo
8:31 am - 11:50 am
ORD
-
JFK
2h 19mnonstop
$164JetBlue
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$59
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Newark Liberty Airport to Chicago O'Hare Airport

FAQs for booking flights from New York State to Chicago

  • How does KAYAK find such low prices on flights from New York State 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 New York State to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York State 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 New York State 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 New York State with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York State 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 New York State 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 New York

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.