$76 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 5/27. 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

Tue, May 26 - Tue, Jun 2
Frontier Logo
10:00 pm - 7:55 am
LGA
-
ORD
10h 55m
1 stop
Frontier Logo
6:55 am - 5:48 pm
ORD
-
LGA
9h 53m
1 stop
$160Frontier
Thu, Jun 4 - Mon, Jun 8
Frontier Logo
6:29 am - 10:02 pm
LGA
-
MDW
16h 33m
1 stop
Frontier Logo
12:04 pm - 5:53 pm
MDW
-
LGA
28h 49m
1 stop
$162Frontier
Tue, May 26 - Thu, May 28
Multiple Airlines Logo
1:00 pm - 7:41 pm
JFK
-
ORD
7h 41m
1 stop
Multiple Airlines Logo
3:27 pm - 6:59 pm
ORD
-
JFK
2h 32mnonstop
$164Multiple Airlines
Tue, May 26 - Tue, Jun 2
Multiple Airlines Logo
1:00 pm - 7:41 pm
JFK
-
ORD
7h 41m
1 stop
Multiple Airlines Logo
3:27 pm - 6:59 pm
ORD
-
JFK
2h 32mnonstop
$169Multiple Airlines
Wed, Jul 22 - Tue, Jul 28
JetBlue Logo
7:05 am - 8:48 am
JFK
-
ORD
2h 43mnonstop
JetBlue Logo
9:39 am - 12:55 pm
ORD
-
JFK
2h 16mnonstop
$172JetBlue
Sat, Aug 29 - Mon, Aug 31
JetBlue Logo
2:29 pm - 4:15 pm
JFK
-
ORD
2h 46mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$174JetBlue
Tue, Jul 7 - Mon, Jul 13
Delta Logo
7:20 am - 9:13 am
JFK
-
ORD
2h 53mnonstop
Delta Logo
6:00 am - 9:24 am
ORD
-
JFK
2h 24mnonstop
$177Delta
Tue, Jul 7 - Sat, Jul 11
United Airlines Logo
7:15 am - 9:00 am
EWR
-
ORD
2h 45mnonstop
United Airlines Logo
8:04 pm - 11:36 pm
ORD
-
EWR
2h 32mnonstop
$177United Airlines
Mon, Jun 29 - Tue, Jul 14
United Airlines Logo
7:00 am - 8:30 am
LGA
-
ORD
2h 30mnonstop
United Airlines Logo
8:00 am - 11:17 am
ORD
-
LGA
2h 17mnonstop
$177United Airlines
Sat, Jun 27 - Mon, Jun 29
Delta Logo
5:55 pm - 8:02 pm
LGA
-
ORD
3h 07mnonstop
Delta Logo
7:05 am - 10:24 am
ORD
-
LGA
2h 19mnonstop
$178Delta
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Good to know

Low seasonJanuary
Cheapest flight$76
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Newark Liberty Airport to Chicago Midway 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
Saint John
Griffith

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.