$80 Find Cheap Flights from New York State to Chicago - Compare and Save

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 8/11. 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

Wed, Jul 8 - Tue, Jul 14
JetBlue Logo
7:05 am - 8:50 am
JFK
-
ORD
2h 45mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$184JetBlue
Wed, Jul 8 - Wed, Jul 8
JetBlue Logo
7:05 am - 8:50 am
JFK
-
ORD
2h 45mnonstop
JetBlue Logo
6:30 pm - 10:06 pm
ORD
-
JFK
2h 36mnonstop
$187JetBlue
Wed, Jul 15 - Sat, Jul 18
United Airlines Logo
10:15 am - 11:57 am
LGA
-
ORD
2h 42mnonstop
United Airlines Logo
7:45 pm - 11:15 pm
ORD
-
LGA
2h 30mnonstop
$187United Airlines
Wed, Jul 15 - Tue, Jul 28
Southwest Logo
9:30 pm - 11:00 pm
LGA
-
MDW
2h 30mnonstop
Southwest Logo
7:45 pm - 11:00 pm
MDW
-
LGA
2h 15mnonstop
$187Southwest
Sat, Jul 11 - Tue, Jul 14
American Airlines Logo
6:34 am - 8:20 am
LGA
-
ORD
2h 46mnonstop
American Airlines Logo
6:00 am - 9:17 am
ORD
-
LGA
2h 17mnonstop
$188American Airlines
Tue, Jul 21 - Tue, Jul 28
American Airlines Logo
7:59 am - 10:02 am
JFK
-
ORD
3h 03mnonstop
American Airlines Logo
4:30 pm - 8:04 pm
ORD
-
JFK
2h 34mnonstop
$189American Airlines
Mon, Sep 14 - Wed, Sep 16
United Airlines Logo
7:20 am - 9:00 am
LGA
-
ORD
2h 40mnonstop
United Airlines Logo
6:00 am - 9:13 am
ORD
-
LGA
2h 13mnonstop
$192United Airlines
Tue, Sep 22 - Sat, Sep 26
Southwest Logo
5:40 pm - 7:10 pm
LGA
-
MDW
2h 30mnonstop
Southwest Logo
7:50 am - 11:00 am
MDW
-
LGA
2h 10mnonstop
$192Southwest
Sat, Aug 29 - Tue, Sep 1
Delta Logo
8:30 am - 3:38 pm
EWR
-
MDW
8h 08m
1 stop
Delta Logo
6:05 am - 12:18 pm
MDW
-
EWR
5h 13m
1 stop
$207Delta
Mon, Aug 31 - Sat, Sep 5
Delta Logo
8:30 am - 3:44 pm
EWR
-
MDW
8h 14m
1 stop
Delta Logo
4:52 pm - 11:56 pm
MDW
-
EWR
6h 04m
1 stop
$215Delta
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Good to know

Low seasonJanuary
Cheapest flight$80
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Buffalo 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
Schererville
Munster
Chesterton
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.