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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$35 CHEAP FLIGHTS from New York State to Chicago

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

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Flights 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.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from New York to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from New York to Chicago.

Discover the best prices for you by selecting your travel dates on KAYAK.

5:55 am - 7:27 amEWR-ORD

2h 32mnonstop

9:08 pm - 12:29 amORD-EWR

2h 21mnonstop

$72Spirit Airlines

Find Deal

Wed, May 28 - Wed, Jun 4

6:30 pm - 8:07 pmLGA-ORD

2h 37mnonstop

5:51 am - 9:00 amORD-LGA

2h 09mnonstop

$74Spirit Airlines

Find Deal

Wed, May 28 - Wed, Jun 4

11:00 am - 12:48 pmJFK-ORD

2h 48mnonstop

6:18 pm - 10:00 pmORD-JFK

2h 42mnonstop

$137Delta

Find Deal

Tue, May 13 - Tue, May 13

7:15 am - 8:56 amLGA-ORD

2h 41mnonstop

8:15 pm - 11:40 pmORD-LGA

2h 25mnonstop

$137Delta

Find Deal

Tue, May 20 - Wed, May 21

6:10 am - 7:30 amLGA-MDW

2h 20mnonstop

8:20 pm - 11:25 pmMDW-LGA

2h 05mnonstop

$137Southwest

Find Deal

Tue, May 13 - Wed, May 14

9:00 am - 11:09 amJFK-ORD

3h 09mnonstop

4:44 pm - 8:00 pmORD-JFK

2h 16mnonstop

$138American Airlines

Find Deal

Tue, May 13 - Wed, May 14

8:30 pm - 10:12 pmEWR-ORD

2h 42mnonstop

6:00 am - 9:13 amORD-EWR

2h 13mnonstop

$147United Airlines

Find Deal

Sat, May 24 - Sun, May 25

3:55 pm - 5:34 pmJFK-ORD

2h 39mnonstop

4:44 pm - 8:00 pmORD-JFK

2h 16mnonstop

$153American Airlines

Find Deal

Tue, May 20 - Thu, May 22

6:10 am - 7:30 amLGA-MDW

2h 20mnonstop

1:05 pm - 4:10 pmMDW-LGA

2h 05mnonstop

$157Southwest

Find Deal

Wed, May 14 - Wed, May 21

6:25 am - 8:00 amLGA-ORD

2h 35mnonstop

4:25 pm - 11:30 pmORD-LGA

6h 05m1 stop

$157United Airlines

Find Deal

Wed, May 14 - Wed, May 14

Useful Info

Low season	January
High season	May
Cheapest flight	$35

Best time to beat the crowds with an average 8% drop in price.

Most popular time to fly and prices are also 0% lower on average.

Flight from Newark Liberty Airport to Chicago O'Hare Airport

SheenaFlew with SouthwestLGA-MDWJun 2024

Get to the airport early. NY airports are always busy, even when you have TSA pre check

MelanieFlew with United AirlinesBUF-ORDAug 2024

I was pleased with United's service, staff, efficiency.

Verified travelerFlew with Air CanadaALB-ORDFeb 2024

Be prepared, travel with just what u truly need. Be considerate of others

AyeshaFlew with SouthwestLGA-MDWDec 2023

Great airports at both location. Always like flying southwest. Best airline.

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.

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to New York

First Class flights to Chicagofrom $446

Business Class flights to Chicagofrom $488

Prem Econ Class flights to Chicagofrom $391

Economy Class flights to Chicagofrom $128

$35 Find Cheap Flights from New York State to Chicago

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

Cheap Flights from New York to Chicago

Recent round-trip flight deals from New York to Chicago

Recent one-way flight deals from New York to Chicago

Recent last minute flight deals from New York to Chicago

Recent direct flight deals from New York to Chicago

Good to know

Flights from New York to Chicago: the best tips from KAYAK users

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.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to New York

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight