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>

$55 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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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.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from New York to Chicago

Fri, Dec 12 - Wed, Dec 17

1:00 pm - 2:57 pmJFK-ORD

2h 57mnonstop

4:01 pm - 12:59 amORD-JFK

7h 58m1 stop

$96Frontier

Find Deal

Sat, Dec 13 - Mon, Dec 15

8:41 pm - 10:11 pmLGA-ORD

2h 30mnonstop

4:38 pm - 7:42 pmORD-LGA

2h 04mnonstop

$96Spirit Airlines

Find Deal

Sat, Nov 15 - Wed, Nov 19

8:59 am - 10:30 amLGA-ORD

2h 31mnonstop

12:37 pm - 7:29 pmORD-LGA

5h 52m1 stop

$99Multiple Airlines

Find Deal

Mon, Nov 17 - Mon, Dec 15

6:21 am - 4:56 pmLGA-ORD

11h 35m1 stop

4:38 pm - 7:42 pmORD-LGA

2h 04mnonstop

$106Multiple Airlines

Find Deal

Tue, Dec 2 - Wed, Dec 3

8:00 pm - 9:52 pmJFK-ORD

2h 52mnonstop

7:00 am - 10:17 amORD-JFK

2h 17mnonstop

$135JetBlue

Find Deal

Sat, Dec 6 - Mon, Dec 8

8:01 am - 9:56 amJFK-ORD

2h 55mnonstop

1:23 pm - 4:47 pmORD-JFK

2h 24mnonstop

$136Delta

Find Deal

Sat, Dec 6 - Mon, Dec 8

5:40 pm - 7:22 pmLGA-ORD

2h 42mnonstop

8:25 pm - 11:39 pmORD-LGA

2h 14mnonstop

$136Delta

Find Deal

Wed, Dec 3 - Wed, Dec 10

8:00 am - 9:48 amEWR-ORD

2h 48mnonstop

6:00 am - 9:07 amORD-EWR

2h 07mnonstop

$137United Airlines

Find Deal

Sat, Nov 22 - Tue, Dec 16

8:30 pm - 10:21 pmJFK-ORD

2h 51mnonstop

7:00 am - 10:17 amORD-JFK

2h 17mnonstop

$143JetBlue

Find Deal

Fri, Dec 5 - Mon, Dec 8

3:25 pm - 5:09 pmEWR-ORD

2h 44mnonstop

9:15 am - 12:28 pmORD-EWR

2h 13mnonstop

$143United Airlines

Find Deal

Cheapest round-trip

$96

Overall average: $287

Frontier

Fri 12/12Wed 12/17

JFK - ORD • Non-stop

Cheapest non-stop

$97

Typical prices: $183-$436

Frontier

Sat 11/22Mon 12/15

JFK - ORD • Non-stop

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KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Useful Info

Low season	January
High season	November
Cheapest flight	$55

Best time to beat the crowds with an average 11% drop in price.

Most popular time to fly with an average 2% increase in price.

Flight from Syracuse to Chicago O'Hare Airport

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.

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

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 $297

Business Class flights to Chicagofrom $314

Prem Econ Class flights to Chicagofrom $287

Economy Class flights to Chicagofrom $56

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$55 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

Everything you should know

Good to know

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?

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