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>

$53 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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Cheap Flights from New York to Chicago

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

Tue, Mar 10 - Tue, Mar 17

7:40 am - 9:22 am

LGA

ORD

2h 42mnonstop

7:31 pm - 10:36 pm

ORD

LGA

2h 05mnonstop

$81Spirit Airlines

Tue, Mar 17 - Thu, Mar 26

4:29 pm - 6:29 pm

JFK

ORD

3h 00mnonstop

12:05 pm - 3:29 pm

ORD

JFK

2h 24mnonstop

$82Frontier

Tue, Apr 14 - Sat, Apr 25

11:30 am - 1:00 pm

EWR

MDW

2h 30mnonstop

7:34 pm - 8:12 am

MDW

EWR

11h 38m

1 stop

$96Multiple Airlines

Sat, Apr 18 - Mon, Apr 27

9:29 pm - 11:05 pm

EWR

ORD

2h 36mnonstop

12:37 pm - 11:25 pm

ORD

EWR

9h 48m

1 stop

$103Multiple Airlines

Wed, Apr 29 - Mon, May 4

7:25 am - 8:50 am

LGA

MDW

2h 25mnonstop

7:50 pm - 10:55 pm

MDW

LGA

2h 05mnonstop

$136Southwest

Wed, Apr 29 - Sat, May 2

6:00 am - 7:25 am

LGA

MDW

2h 25mnonstop

6:10 pm - 9:15 pm

MDW

LGA

2h 05mnonstop

$141Southwest

Thu, Apr 2 - Mon, Apr 20

5:15 am - 6:37 am

SYR

ORD

2h 22mnonstop

6:00 am - 3:45 pm

ORD

SYR

8h 45m

1 stop

$242American Airlines

Fri, May 29 - Sun, May 31

6:00 am - 9:53 am

SYR

ORD

4h 53m

1 stop

3:27 pm - 11:52 pm

ORD

SYR

7h 25m

1 stop

$247JetBlue

Thu, Apr 9 - Mon, Apr 13

11:30 am - 12:54 pm

SYR

ORD

2h 24mnonstop

8:02 pm - 11:05 pm

ORD

SYR

2h 03mnonstop

$248American Airlines

Thu, Apr 16 - Mon, Apr 20

6:00 am - 10:44 am

SYR

ORD

5h 44m

1 stop

11:30 am - 11:53 pm

ORD

SYR

11h 23m

1 stop

$252JetBlue

Useful Info

Low season	January
High season	May
Cheapest flight	$53

Best time to beat the crowds with an average 12% drop in price.

Most popular time to fly and prices are also 6% lower on average.

Flight from New York LaGuardia Airport 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

Munster

Schererville

Porter

Monticello

Griffith

Saint John

Everything you need to know for your flight to Chicago

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Origins

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Return flight deals

Cabin class types available on flights to New York

First Class flights to Chicagofrom $509

Business Class flights to Chicagofrom $379

Premium Economy Class flights to Chicagofrom $157

Economy Class flights to Chicagofrom $56

$53 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

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