Cheap flights from New York State to Chicago from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York State to Chicago departing on 12/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Frontier Logo
4:07 pm - 5:59 pmJFK-ORD
2h 52mnonstop
Frontier Logo
4:01 pm - 12:59 amORD-JFK
7h 58m1 stop
$95Frontier
Find Deal
Sat, Nov 22 - Wed, Dec 3
Spirit Airlines Logo
8:41 pm - 10:11 pmLGA-ORD
2h 30mnonstop
Spirit Airlines Logo
4:38 pm - 7:42 pmORD-LGA
2h 04mnonstop
$95Spirit Airlines
Find Deal
Sat, Dec 13 - Mon, Dec 15
Multiple Airlines Logo
4:59 pm - 6:34 pmLGA-ORD
2h 35mnonstop
Multiple Airlines Logo
12:37 pm - 7:29 pmORD-LGA
5h 52m1 stop
$99Multiple Airlines
Find Deal
Sat, Nov 15 - Wed, Nov 19
Multiple Airlines Logo
12:30 pm - 6:46 pmLGA-ORD
7h 16m1 stop
Multiple Airlines Logo
4:38 pm - 7:42 pmORD-LGA
2h 04mnonstop
$100Multiple Airlines
Find Deal
Wed, Dec 3 - Sat, Dec 6
JetBlue Logo
8:00 pm - 9:52 pmJFK-ORD
2h 52mnonstop
JetBlue Logo
7:00 am - 10:17 amORD-JFK
2h 17mnonstop
$135JetBlue
Find Deal
Tue, Dec 2 - Wed, Dec 3
Delta Logo
5:40 pm - 7:22 pmLGA-ORD
2h 42mnonstop
Delta Logo
8:25 pm - 11:39 pmORD-LGA
2h 14mnonstop
$136Delta
Find Deal
Sat, Dec 6 - Mon, Dec 8
Delta Logo
8:01 am - 9:56 amJFK-ORD
2h 55mnonstop
Delta Logo
10:36 am - 1:59 pmORD-JFK
2h 23mnonstop
$137Delta
Find Deal
Thu, Dec 11 - Tue, Dec 16
United Airlines Logo
7:00 am - 8:47 amEWR-ORD
2h 47mnonstop
United Airlines Logo
3:35 pm - 6:56 pmORD-EWR
2h 21mnonstop
$137United Airlines
Find Deal
Wed, Dec 3 - Mon, Dec 8
United Airlines Logo
6:59 pm - 8:46 pmEWR-ORD
2h 47mnonstop
United Airlines Logo
7:10 am - 10:20 amORD-EWR
2h 10mnonstop
$143United Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
JetBlue Logo
5:00 pm - 9:52 pmBUF-ORD
5h 52m1 stop
JetBlue Logo
7:00 am - 3:59 pmORD-BUF
7h 59m1 stop
$153JetBlue
Find Deal
Wed, Dec 3 - Wed, Dec 10

JetBlue flights from State of New York to Chicago

Our best JetBlue deals on State of New York to Chicago flight tickets
JetBlue
Dec 2
JFK8:00 pmNew York John F Kennedy Intl
2h 52m
ORD9:52 pmChicago O'Hare Intl
Dec 3
ORD7:00 amChicago O'Hare Intl
2h 17m
JFK10:17 amNew York John F Kennedy Intl
JetBlue
Nov 18
JFK7:00 pmNew York John F Kennedy Intl
2h 52m
ORD8:52 pmChicago O'Hare Intl
Nov 20
ORD1:43 pmChicago O'Hare Intl
2h 16m
JFK4:59 pmNew York John F Kennedy Intl
JetBlue
Nov 19
JFK8:00 pmNew York John F Kennedy Intl
2h 52m
ORD9:52 pmChicago O'Hare Intl
Nov 26
ORD6:00 amChicago O'Hare Intl
2h 17m
JFK9:17 amNew York John F Kennedy Intl

American Airlines flights from State of New York to Chicago

Our best American Airlines deals on State of New York to Chicago flight tickets
American Airlines
Dec 6
EWR7:07 amNewark
2h 58m
ORD9:05 amChicago O'Hare Intl
Dec 8
ORD7:27 pmChicago O'Hare Intl
2h 14m
EWR10:41 pmNewark
American Airlines
Nov 16
EWR7:00 amNewark
2h 53m
ORD8:53 amChicago O'Hare Intl
Nov 18
ORD7:14 pmChicago O'Hare Intl
2h 16m
EWR10:30 pmNewark
American Airlines
Nov 23
EWR7:00 amNewark
2h 53m
ORD8:53 amChicago O'Hare Intl
Dec 2
ORD7:14 pmChicago O'Hare Intl
2h 16m
EWR10:30 pmNewark

momondo Fare Finder

 
Customize your flight search to find flights from State of New York to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 5, 2025.
Use the filters below to find and compare flights from New York State to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 11/22

4:07 pm-5:59 pm

Nonstop2h 52m

Chicago O'Hare Intl

Wed 12/3

4:01 pm-12:59 am

1 stop7h 58m

$95

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 12/13

8:41 pm-10:11 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 12/15

4:38 pm-7:42 pm

Nonstop2h 04m

$95

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 11/15

4:59 pm-6:34 pm

Nonstop2h 35m

Chicago O'Hare Intl

Wed 11/19

12:37 pm-7:29 pm

1 stop5h 52m

$99

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 12/3

12:30 pm-6:46 pm

1 stop7h 16m

Chicago O'Hare Intl

Sat 12/6

4:38 pm-7:42 pm

Nonstop2h 04m

$100

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 12/2

8:00 pm-9:52 pm

Nonstop2h 52m

Chicago O'Hare Intl

Wed 12/3

7:00 am-10:17 am

Nonstop2h 17m

$135

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 12/6

5:40 pm-7:22 pm

Nonstop2h 42m

Chicago O'Hare Intl

Mon 12/8

8:25 pm-11:39 pm

Nonstop2h 14m

$136

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 12/11

8:01 am-9:56 am

Nonstop2h 55m

Chicago O'Hare Intl

Tue 12/16

10:36 am-1:59 pm

Nonstop2h 23m

$137

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 12/3

7:00 am-8:47 am

Nonstop2h 47m

Chicago O'Hare Intl

Mon 12/8

3:35 pm-6:56 pm

Nonstop2h 21m

$137

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 12/5

6:59 pm-8:46 pm

Nonstop2h 47m

Chicago O'Hare Intl

Mon 12/8

7:10 am-10:20 am

Nonstop2h 10m

$143

BuffaloChicago

BUF - ORD

BUFORD

Buffalo

Wed 12/3

5:00 pm-9:52 pm

1 stop5h 52m

Chicago O'Hare Intl

Wed 12/10

7:00 am-3:59 pm

1 stop7h 59m

$153

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from State of New York to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from State of New York, with most prices found around $184. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from State of New York to Chicago during February average around $189.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $292. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from State of New York to Chicago for around $384.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from State of New York to Chicago during this time can be as low as $271. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $367.

What is the cheapest New York to Chicago flight route?

Fly from New York John F Kennedy Intl to Chicago O'Hare Intl for the best New York - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from State of New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $248 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from State of New York for as low as $186 on momondo.

What cabin class options are available on New York to Chicago flights?

There are 4 cabin classes available to choose from on New York to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on State of New York to Chicago flights?

No. A direct flight is the cheapest option for a flight between State of New York to Chicago.

Cheap State of New York to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from State of New York to Chicago

Best Price Found

$83

Fastest flight time

1h 54m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from State of New York in the past 72 hours is $83. The best round-trip flight deal from State of New York to Chicago found on momondo in the last 72 hours is $131.
The fastest flight from State of New York to Chicago takes 1h 54m
Direct flights go from State of New York to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
  • When did momondo last update prices for flights from New York to Chicago?

    Prices for flights from New York to Chicago were last updated today.

  • How many operators does momondo search for flights from New York to Chicago?

  • How old do you have to be to fly from New York to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from New York to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from State of New York to Chicago?

Best airlines flying from State of New York to Chicago

Compare and see reviews for airlines that fly from State of New York to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $55Free CancellationRating
5.8
3,115 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $67Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
JetBluePriceFrom $87Free CancellationRating
7.2
2,908 reviews
Search JetBlue flights
DeltaPriceFrom $101Free CancellationRating
7.9
8,004 reviews
Search Delta flights
United AirlinesPriceFrom $147Free CancellationRating
7.4
9,001 reviews
Search United Airlines flights
American AirlinesPriceFrom $147Free CancellationRating
7.2
11,039 reviews
Search American Airlines flights
SouthwestPriceFrom $156Free CancellationRating
8.0
4,239 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from New York to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from New York on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from New York to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from New York to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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1 adult
Fri 12/5
Fri 12/12

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago