Cheap flights from New York State to Chicago from $27

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 9/6. 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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Cheap round-trip flights

Spirit Airlines Logo
3:13 pm - 4:51 pmLGA-ORD
2h 38mnonstop
Spirit Airlines Logo
11:57 am - 11:25 pmORD-LGA
10h 28m1 stop
$66Spirit Airlines
Find Deal
Wed, Sep 10 - Sat, Sep 13
Spirit Airlines Logo
6:30 am - 4:12 pmLGA-ORD
10h 42m1 stop
Spirit Airlines Logo
4:35 pm - 7:41 pmORD-LGA
2h 06mnonstop
$68Spirit Airlines
Find Deal
Tue, Sep 9 - Sat, Sep 13
Frontier Logo
11:00 am - 12:45 pmJFK-ORD
2h 45mnonstop
Frontier Logo
6:40 am - 10:03 amORD-JFK
2h 23mnonstop
$104Frontier
Find Deal
Sat, Nov 8 - Mon, Nov 10
Frontier Logo
11:00 am - 12:45 pmJFK-ORD
2h 45mnonstop
Frontier Logo
6:40 am - 10:03 amORD-JFK
2h 23mnonstop
$105Frontier
Find Deal
Sat, Oct 18 - Wed, Oct 22
United Airlines Logo
7:00 am - 8:38 amEWR-ORD
2h 38mnonstop
United Airlines Logo
7:10 am - 10:28 amORD-EWR
2h 18mnonstop
$117United Airlines
Find Deal
Wed, Sep 3 - Wed, Sep 10
American Airlines Logo
7:22 pm - 9:01 pmEWR-ORD
2h 39mnonstop
American Airlines Logo
3:42 pm - 6:59 pmORD-EWR
2h 17mnonstop
$118American Airlines
Find Deal
Sat, Sep 20 - Sat, Sep 27
American Airlines Logo
7:19 am - 9:05 amEWR-ORD
2h 46mnonstop
American Airlines Logo
5:35 pm - 8:45 pmORD-EWR
2h 10mnonstop
$119American Airlines
Find Deal
Tue, Jan 6 - Wed, Jan 7
United Airlines Logo
9:44 pm - 11:25 pmEWR-ORD
2h 41mnonstop
United Airlines Logo
9:08 pm - 12:30 amORD-EWR
2h 22mnonstop
$121United Airlines
Find Deal
Fri, Sep 5 - Mon, Sep 8
JetBlue Logo
8:30 pm - 10:28 pmJFK-ORD
2h 58mnonstop
JetBlue Logo
1:37 pm - 4:59 pmORD-JFK
2h 22mnonstop
$123JetBlue
Find Deal
Tue, Sep 2 - Tue, Sep 9
JetBlue Logo
8:30 pm - 10:28 pmJFK-ORD
2h 58mnonstop
JetBlue Logo
1:37 pm - 4:59 pmORD-JFK
2h 22mnonstop
$127JetBlue
Find Deal
Tue, Sep 2 - Tue, Sep 9

JetBlue flights from State of New York to Chicago O'Hare Intl Airport

Our best JetBlue deals on State of New York to Chicago O'Hare Intl Airport flight tickets
JetBlue
Sep 2
JFK8:30 pmNew York John F Kennedy Intl
2h 58m
ORD10:28 pmChicago O'Hare Intl
Sep 9
ORD1:37 pmChicago O'Hare Intl
2h 22m
JFK4:59 pmNew York John F Kennedy Intl
JetBlue
Sep 2
JFK8:30 pmNew York John F Kennedy Intl
2h 58m
ORD10:28 pmChicago O'Hare Intl
Sep 9
ORD1:37 pmChicago O'Hare Intl
2h 22m
JFK4:59 pmNew York John F Kennedy Intl
JetBlue
Sep 2
JFK8:30 pmNew York John F Kennedy Intl
2h 58m
ORD10:28 pmChicago O'Hare Intl
Sep 3
ORD6:10 amChicago O'Hare Intl
2h 19m
JFK9:29 amNew York John F Kennedy Intl

Spirit Airlines flights from State of New York to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on State of New York to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Sep 10
LGA3:13 pmNew York LaGuardia
2h 38m
ORD4:51 pmChicago O'Hare Intl
Sep 13
ORD11:57 amChicago O'Hare Intl
10h 28m
1 stop
LGA11:25 pmNew York LaGuardia
Spirit Airlines
Sep 9
LGA6:30 amNew York LaGuardia
10h 42m
1 stop
ORD4:12 pmChicago O'Hare Intl
Sep 13
ORD4:35 pmChicago O'Hare Intl
2h 06m
LGA7:41 pmNew York LaGuardia
Spirit Airlines
Sep 10
LGA6:00 amNew York LaGuardia
12h 39m
1 stop
ORD5:39 pmChicago O'Hare Intl
Sep 13
ORD11:12 amChicago O'Hare Intl
2h 05m
LGA2:17 pmNew York LaGuardia

momondo Fare Finder

 
Customize your flight search to find flights from State of New York to Chicago O'Hare Intl Airport 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 August 6, 2025.
Use the filters below to find and compare flights from New York State to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 9/10

3:13 pm-4:51 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sat 9/13

11:57 am-11:25 pm

1 stop10h 28m

$66

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 9/9

6:30 am-4:12 pm

1 stop10h 42m

Chicago O'Hare Intl

Sat 9/13

4:35 pm-7:41 pm

Nonstop2h 06m

$68

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 11/8

11:00 am-12:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Mon 11/10

6:40 am-10:03 am

Nonstop2h 23m

$104

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 10/18

11:00 am-12:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Wed 10/22

6:40 am-10:03 am

Nonstop2h 23m

$105

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 9/3

7:00 am-8:38 am

Nonstop2h 38m

Chicago O'Hare Intl

Wed 9/10

7:10 am-10:28 am

Nonstop2h 18m

$117

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 9/20

7:22 pm-9:01 pm

Nonstop2h 39m

Chicago O'Hare Intl

Sat 9/27

3:42 pm-6:59 pm

Nonstop2h 17m

$118

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 1/6

7:19 am-9:05 am

Nonstop2h 46m

Chicago O'Hare Intl

Wed 1/7

5:35 pm-8:45 pm

Nonstop2h 10m

$119

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 9/5

9:44 pm-11:25 pm

Nonstop2h 41m

Chicago O'Hare Intl

Mon 9/8

9:08 pm-12:30 am

Nonstop2h 22m

$121

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 9/2

8:30 pm-10:28 pm

Nonstop2h 58m

Chicago O'Hare Intl

Tue 9/9

1:37 pm-4:59 pm

Nonstop2h 22m

$123

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 9/2

8:30 pm-10:28 pm

Nonstop2h 58m

Chicago O'Hare Intl

Tue 9/9

1:37 pm-4:59 pm

Nonstop2h 22m

$127

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 O'Hare Intl Airport

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 O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from State of New York averaging around $193.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $293. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from State of New York because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $379.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from State of New York in the evening is the least expensive time of day to depart. momondo users have found prices as low as $248 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $355. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest New York to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from State of New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $245 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from State of New York for as low as $190 on momondo.

What cabin class options are available on New York to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on New York to Chicago O'Hare Intl 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 O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between State of New York to Chicago O'Hare Intl Airport.

Cheap State of New York to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from State of New York to Chicago O'Hare Intl Airport

Best Price Found

$27

Fastest flight time

1h 54m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from State of New York in the past 72 hours is $27. The best round-trip flight deal from State of New York to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $66.
The fastest flight from State of New York to Chicago O'Hare Intl Airport takes 1h 54m
Direct flights go from State of New York to Chicago O'Hare Intl Airport every day.
  • When did momondo last update prices for flights from New York to Chicago O'Hare Intl Airport?

    Prices for flights from New York to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from New York to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from New York to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New York to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport. 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 O'Hare Intl Airport?

Best airlines flying from State of New York to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from State of New York to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $58Free CancellationRating
5.8
3,232 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $66Free CancellationRating
6.3
8,051 reviews
Search Spirit Airlines flights
JetBluePriceFrom $84Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
United AirlinesPriceFrom $96Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
DeltaPriceFrom $101Free CancellationRating
8.0
7,985 reviews
Search Delta flights
American AirlinesPriceFrom $138Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $336Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Rockford
Schaumburg
South Haven
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Tinley Park
Elgin
Orland Park
Aurora
Janesville
Benton Harbor

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 helps you find the best flight between New York and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for New York to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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