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Cheap flights from New York to Chicago from £52

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 to Chicago departing on 8/1. 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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Cheap return flights

JetBlue Logo
10:30 - 12:10JFK-ORD
2h 40mdirect
JetBlue Logo
13:35 - 16:59ORD-JFK
2h 24mdirect
£98JetBlue
Find Deal
Tue, 30 Sep - Wed, 1 Oct
United Airlines Logo
18:30 - 20:07LGA-ORD
2h 37mdirect
United Airlines Logo
08:00 - 11:16ORD-LGA
2h 16mdirect
£98United Airlines
Find Deal
Tue, 30 Sep - Wed, 1 Oct
Delta Logo
10:29 - 12:18JFK-ORD
2h 49mdirect
Delta Logo
18:20 - 22:00ORD-JFK
2h 40mdirect
£101Delta
Find Deal
Tue, 14 Oct - Sat, 25 Oct
Delta Logo
08:30 - 10:22LGA-ORD
2h 52mdirect
Delta Logo
10:35 - 13:56ORD-LGA
2h 21mdirect
£101Delta
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Wed, 28 Jan - Sat, 31 Jan
Spirit Airlines Logo
07:44 - 18:38LGA-ORD
11h 54m1 stop
Spirit Airlines Logo
11:08 - 14:03ORD-LGA
1h 55mdirect
£102Spirit Airlines
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Tue, 28 Oct - Thu, 30 Oct
Southwest Logo
07:20 - 15:20LGA-ORD
9h 00m1 stop
Southwest Logo
12:40 - 23:20ORD-LGA
9h 40m1 stop
£103Southwest
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Tue, 21 Oct - Wed, 22 Oct
Logo
08:29 - 10:13LGA-ORD
2h 44mdirect
Logo
05:11 - 11:29ORD-LGA
5h 18m1 stop
£107
Find Deal
Sun, 26 Oct - Sun, 2 Nov
Spirit Airlines Logo
11:59 - 18:38LGA-ORD
7h 39m1 stop
Spirit Airlines Logo
10:27 - 22:41ORD-LGA
11h 14m1 stop
£112Spirit Airlines
Find Deal
Tue, 7 Oct - Fri, 10 Oct
Southwest Logo
06:25 - 12:15LGA-ORD
6h 50m1 stop
Southwest Logo
13:45 - 23:15ORD-LGA
8h 30m1 stop
£113Southwest
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Sat, 15 Nov - Wed, 19 Nov
Logo
22:56 - 09:37LGA-ORD
11h 41m1 stop
Logo
11:13 - 14:18ORD-LGA
2h 05mdirect
£123
Find Deal
Sun, 21 Sep - Tue, 23 Sep

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

Our best JetBlue deals on New York to Chicago O'Hare Intl Airport flight tickets
JetBlue
30 Sept
JFK10:30New York John F Kennedy Intl
2h 40m
ORD12:10Chicago O'Hare Intl
1 Oct
ORD13:35Chicago O'Hare Intl
2h 24m
JFK16:59New York John F Kennedy Intl
£98
Find similar
JetBlue
21 Oct
JFK10:30New York John F Kennedy Intl
2h 52m
ORD12:22Chicago O'Hare Intl
29 Oct
ORD06:45Chicago O'Hare Intl
2h 14m
JFK09:59New York John F Kennedy Intl
£99
Find similar
JetBlue
7 Jan
JFK11:30New York John F Kennedy Intl
2h 53m
ORD13:23Chicago O'Hare Intl
8 Jan
ORD09:00Chicago O'Hare Intl
2h 17m
JFK12:17New York John F Kennedy Intl
£100
Find similar

United Airlines flights from New York to Chicago O'Hare Intl Airport

Our best United Airlines deals on New York to Chicago O'Hare Intl Airport flight tickets
United Airlines
30 Sept
LGA18:30New York LaGuardia
2h 37m
ORD20:07Chicago O'Hare Intl
1 Oct
ORD08:00Chicago O'Hare Intl
2h 16m
LGA11:16New York LaGuardia
£98
Find similar
United Airlines
8 Oct
LGA16:28New York LaGuardia
2h 37m
ORD18:05Chicago O'Hare Intl
17 Oct
ORD18:30Chicago O'Hare Intl
2h 24m
LGA21:54New York LaGuardia
£104
Find similar
United Airlines
30 Sept
LGA08:25New York LaGuardia
2h 37m
ORD10:02Chicago O'Hare Intl
5 Oct
ORD06:00Chicago O'Hare Intl
2h 16m
LGA09:16New York LaGuardia
£106
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momondo Fare Finder

 
Customise your flight search to find flights from 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 279,928 searches. Data last updated 12 September 2025.
Use the filters below to find and compare flights from New York to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 30/9

10:30-12:10

Nonstop2h 40m

Chicago O'Hare Intl

Wed 1/10

13:35-16:59

Nonstop2h 24m

£98

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 30/9

18:30-20:07

Nonstop2h 37m

Chicago O'Hare Intl

Wed 1/10

08:00-11:16

Nonstop2h 16m

£98

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 14/10

10:29-12:18

Nonstop2h 49m

Chicago O'Hare Intl

Sat 25/10

18:20-22:00

Nonstop2h 40m

£101

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 28/1

08:30-10:22

Nonstop2h 52m

Chicago O'Hare Intl

Sat 31/1

10:35-13:56

Nonstop2h 21m

£101

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 28/10

07:44-18:38

1 stop11h 54m

Chicago O'Hare Intl

Thu 30/10

11:08-14:03

Nonstop1h 55m

£102

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 21/10

07:20-15:20

1 stop9h 00m

Chicago O'Hare Intl

Wed 22/10

12:40-23:20

1 stop9h 40m

£103

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 26/10

08:29-10:13

Nonstop2h 44m

Chicago O'Hare Intl

Sun 2/11

05:11-11:29

1 stop5h 18m

£107

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 7/10

11:59-18:38

1 stop7h 39m

Chicago O'Hare Intl

Fri 10/10

10:27-22:41

1 stop11h 14m

£112

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 15/11

06:25-12:15

1 stop6h 50m

Chicago O'Hare Intl

Wed 19/11

13:45-23:15

1 stop8h 30m

£113

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 21/9

22:56-09:37

1 stop11h 41m

Chicago O'Hare Intl

Tue 23/9

11:13-14:18

Nonstop2h 05m

£123

Flights are sorted by cheapest return 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 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 cheapest month to fly to Chicago O'Hare Intl Airport from New York is in January. Flight prices, which tend to average around £134, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Chicago O'Hare Intl Airport from New York during September instead. Flights to Chicago O'Hare Intl Airport in September, while not as cheap as those in January, still average around £145.

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

The cheapest day to depart from New York to Chicago O'Hare Intl Airport is on a Tuesday. Travellers who choose to depart for Chicago O'Hare Intl Airport on a Tuesday will often find tickets for as low as £119. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Chicago O'Hare Intl Airport on Wednesday is £261.

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

The cheapest time of day to fly to Chicago O'Hare Intl Airport is in the evening when flights can be purchased for as low as £186. In contrast, the most expensive time of day to depart to Chicago O'Hare Intl Airport is in the afternoon when prices are around £269.

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

Fly from New York John F Kennedy Intl 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 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 £185 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from New York for as low as £148 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 New York to Chicago O'Hare Intl Airport flights?

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

How have New York to Chicago O'Hare Intl Airport flight prices changed over time?

As of September 2025, prices for New York to Chicago O'Hare Intl Airport flights are approximately 25% cheaper when compared to flights at the same time last year.

When to book flights from New York to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from New York to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap New York to Chicago O'Hare Intl Airport (NYC to ORD) flight deals and tips

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

Best price found

£51

Fastest flight time

2h 25m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from New York in the past 72 hours is £51. The best return flight deal from New York to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is £137.
The fastest flight from New York to Chicago O'Hare Intl Airport takes 2h 25m
Direct flights go from New York to Chicago O'Hare Intl Airport every day.
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  • How far is New York to Chicago O'Hare Intl by plane?

    There are 725.2 mi between New York and Chicago O'Hare Intl. 2h 27m is a normal flight duration for this route.

  • 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 are refreshed on a daily basis.

  • 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 required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from New York to Chicago O'Hare Intl Airport?

  • What is the most popular airline from New York to Chicago O'Hare Intl Airport?

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

Compare and see reviews for airlines that fly from New York to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom £84Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights

  • Spirit Airlines Flights From New York to Chicago O'Hare Intl Airport

    Spirit Airlines flight deals from New York to Chicago O'Hare Intl Airport start from £114 round-trip. Over the 6 Spirit Airlines flights for this route in a normal week, average airfare is usually £123 round-trip - but some users have found much cheaper deals with momondo.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Racine
Evanston
Northbrook
Schaumburg
Lincolnshire
Glenview
Lake Geneva
Joliet
Oak Brook
Oak Park
Elgin
Rosemont

Why use momondo?

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

Finding the right flight to Chicago from New York is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for New York to Chicago flights to just show those with flexible booking policies.

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?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from New York and alert you when they change.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
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