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Cheap flights from New York to Chicago from £29

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 3/12. 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 return flights

Spirit Airlines Logo
15:13 - 16:51LGA-ORD
2h 38mdirect
Spirit Airlines Logo
11:13 - 14:18ORD-LGA
2h 05mdirect
£67Spirit Airlines
Find Deal
Di, 9 Sep - Mi, 10 Sep
Spirit Airlines Logo
15:13 - 16:51LGA-ORD
2h 38mdirect
Spirit Airlines Logo
11:13 - 14:18ORD-LGA
2h 05mdirect
£76Spirit Airlines
Find Deal
Do, 30 Okt - So, 2 Nov
JetBlue Logo
20:00 - 21:48JFK-ORD
2h 48mdirect
JetBlue Logo
06:45 - 09:59ORD-JFK
2h 14mdirect
£91JetBlue
Find Deal
Di, 4 Nov - Sa, 8 Nov
Frontier Logo
12:59 - 20:19JFK-ORD
8h 20m1 stop
Frontier Logo
06:40 - 10:03ORD-JFK
2h 23mdirect
£96Frontier
Find Deal
Di, 4 Nov - Sa, 8 Nov
JetBlue Logo
20:30 - 22:28JFK-ORD
2h 58mdirect
JetBlue Logo
06:10 - 09:29ORD-JFK
2h 19mdirect
£103JetBlue
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Sa, 30 Aug - Mi, 3 Sep
Delta Logo
19:29 - 21:47JFK-ORD
3h 18mdirect
Delta Logo
07:00 - 10:23ORD-JFK
2h 23mdirect
£106Delta
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Mi, 3 Sep - Mi, 10 Sep
Delta Logo
16:05 - 18:02LGA-ORD
2h 57mdirect
Delta Logo
20:10 - 23:40ORD-LGA
2h 30mdirect
£106Delta
Find Deal
Mi, 3 Sep - Di, 9 Sep
United Airlines Logo
06:00 - 07:38EWR-ORD
2h 38mdirect
United Airlines Logo
08:45 - 11:59ORD-EWR
2h 14mdirect
£110United Airlines
Find Deal
Mi, 10 Sep - Sa, 13 Sep
United Airlines Logo
21:44 - 23:25EWR-ORD
2h 41mdirect
United Airlines Logo
07:10 - 10:28ORD-EWR
2h 18mdirect
£114United Airlines
Find Deal
Mi, 27 Aug - Mi, 3 Sep
Frontier Logo
12:30 - 23:58JFK-ORD
12h 28m1 stop
Frontier Logo
20:49 - 10:26ORD-JFK
12h 37m1 stop
£138Frontier
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Do, 25 Sep - So, 28 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
4 Nov
JFK20:00New York John F Kennedy Intl
2h 48m
ORD21:48Chicago O'Hare Intl
8 Nov
ORD06:45Chicago O'Hare Intl
2h 14m
JFK09:59New York John F Kennedy Intl
£91
Find similar
JetBlue
30 Aug
JFK20:30New York John F Kennedy Intl
2h 58m
ORD22:28Chicago O'Hare Intl
3 Sept
ORD06:10Chicago O'Hare Intl
2h 19m
JFK09:29New York John F Kennedy Intl
£103
Find similar
JetBlue
10 Sept
JFK10:30New York John F Kennedy Intl
2h 40m
ORD12:10Chicago O'Hare Intl
17 Sept
ORD13:37Chicago O'Hare Intl
2h 22m
JFK16:59New York John F Kennedy Intl
£107
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Spirit Airlines flights from New York to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on New York to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
9 Sept
LGA15:13New York LaGuardia
2h 38m
ORD16:51Chicago O'Hare Intl
10 Sept
ORD11:13Chicago O'Hare Intl
2h 05m
LGA14:18New York LaGuardia
£67
Find similar
Spirit Airlines
30 Oct
LGA15:13New York LaGuardia
2h 38m
ORD16:51Chicago O'Hare Intl
2 Nov
ORD11:13Chicago O'Hare Intl
2h 05m
LGA14:18New York LaGuardia
£76
Find similar
Spirit Airlines
9 Sept
LGA15:13New York LaGuardia
2h 38m
ORD16:51Chicago O'Hare Intl
10 Sept
ORD06:30Chicago O'Hare Intl
12h 59m
1 stop
LGA20:29New York LaGuardia
£82
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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 30 Juli 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

LGA - ORD

LGAORD

New York LaGuardia

Di 9/9

15:13-16:51

Nonstop2h 38m

Chicago O'Hare Intl

Mi 10/9

11:13-14:18

Nonstop2h 05m

£67

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Do 30/10

15:13-16:51

Nonstop2h 38m

Chicago O'Hare Intl

So 2/11

11:13-14:18

Nonstop2h 05m

£76

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Di 4/11

20:00-21:48

Nonstop2h 48m

Chicago O'Hare Intl

Sa 8/11

06:45-09:59

Nonstop2h 14m

£91

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Di 4/11

12:59-20:19

1 stop8h 20m

Chicago O'Hare Intl

Sa 8/11

06:40-10:03

Nonstop2h 23m

£96

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sa 30/8

20:30-22:28

Nonstop2h 58m

Chicago O'Hare Intl

Mi 3/9

06:10-09:29

Nonstop2h 19m

£103

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mi 3/9

19:29-21:47

Nonstop3h 18m

Chicago O'Hare Intl

Mi 10/9

07:00-10:23

Nonstop2h 23m

£106

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mi 3/9

16:05-18:02

Nonstop2h 57m

Chicago O'Hare Intl

Di 9/9

20:10-23:40

Nonstop2h 30m

£106

NewarkChicago

EWR - ORD

EWRORD

Newark

Mi 10/9

06:00-07:38

Nonstop2h 38m

Chicago O'Hare Intl

Sa 13/9

08:45-11:59

Nonstop2h 14m

£110

NewarkChicago

EWR - ORD

EWRORD

Newark

Mi 27/8

21:44-23:25

Nonstop2h 41m

Chicago O'Hare Intl

Mi 3/9

07:10-10:28

Nonstop2h 18m

£114

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Do 25/9

12:30-23:58

1 stop12h 28m

Chicago O'Hare Intl

So 28/9

20:49-10:26

1 stop12h 37m

£138

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 £137, 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 £144.

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 £118. 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 £252.

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 morning when flights can be purchased for as low as £181. In contrast, the most expensive time of day to depart to Chicago O'Hare Intl Airport is in the afternoon when prices are around £290.

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

Fly from Newark 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 £183 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 £142 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 July 2025, prices for New York to Chicago O'Hare Intl Airport flights are approximately 20% 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

£29

Fastest flight time

2h 24m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from New York in the past 72 hours is £29. The best return flight deal from New York to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is £67.
The fastest flight from New York to Chicago O'Hare Intl Airport takes 2h 24m
Direct flights go from New York to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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 24m 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
JetBluePriceFrom £51Free CancellationRating
7.2
2,913 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom £85Free CancellationRating
6.3
8,040 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom £95Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

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

    JetBlue flight deals from New York to Chicago O'Hare Intl Airport start from £68 round-trip. Over the 2 JetBlue flights for this route in a normal week, average airfare is usually £136 round-trip - but some users have found much cheaper deals with momondo.

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

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from New York to Chicago O'Hare Intl Airport about 41 times each week, with ticket deals ranging from £127 to £217. Price data is based on momondo searches in the last 72 hours.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Evanston
Northbrook
Schaumburg
Lake Geneva
Lincolnshire
Glenview
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

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