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Cheap flights from New York to Chicago from €59

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 8/11. 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

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JetBlue Logo
19:00 - 20:52JFK-ORD
2h 52mdirect
JetBlue Logo
06:45 - 09:59ORD-JFK
2h 14mdirect
€101JetBlue
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Wed, 5 Nov - Sat, 8 Nov
United Airlines Logo
07:15 - 08:57LGA-ORD
2h 42mdirect
United Airlines Logo
14:00 - 17:07ORD-LGA
2h 07mdirect
€101United Airlines
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Wed, 5 Nov - Wed, 12 Nov
Frontier Logo
11:00 - 12:45JFK-ORD
2h 45mdirect
Frontier Logo
06:40 - 10:03ORD-JFK
2h 23mdirect
€102Frontier
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Sat, 15 Nov - Sun, 16 Nov
Multiple Airlines Logo
06:20 - 12:00LGA-ORD
6h 40m1 stop
Multiple Airlines Logo
16:42 - 19:46ORD-LGA
2h 04mdirect
€102Multiple Airlines
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Sat, 6 Dec - Mon, 8 Dec
Multiple Airlines Logo
19:56 - 21:26LGA-ORD
2h 30mdirect
Multiple Airlines Logo
11:01 - 21:13ORD-LGA
9h 12m1 stop
€103Multiple Airlines
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Fri, 5 Dec - Mon, 8 Dec
Frontier Logo
06:25 - 11:30JFK-ORD
6h 05m1 stop
Frontier Logo
06:40 - 10:03ORD-JFK
2h 23mdirect
€106Frontier
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Sat, 15 Nov - Sun, 16 Nov
Spirit Airlines Logo
08:59 - 10:30LGA-ORD
2h 31mdirect
Spirit Airlines Logo
19:34 - 22:42ORD-LGA
2h 08mdirect
€107Spirit Airlines
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Sat, 15 Nov - Sun, 16 Nov
American Airlines Logo
07:00 - 08:47LGA-ORD
2h 47mdirect
American Airlines Logo
14:47 - 18:04ORD-LGA
2h 17mdirect
€109American Airlines
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Fri, 5 Dec - Mon, 8 Dec
Spirit Airlines Logo
16:59 - 18:34LGA-ORD
2h 35mdirect
Spirit Airlines Logo
15:26 - 10:00ORD-LGA
17h 34m1 stop
€111Spirit Airlines
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Thu, 13 Nov - Mon, 17 Nov
American Airlines Logo
07:00 - 08:53EWR-ORD
2h 53mdirect
American Airlines Logo
19:14 - 22:30ORD-EWR
2h 16mdirect
€141American Airlines
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Thu, 13 Nov - Mon, 17 Nov

United Airlines flights from New York to Chicago

Our best United Airlines deals on New York to Chicago flight tickets
United Airlines
5 Nov
LGA07:15New York LaGuardia
2h 42m
ORD08:57Chicago O'Hare Intl
12 Nov
ORD14:00Chicago O'Hare Intl
2h 07m
LGA17:07New York LaGuardia
€101
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United Airlines
13 Dec
LGA07:20New York LaGuardia
2h 42m
ORD09:02Chicago O'Hare Intl
22 Dec
ORD18:30Chicago O'Hare Intl
2h 21m
LGA21:51New York LaGuardia
€104
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United Airlines
5 Dec
LGA16:15New York LaGuardia
2h 42m
ORD17:57Chicago O'Hare Intl
8 Dec
ORD07:00Chicago O'Hare Intl
2h 07m
LGA10:07New York LaGuardia
€108
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Frontier flights from New York to Chicago

Our best Frontier deals on New York to Chicago flight tickets
Frontier
15 Nov
JFK11:00New York John F Kennedy Intl
2h 45m
ORD12:45Chicago O'Hare Intl
16 Nov
ORD06:40Chicago O'Hare Intl
2h 23m
JFK10:03New York John F Kennedy Intl
€102
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Frontier
15 Nov
JFK06:25New York John F Kennedy Intl
6h 05m
1 stop
ORD11:30Chicago O'Hare Intl
16 Nov
ORD06:40Chicago O'Hare Intl
2h 23m
JFK10:03New York John F Kennedy Intl
€106
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Frontier
13 Nov
JFK13:05New York John F Kennedy Intl
12h 54m
1 stop
ORD00:59Chicago O'Hare Intl
16 Nov
ORD06:40Chicago O'Hare Intl
2h 23m
JFK10:03New York John F Kennedy Intl
€111
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momondo Fare Finder

 
Customise your flight search to find flights from 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 13,528 searches. Data last updated 23 October 2025.
Use the filters below to find and compare flights from New York 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

Wed 5/11

19:00-20:52

Nonstop2h 52m

Chicago O'Hare Intl

Sat 8/11

06:45-09:59

Nonstop2h 14m

€101

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 5/11

07:15-08:57

Nonstop2h 42m

Chicago O'Hare Intl

Wed 12/11

14:00-17:07

Nonstop2h 07m

€101

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 15/11

11:00-12:45

Nonstop2h 45m

Chicago O'Hare Intl

Sun 16/11

06:40-10:03

Nonstop2h 23m

€102

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 6/12

06:20-12:00

1 stop6h 40m

Chicago O'Hare Intl

Mon 8/12

16:42-19:46

Nonstop2h 04m

€102

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 5/12

19:56-21:26

Nonstop2h 30m

Chicago O'Hare Intl

Mon 8/12

11:01-21:13

1 stop9h 12m

€103

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 15/11

06:25-11:30

1 stop6h 05m

Chicago O'Hare Intl

Sun 16/11

06:40-10:03

Nonstop2h 23m

€106

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 15/11

08:59-10:30

Nonstop2h 31m

Chicago O'Hare Intl

Sun 16/11

19:34-22:42

Nonstop2h 08m

€107

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 5/12

07:00-08:47

Nonstop2h 47m

Chicago O'Hare Intl

Mon 8/12

14:47-18:04

Nonstop2h 17m

€109

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 13/11

16:59-18:34

Nonstop2h 35m

Chicago O'Hare Intl

Mon 17/11

15:26-10:00

1 stop17h 34m

€111

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 13/11

07:00-08:53

Nonstop2h 53m

Chicago O'Hare Intl

Mon 17/11

19:14-22:30

Nonstop2h 16m

€141

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

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 cheapest month to fly to Chicago from New York is in January. Flight prices, which tend to average around €160, are often lower during this time because this is during the off-season. If you don’t want to visit Chicago in January, then you should wait until February to fly from New York, when ticket prices are also cheap, with an average price of €163.

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

On average, the least expensive day to fly to Chicago from New York is on a Monday. momondo users have found tickets for Monday departures for as low as €148. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Tuesday is €530.

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

In the evening is the cheapest time of day to fly from New York to Chicago when you can find flight prices for as low as €107. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at midday when prices are €530 on average. Flights to Chicago from New York at midday are generally more expensive because this time of day is more convenient for travellers’ schedules.

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 New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around €217 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York for as low as €160 on momondo.

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

There is only 1 cabin class 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 New York to Chicago flights?

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

How have New York to Chicago flight prices changed over time?

As of October 2025, prices for New York to Chicago flights are approximately 35% cheaper when compared to flights at the same time last year.

When to book flights from New York to Chicago

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

Cheap New York to Chicago (NYC to CHI) flight deals and tips

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

Best price found

€138

Fastest flight time

2h 22m

Direct flights

Every day

Airports in Chicago

1 airport
The best flight deal from New York to Chicago found on momondo in the last 72 hours is €138
The fastest flight from New York to Chicago takes 2h 22m
Direct flights go from New York to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • Is flying the fastest way to get from New York to Chicago?

    We’ve found that taking a flight from New York to Chicago with {10} is more time-efficient when based simply on travel duration. A train from New York to Chicago or a bus from New York to Chicago can take you longer than a 2h 22m flight.

  • Is flying the cheapest way to get from New York to Chicago?

    A flight from New York to Chicago is currently going to be the least expensive option currently available. You can also find deals for a train from New York to Chicago starting at €171, or consider a bus from New York to Chicago starting at €169. Both of these alternative options are worth considering when looking to reach your destination.

  • How far is New York to Chicago by plane?

    Chicago is 1143.9 km away from New York. Flights usually cover this in 2h 22m, depending on flying conditions and air traffic around both airports.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. 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 required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from New York to Chicago. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Chicago from New York which offer a flexible booking policy as well as other useful filters and features.

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.

An easier way to manage your Chicago trip

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Sat 22/11
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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 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport