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Cheap flights from New York to Chicago from $108

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 1/11. 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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Cheap return flights

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United Airlines Logo
17:00 - 18:42EWR-ORD
2h 42mdirect
United Airlines Logo
14:30 - 17:53ORD-EWR
2h 23mdirect
$212United Airlines
Find Deal
Sat, 1 Nov - Thu, 27 Nov
United Airlines Logo
07:00 - 08:47EWR-ORD
2h 47mdirect
United Airlines Logo
16:25 - 19:48ORD-EWR
2h 23mdirect
$217United Airlines
Find Deal
Thu, 4 Dec - Mon, 8 Dec
United Airlines Logo
07:45 - 09:36EWR-ORD
2h 51mdirect
United Airlines Logo
14:30 - 17:50ORD-EWR
2h 20mdirect
$219United Airlines
Find Deal
Thu, 12 Feb - Sun, 15 Feb
United Airlines Logo
07:18 - 09:05EWR-ORD
2h 47mdirect
United Airlines Logo
06:02 - 09:09ORD-EWR
2h 07mdirect
$220United Airlines
Find Deal
Thu, 13 Nov - Sun, 16 Nov
United Airlines Logo
06:00 - 07:42EWR-ORD
2h 42mdirect
United Airlines Logo
06:00 - 09:07ORD-EWR
2h 07mdirect
$223United Airlines
Find Deal
Thu, 4 Dec - Sun, 7 Dec
United Airlines Logo
06:00 - 07:54EWR-ORD
2h 54mdirect
United Airlines Logo
21:29 - 00:45ORD-EWR
2h 16mdirect
$226United Airlines
Find Deal
Mon, 12 Jan - Thu, 15 Jan
United Airlines Logo
07:18 - 09:05EWR-ORD
2h 47mdirect
United Airlines Logo
11:52 - 15:04ORD-EWR
2h 12mdirect
$228United Airlines
Find Deal
Thu, 20 Nov - Thu, 27 Nov
United Airlines Logo
11:35 - 13:14EWR-ORD
2h 39mdirect
United Airlines Logo
21:08 - 00:13ORD-EWR
2h 05mdirect
$229United Airlines
Find Deal
Sat, 1 Nov - Mon, 3 Nov
Delta Logo
06:00 - 10:00EWR-ORD
5h 00m1 stop
Delta Logo
17:42 - 23:48ORD-EWR
5h 06m1 stop
$273Delta
Find Deal
Fri, 5 Dec - Mon, 8 Dec
Delta Logo
08:05 - 15:20EWR-ORD
8h 15m1 stop
Delta Logo
18:02 - 23:27ORD-EWR
4h 25m1 stop
$296Delta
Find Deal
Tue, 16 Dec - Sat, 20 Dec

United Airlines flights from New York to Chicago

Our best United Airlines deals on New York to Chicago flight tickets
United Airlines
1 Nov
EWR17:00Newark
2h 42m
ORD18:42Chicago O'Hare Intl
27 Nov
ORD14:30Chicago O'Hare Intl
2h 23m
EWR17:53Newark
$212
Find similar
United Airlines
30 Oct
EWR07:15Newark
2h 47m
ORD09:02Chicago O'Hare Intl
3 Nov
ORD21:08Chicago O'Hare Intl
2h 05m
EWR00:13Newark
$214
Find similar
United Airlines
4 Dec
EWR07:00Newark
2h 47m
ORD08:47Chicago O'Hare Intl
8 Dec
ORD16:25Chicago O'Hare Intl
2h 23m
EWR19:48Newark
$217
Find similar

Delta flights from New York to Chicago

Our best Delta deals on New York to Chicago flight tickets
Delta
5 Dec
EWR06:00Newark
5h 00m
1 stop
ORD10:00Chicago O'Hare Intl
8 Dec
ORD17:42Chicago O'Hare Intl
5h 06m
1 stop
EWR23:48Newark
$273
Find similar
Delta
16 Dec
EWR08:05Newark
8h 15m
1 stop
ORD15:20Chicago O'Hare Intl
20 Dec
ORD18:02Chicago O'Hare Intl
4h 25m
1 stop
EWR23:27Newark
$296
Find similar
Delta
10 Nov
EWR06:00Newark
5h 01m
1 stop
ORD10:01Chicago O'Hare Intl
12 Nov
ORD06:45Chicago O'Hare Intl
4h 19m
1 stop
EWR12:04Newark
$303
Find similar

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 78,305 searches. Data last updated 22 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

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 1/11

17:00-18:42

Nonstop2h 42m

Chicago O'Hare Intl

Thu 27/11

14:30-17:53

Nonstop2h 23m

$212

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 4/12

07:00-08:47

Nonstop2h 47m

Chicago O'Hare Intl

Mon 8/12

16:25-19:48

Nonstop2h 23m

$217

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 12/2

07:45-09:36

Nonstop2h 51m

Chicago O'Hare Intl

Sun 15/2

14:30-17:50

Nonstop2h 20m

$219

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 13/11

07:18-09:05

Nonstop2h 47m

Chicago O'Hare Intl

Sun 16/11

06:02-09:09

Nonstop2h 07m

$220

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 4/12

06:00-07:42

Nonstop2h 42m

Chicago O'Hare Intl

Sun 7/12

06:00-09:07

Nonstop2h 07m

$223

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 12/1

06:00-07:54

Nonstop2h 54m

Chicago O'Hare Intl

Thu 15/1

21:29-00:45

Nonstop2h 16m

$226

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 20/11

07:18-09:05

Nonstop2h 47m

Chicago O'Hare Intl

Thu 27/11

11:52-15:04

Nonstop2h 12m

$228

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 1/11

11:35-13:14

Nonstop2h 39m

Chicago O'Hare Intl

Mon 3/11

21:08-00:13

Nonstop2h 05m

$229

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 5/12

06:00-10:00

1 stop5h 00m

Chicago O'Hare Intl

Mon 8/12

17:42-23:48

1 stop5h 06m

$273

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 16/12

08:05-15:20

1 stop8h 15m

Chicago O'Hare Intl

Sat 20/12

18:02-23:27

1 stop4h 25m

$296

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?

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 $291.

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

Our data shows that Tuesday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $308. Flights from New York to Chicago on a Wednesday will generally be more expensive and average around $1,549. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our data shows that the cheapest New York to Chicago flights are usually those with departure times in the evening. Our users have found flights to Chicago in the evening for as low as $223. Flights at midday are often more expensive, with an average ticket price of $1,760.

What is the cheapest New York to Chicago flight route?

Fly from Newark to Chicago Midway 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 $388 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 $286 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 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

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Chicago

1 airport
The fastest flight from New York to Chicago takes 2h 30m
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?

    The quickest way to travel this route is to take a flight from New York to Chicago, doing so can potentially save up to 17h 20m of travel time. While these options may take longer, booking a train from New York to Chicago or a bus from New York to Chicago may suit your needs if travel time is less of a factor in your decision making.

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

    Planning to book a flight from New York to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a train and a bus are priced higher than the cost of a flight. You can search prices for a train from New York starting at $305 to Chicago or a bus from New York to Chicago starting at $302 if that is your preferred method of transportation.

  • How far is New York to Chicago by plane?

    The straight-line distance from New York to Chicago is 1143.9 km. Typically, this will take 2h 35m by plane in normal conditions.

  • When did momondo last update prices for flights from New York to Chicago?

    Prices for flights from New York to Chicago are refreshed on a daily basis.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New York to Chicago.

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

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's licence and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • 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?

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?

Once you have performed a search for New York to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of New York to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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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