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Cheap flights from New York to Chicago from $114

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 15/2. 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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Find the cheapest flights from New York to Chicago

Cheap return flights

These are some of the best return flight deals from New York to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from New York to Chicago.

Cheap last-minute flights

Planning a quick getaway from New York to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from New York to Chicago

Find recent round-trip train or bus tickets from New York to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
07:00 - 08:46EWR-ORD
2h 46mdirect
14:50 - 17:58ORD-EWR
2h 08mdirect
$215American Airlines
Find Deal
Tue, 14 Jan - Tue, 21 Jan
08:00 - 09:40EWR-ORD
2h 40mdirect
07:10 - 10:25ORD-EWR
2h 15mdirect
$226United Airlines
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Fri, 31 Jan - Sun, 2 Feb
06:00 - 07:44EWR-ORD
2h 44mdirect
21:35 - 00:43ORD-EWR
2h 08mdirect
$241United Airlines
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Wed, 4 Dec - Fri, 6 Dec
15:59 - 20:48EWR-ORD
5h 49m1 stop
06:55 - 12:11ORD-EWR
4h 16m1 stop
$255Delta
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Fri, 31 Jan - Sun, 2 Feb
09:33 - 12:50EWR-ORD
4h 17m1 stop
17:20 - 23:16ORD-EWR
4h 56m1 stop
$270Delta
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Wed, 4 Dec - Sat, 7 Dec
13:55 - 20:58EWR-ORD
8h 03m1 stop
10:38 - 20:00ORD-EWR
8h 22m1 stop
$342Spirit Airlines
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Thu, 5 Dec - Mon, 9 Dec
05:45 - 16:08EWR-ORD
11h 23m1 stop
08:00 - 23:16ORD-EWR
14h 16m2 stops
$369Spirit Airlines
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Tue, 14 Jan - Tue, 21 Jan
11:38 - 18:39EWR-ORD
8h 01m1 stop
18:50 - 10:45ORD-EWR
14h 55m1 stop
$438Sun Country Air
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Fri, 25 Apr - Sun, 27 Apr
15:29 - 13:07EWR-ORD
22h 38m2 stops
07:45 - 17:29ORD-EWR
32h 44m1 stop
$694Alaska Airlines
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Thu, 30 Jan - Mon, 3 Feb
17:30 - 13:07EWR-ORD
20h 37m2 stops
14:07 - 17:29ORD-EWR
26h 22m1 stop
$703Alaska Airlines
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Sun, 19 Jan - Thu, 23 Jan
21:29 - 23:09EWR-ORD
2h 40mdirect
$114United Airlines
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Sat, 15 Feb
06:00 - 09:16EWR-ORD
4h 16m1 stop
$127Delta
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Thu, 16 Jan
09:37 - 12:55EWR-ORD
4h 18m1 stop
$129Delta
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Wed, 8 Jan
09:33 - 12:50EWR-ORD
4h 17m1 stop
$135Delta
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Wed, 4 Dec
07:05 - 08:49EWR-ORD
2h 44mdirect
$152United Airlines
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Sat, 28 Dec
18:59 - 23:25EWR-ORD
5h 26m1 stop
$166United Airlines
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Thu, 26 Dec
17:37 - 13:04EWR-ORD
20h 27m2 stops
$341Alaska Airlines
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Fri, 21 Feb
11:48 - 19:43EWR-ORD
8h 55m1 stop
$370Sun Country Air
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Fri, 29 Nov
17:30 - 13:07EWR-ORD
20h 37m2 stops
$372Alaska Airlines
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Wed, 15 Jan
11:48 - 19:43EWR-ORD
8h 55m1 stop
$447Sun Country Air
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Fri, 29 Nov
06:00 - 09:27EWR-ORD
4h 27m1 stop
12:50 - 17:44ORD-EWR
3h 54m1 stop
$510Delta
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Mon, 25 Nov - Thu, 28 Nov
11:40 - 13:11EWR-ORD
2h 31mdirect
11:51 - 15:06ORD-EWR
2h 15mdirect
$588United Airlines
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Mon, 25 Nov - Thu, 28 Nov
06:00 - 07:44EWR-ORD
2h 44mdirect
06:30 - 12:26ORD-EWR
4h 56m1 stop
$604United Airlines
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Mon, 25 Nov - Thu, 28 Nov
09:00 - 10:44EWR-ORD
2h 44mdirect
06:00 - 09:10ORD-EWR
2h 10mdirect
$647United Airlines
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Fri, 22 Nov - Fri, 29 Nov
14:14 - 15:48EWR-ORD
2h 34mdirect
11:15 - 17:03ORD-EWR
4h 48m1 stop
$709United Airlines
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Sun, 24 Nov - Wed, 27 Nov
08:00 - 12:21EWR-ORD
5h 21m1 stop
13:35 - 19:35ORD-EWR
5h 00m1 stop
$756Delta
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Sun, 24 Nov - Tue, 26 Nov
07:26 - 09:10EWR-ORD
2h 44mdirect
00:04 - 03:14ORD-EWR
2h 10mdirect
$779United Airlines
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Sat, 23 Nov - Sun, 1 Dec
07:30 - 05:28EWR-ORD
22h 58m2 stops
06:00 - 18:29ORD-EWR
11h 29m1 stop
$1,473Alaska Airlines
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Sat, 23 Nov - Tue, 26 Nov
07:00 - 05:28EWR-ORD
23h 28m2 stops
13:19 - 06:59ORD-EWR
16h 40m1 stop
$1,732Alaska Airlines
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Tue, 26 Nov - Wed, 27 Nov
07:00 - 05:28EWR-ORD
23h 28m2 stops
18:55 - 14:44ORD-EWR
18h 49m1 stop
$1,764Alaska Airlines
Find Deal
Fri, 22 Nov - Mon, 25 Nov
07:00 - 08:46EWR-ORD
2h 46mdirect
14:50 - 17:58ORD-EWR
2h 08mdirect
$215American Airlines
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Tue, 14 Jan - Tue, 21 Jan
08:00 - 09:40EWR-ORD
2h 40mdirect
07:10 - 10:25ORD-EWR
2h 15mdirect
$226United Airlines
Find Deal
Fri, 31 Jan - Sun, 2 Feb
06:00 - 07:44EWR-ORD
2h 44mdirect
21:35 - 00:43ORD-EWR
2h 08mdirect
$241United Airlines
Find Deal
Wed, 4 Dec - Fri, 6 Dec
07:59 - 09:43EWR-ORD
2h 44mdirect
20:05 - 23:18ORD-EWR
2h 13mdirect
$272United Airlines
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Wed, 18 Dec - Fri, 3 Jan
21:59 - 23:42EWR-ORD
2h 43mdirect
21:30 - 00:41ORD-EWR
2h 11mdirect
$303United Airlines
Find Deal
Thu, 24 Apr - Mon, 28 Apr
12:46 - 14:25EWR-ORD
2h 39mdirect
13:15 - 16:26ORD-EWR
2h 11mdirect
$304American Airlines
Find Deal
Tue, 8 Apr - Tue, 15 Apr
20:17 - 22:00EWR-ORD
2h 43mdirect
20:15 - 23:28ORD-EWR
2h 13mdirect
$319United Airlines
Find Deal
Fri, 14 Mar - Mon, 17 Mar
06:00 - 07:46EWR-ORD
2h 46mdirect
21:40 - 00:45ORD-EWR
2h 05mdirect
$333United Airlines
Find Deal
Thu, 13 Feb - Mon, 17 Feb
06:00 - 07:44EWR-ORD
2h 44mdirect
21:35 - 00:43ORD-EWR
2h 08mdirect
$349United Airlines
Find Deal
Thu, 5 Dec - Mon, 9 Dec
06:00 - 07:44EWR-ORD
2h 44mdirect
21:35 - 00:43ORD-EWR
2h 08mdirect
$350United Airlines
Find Deal
Thu, 5 Dec - Mon, 9 Dec

United Airlines flights from New York to Chicago

Our best United Airlines deals on New York to Chicago flight tickets
United Airlines
31 Jan
EWR08:00Newark
2h 40m
ORD09:40Chicago O'Hare Intl
2 Feb
ORD07:10Chicago O'Hare Intl
2h 15m
EWR10:25Newark
United Airlines
4 Dec
EWR06:00Newark
2h 44m
ORD07:44Chicago O'Hare Intl
6 Dec
ORD21:35Chicago O'Hare Intl
2h 08m
EWR00:43Newark
United Airlines
4 Dec
EWR11:00Newark
4h 13m
1 stop
ORD14:13Chicago O'Hare Intl
8 Dec
ORD06:00Chicago O'Hare Intl
2h 10m
EWR09:10Newark

American Airlines flights from New York to Chicago

Our best American Airlines deals on New York to Chicago flight tickets
American Airlines
14 Jan
EWR07:00Newark
2h 46m
ORD08:46Chicago O'Hare Intl
21 Jan
ORD14:50Chicago O'Hare Intl
2h 08m
EWR17:58Newark
American Airlines
8 Apr
EWR12:46Newark
2h 39m
ORD14:25Chicago O'Hare Intl
15 Apr
ORD13:15Chicago O'Hare Intl
2h 11m
EWR16:26Newark
American Airlines
4 Dec
EWR13:31Newark
2h 41m
ORD15:12Chicago O'Hare Intl
5 Dec
ORD18:47Chicago O'Hare Intl
2h 19m
EWR22:06Newark

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 from New York to Chicago?

September. The cheapest time of year to fly to Chicago from New York is September. The most expensive is December.

What is the cheapest day to depart New York for Chicago?

Tuesday. The cheapest day of the week is usually Tuesday. The most expensive is usually Wednesday.

When is the cheapest time to fly from New York to Chicago?

In the evening. New York to Chicago flights are approximately 38% more expensive at midday than in the evening

What is the cheapest New York to Chicago flight route?

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

How far in advance should you book New York to Chicago flights?

30 days before. The cheapest time to buy a flight from New York to Chicago is approximately 30 days to departure

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 November 2024, prices for New York to Chicago flights are approximately 36% cheaper when compared to flights at the same time last year.

What is the typical price of a round-trip flight between New York and Chicago?


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

$114

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from New York in the past 72 hours is $114. The best return flight deal from New York to Chicago found on momondo in the last 72 hours is $215.
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)

  • 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 19h 25m 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 $261 to Chicago or a bus from New York to Chicago starting at $321 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 30m 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?

  • What is the most popular airline 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.


Choose the best way to get from New York to Chicago

Buses

21h 25m
$155 one-way$321 return
Direct · from $321

Distance to city centre

G1N17.0 km

Find Buses

New York to Chicago Buses

Trains

19h 32m
$131 one-way$261 return
Direct · from $261

Distance to city centre

ZUN1.1 km

Find Trains

New York to Chicago Trains

Flights

2h 31m
$114 one-way$215 return
Direct · from $2151 stop · from $256

Distance to city centre

ORD25.6 km

An easier way to manage your Chicago trip

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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