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Cheap flights from New York to Chicago from $133

This is the cheapest return flight price found by a momondo user in the last 72 hours by searching for a flight from New York to Chicago departing on 7/4. 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.
21:56 - 11:09EWR-ORD
14h 13m1 stop
18:36 - 22:00ORD-EWR
2h 24mdirect
$133Spirit Airlines
Find Deal
Mon, 7 Apr - Mon, 14 Apr
22:10 - 09:45EWR-ORD
12h 35m1 stop
19:49 - 10:04ORD-EWR
13h 15m1 stop
$166Spirit Airlines
Find Deal
Mon, 7 Apr - Mon, 14 Apr
07:00 - 08:40EWR-ORD
2h 40mdirect
06:00 - 09:13ORD-EWR
2h 13mdirect
$232United Airlines
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Sat, 17 May - Sat, 24 May
19:35 - 23:29EWR-ORD
4h 54m1 stop
21:45 - 00:58ORD-EWR
2h 13mdirect
$248United Airlines
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Sat, 26 Apr - Sun, 27 Apr
05:55 - 09:24EWR-ORD
4h 29m1 stop
17:05 - 22:59ORD-EWR
4h 54m1 stop
$262Delta
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Sat, 26 Apr - Tue, 29 Apr
09:37 - 12:55EWR-ORD
4h 18m1 stop
18:15 - 23:09ORD-EWR
3h 54m1 stop
$277Delta
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Tue, 4 Mar - Tue, 4 Mar
09:30 - 14:24EWR-ORD
5h 54m1 stop
13:14 - 16:29ORD-EWR
2h 15mdirect
$459American Airlines
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Wed, 2 Apr - Fri, 4 Apr
11:41 - 19:11EWR-ORD
8h 30m1 stop
20:10 - 10:42ORD-EWR
13h 32m1 stop
$478Sun Country Air
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Wed, 30 Jul - Sun, 3 Aug
13:45 - 17:57EWR-ORD
5h 12m1 stop
18:36 - 21:52ORD-EWR
2h 16mdirect
$481American Airlines
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Wed, 2 Apr - Thu, 3 Apr
11:41 - 19:11EWR-ORD
8h 30m1 stop
20:10 - 10:42ORD-EWR
13h 32m1 stop
$509Sun Country Air
Find Deal
Fri, 11 Jul - Sun, 13 Jul

Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines deals on New York to Chicago flight tickets
Spirit Airlines
7 Apr
EWR21:56Newark
14h 13m
1 stop
ORD11:09Chicago O'Hare Intl
14 Apr
ORD18:36Chicago O'Hare Intl
2h 24m
EWR22:00Newark
Spirit Airlines
7 Apr
EWR22:10Newark
12h 35m
1 stop
ORD09:45Chicago O'Hare Intl
14 Apr
ORD19:49Chicago O'Hare Intl
13h 15m
1 stop
EWR10:04Newark
Spirit Airlines
7 Apr
EWR05:50Newark
2h 44m
ORD07:34Chicago O'Hare Intl
14 Apr
ORD18:36Chicago O'Hare Intl
2h 24m
EWR22:00Newark

United Airlines flights from New York to Chicago

Our best United Airlines deals on New York to Chicago flight tickets
United Airlines
17 May
EWR07:00Newark
2h 40m
ORD08:40Chicago O'Hare Intl
24 May
ORD06:00Chicago O'Hare Intl
2h 13m
EWR09:13Newark
United Airlines
26 Apr
EWR19:35Newark
4h 54m
1 stop
ORD23:29Chicago O'Hare Intl
27 Apr
ORD21:45Chicago O'Hare Intl
2h 13m
EWR00:58Newark
United Airlines
11 June
EWR07:00Newark
2h 39m
ORD08:39Chicago O'Hare Intl
23 June
ORD21:45Chicago O'Hare Intl
2h 21m
EWR01:06Newark

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 to Chicago?

If you don’t want to visit Chicago in September, then you should wait until January to fly from New York, when ticket prices are also cheap, with an average price of $282.

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

Our data shows that Monday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $0. Flights from New York to Chicago on a Thursday will generally be more expensive and average around $1,953. 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 $225. Flights in the afternoon are often more expensive, with an average ticket price of $1,532.

What is the cheapest New York to Chicago flight route?

Fly from Newark 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 9 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $385 when searching 9 weeks out.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 $342 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.

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

As of February 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

$147

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 $147. The best return flight deal from New York to Chicago found on momondo in the last 72 hours is $133.
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 17h 02m 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 $276 to Chicago or a bus from New York to Chicago starting at $254 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

19h 55m
$127 one-way$254 return
Direct · from $2541 stop · from $127

Distance to city centre

G1N17.0 km

Find Buses

New York to Chicago Buses

Trains

19h 32m
$138 one-way$276 return
Direct · from $276

Distance to city centre

ZUN1.1 km

Find Trains

New York to Chicago Trains

Flights

2h 37m
$147 one-way$133 return
Direct · from $1761 stop · from $133

Distance to city centre

ORD25.6 km

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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