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Cheap flights from New York to Chicago from £44

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 22/2. 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.
22:55 - 00:34EWR-ORD
2h 39mdirect
18:37 - 21:55ORD-EWR
2h 18mdirect
£53Spirit Airlines
Find Deal
Fri, 6 Dec - Tue, 10 Dec
20:29 - 22:06LGA-ORD
2h 37mdirect
16:19 - 19:24ORD-LGA
2h 05mdirect
£79Spirit Airlines
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Tue, 3 Dec - Tue, 10 Dec
13:15 - 14:54LGA-ORD
2h 39mdirect
13:00 - 16:11ORD-LGA
2h 11mdirect
£116United Airlines
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Thu, 9 Jan - Mon, 13 Jan
07:29 - 09:18JFK-ORD
2h 49mdirect
10:14 - 13:30ORD-JFK
2h 16mdirect
£116JetBlue
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Sat, 7 Dec - Tue, 10 Dec
15:28 - 17:18JFK-ORD
2h 50mdirect
17:05 - 20:31ORD-JFK
2h 26mdirect
£117JetBlue
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Thu, 9 Jan - Mon, 13 Jan
08:05 - 10:05JFK-ORD
3h 00mdirect
18:30 - 22:06ORD-JFK
2h 36mdirect
£120Delta
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Tue, 17 Dec - Wed, 8 Jan
18:00 - 19:51LGA-ORD
2h 51mdirect
19:40 - 23:00ORD-LGA
2h 20mdirect
£120Delta
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Tue, 17 Dec - Fri, 10 Jan
13:00 - 14:34EWR-ORD
2h 34mdirect
21:35 - 00:43ORD-EWR
2h 08mdirect
£124United Airlines
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Sat, 7 Dec - Tue, 10 Dec
15:50 - 17:35JFK-ORD
2h 45mdirect
13:25 - 20:59ORD-JFK
6h 34m1 stop
£212American Airlines
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Wed, 4 Dec - Fri, 6 Dec
15:31 - 19:40JFK-ORD
5h 09m1 stop
17:17 - 20:30ORD-JFK
2h 13mdirect
£219American Airlines
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Fri, 2 May - Tue, 6 May
21:15 - 22:52EWR-ORD
2h 37mdirect
£44Spirit Airlines
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Sat, 22 Feb
21:15 - 22:52EWR-ORD
2h 37mdirect
£51Spirit Airlines
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Thu, 20 Feb
11:01 - 16:56JFK-ORD
6h 55m1 stop
£53Frontier
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Wed, 19 Feb
11:01 - 16:56JFK-ORD
6h 55m1 stop
£54Frontier
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Tue, 18 Feb
20:59 - 22:44LGA-ORD
2h 45mdirect
£58Delta
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Wed, 11 Dec
15:28 - 17:18JFK-ORD
2h 50mdirect
£58JetBlue
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Fri, 31 Jan
08:15 - 09:54LGA-ORD
2h 39mdirect
£58United Airlines
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Mon, 20 Jan
07:15 - 08:59EWR-ORD
2h 44mdirect
£62United Airlines
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Sat, 7 Dec
16:45 - 18:41LGA-ORD
2h 56mdirect
£62Delta
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Fri, 17 Jan
15:29 - 19:45JFK-ORD
5h 16m1 stop
£192American Airlines
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Wed, 27 Nov
12:30 - 20:15EWR-ORD
8h 45m1 stop
10:11 - 13:29ORD-EWR
2h 18mdirect
£213Spirit Airlines
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Sat, 23 Nov - Sun, 24 Nov
14:34 - 16:10EWR-ORD
2h 36mdirect
10:11 - 13:29ORD-EWR
2h 18mdirect
£215Spirit Airlines
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Fri, 22 Nov - Sun, 24 Nov
11:40 - 13:11EWR-ORD
2h 31mdirect
12:45 - 16:00ORD-EWR
2h 15mdirect
£247United Airlines
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Thu, 21 Nov - Mon, 25 Nov
12:00 - 13:47LGA-ORD
2h 47mdirect
14:50 - 18:04ORD-LGA
2h 14mdirect
£251Delta
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Sun, 24 Nov - Tue, 26 Nov
15:15 - 17:03JFK-ORD
2h 48mdirect
13:50 - 16:59ORD-JFK
2h 09mdirect
£255Delta
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Fri, 22 Nov - Tue, 26 Nov
07:12 - 09:01JFK-ORD
2h 49mdirect
09:46 - 12:59ORD-JFK
2h 13mdirect
£302JetBlue
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Mon, 25 Nov - Fri, 29 Nov
17:15 - 18:54EWR-ORD
2h 39mdirect
13:21 - 19:00ORD-EWR
4h 39m1 stop
£310United Airlines
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Mon, 25 Nov - Thu, 28 Nov
07:12 - 09:01JFK-ORD
2h 49mdirect
09:46 - 12:59ORD-JFK
2h 13mdirect
£339JetBlue
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Thu, 21 Nov - Tue, 26 Nov
14:55 - 19:22JFK-ORD
5h 27m1 stop
11:45 - 14:57ORD-JFK
2h 12mdirect
£354American Airlines
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Fri, 22 Nov - Sun, 24 Nov
10:30 - 15:05JFK-ORD
5h 35m1 stop
08:05 - 13:03ORD-JFK
3h 58m1 stop
£362American Airlines
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Fri, 22 Nov - Sun, 24 Nov
22:55 - 00:34EWR-ORD
2h 39mdirect
18:37 - 21:55ORD-EWR
2h 18mdirect
£53Spirit Airlines
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Fri, 6 Dec - Tue, 10 Dec
20:29 - 22:06LGA-ORD
2h 37mdirect
16:19 - 19:24ORD-LGA
2h 05mdirect
£79Spirit Airlines
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Tue, 3 Dec - Tue, 10 Dec
13:15 - 14:54LGA-ORD
2h 39mdirect
13:00 - 16:11ORD-LGA
2h 11mdirect
£116United Airlines
Find Deal
Thu, 9 Jan - Mon, 13 Jan
07:29 - 09:18JFK-ORD
2h 49mdirect
10:14 - 13:30ORD-JFK
2h 16mdirect
£116JetBlue
Find Deal
Sat, 7 Dec - Tue, 10 Dec
15:28 - 17:18JFK-ORD
2h 50mdirect
17:05 - 20:31ORD-JFK
2h 26mdirect
£117JetBlue
Find Deal
Thu, 9 Jan - Mon, 13 Jan
08:05 - 10:05JFK-ORD
3h 00mdirect
18:30 - 22:06ORD-JFK
2h 36mdirect
£120Delta
Find Deal
Tue, 17 Dec - Wed, 8 Jan
18:00 - 19:51LGA-ORD
2h 51mdirect
19:40 - 23:00ORD-LGA
2h 20mdirect
£120Delta
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Tue, 17 Dec - Fri, 10 Jan
13:00 - 14:34EWR-ORD
2h 34mdirect
21:35 - 00:43ORD-EWR
2h 08mdirect
£124United Airlines
Find Deal
Sat, 7 Dec - Tue, 10 Dec
09:00 - 11:01JFK-ORD
3h 01mdirect
17:17 - 20:30ORD-JFK
2h 13mdirect
£156American Airlines
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Fri, 2 May - Tue, 6 May
08:30 - 10:41JFK-ORD
3h 11mdirect
11:21 - 14:35ORD-JFK
2h 14mdirect
£318American Airlines
Find Deal
Sat, 15 Mar - Sun, 16 Mar

Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines deals on New York to Chicago flight tickets
Spirit Airlines
6 Dec
EWR22:55Newark
2h 39m
ORD00:34Chicago O'Hare Intl
10 Dec
ORD18:37Chicago O'Hare Intl
2h 18m
EWR21:55Newark
Spirit Airlines
3 Dec
LGA20:29New York LaGuardia
2h 37m
ORD22:06Chicago O'Hare Intl
10 Dec
ORD16:19Chicago O'Hare Intl
2h 05m
LGA19:24New York LaGuardia
Spirit Airlines
6 Dec
EWR22:55Newark
2h 39m
ORD00:34Chicago O'Hare Intl
10 Dec
ORD09:58Chicago O'Hare Intl
13h 26m
1 stop
EWR00:24Newark

Sun Country Air flights from New York to Chicago

Our best Sun Country Air deals on New York to Chicago flight tickets
Sun Country Air
25 Apr
JFK11:23New York John F Kennedy Intl
8h 16m
1 stop
ORD18:39Chicago O'Hare Intl
27 Apr
ORD18:50Chicago O'Hare Intl
14h 35m
1 stop
JFK10:25New York John F Kennedy Intl
Sun Country Air
27 Nov
JFK11:24New York John F Kennedy Intl
21h 57m
1 stop
ORD08:21Chicago O'Hare Intl
16 Dec
ORD11:33Chicago O'Hare Intl
22h 08m
1 stop
JFK10:41New York John F Kennedy Intl

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?

Saturday. The cheapest day of the week is usually Saturday. The most expensive is usually Monday.

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 airline that flies to Chicago from New York?

JetBlue. JetBlue and American Airlines are the most popular carriers operating from New York to Chicago

What is the cheapest New York to Chicago flight route?

New York John F Kennedy Intl - Chicago O'Hare Intl. 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 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

How many flights depart from New York to Chicago on average per day?

The number of flights available between New York and Chicago is 130 per day as of November 2024. The most frequent departure time is 15:00, with 47% of daily flights leaving at midday.

How many flights depart from New York to Chicago on average per week?

As of November 2024, there are 911 flights per week flying from New York to Chicago. The most common day of the week flights depart is Tue, with 19% of flights taking off on this day.

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.

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

£44

Fastest flight time

2h 24m

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 £44. The best return flight deal from New York to Chicago found on momondo in the last 72 hours is £53.
The fastest flight from New York to Chicago takes 2h 24m
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?

    Based on just travel duration our users have found a flight from New York to Chicago to be the fastest option to their destination at just 2h 31m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from New York to Chicago or a bus from New York to Chicago.

  • 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 £134 to Chicago or a bus from New York to Chicago starting at £171 if that is your preferred method of transportation.

  • How far is New York to Chicago by plane?

    New York and Chicago are 710.8 mi apart from one another. Typically, this will take 2h 31m 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 updated daily.

  • How many operators does momondo search for flights from New York to Chicago?

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. 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 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 license 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?


Best airlines flying from New York to Chicago

Compare and see reviews for airlines that fly from New York to Chicago with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom £54Free CancellationRating
7.4
3,402 reviews
Search JetBlue flights
American AirlinesPriceFrom £100Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • JetBlue Flights From New York to Chicago

    JetBlue flight deals from New York to Chicago start from £68 round-trip. Over the 3 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

    American Airlines (7.2/10 from 10,000 reviews) operates around 74 flights from New York to Chicago in any given week. The average American Airlines airfare for this route is around £217, with deals from around £127 rare but found on momondo. Referenced prices are for round-trip New York to Chicago flight searches in the last 72 hours.


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?

Yes momondo offers price alerts on flights to Chicago from New York. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


Choose the best way to get from New York to Chicago

Buses

21h 55m
£110 one-way£171 return
Direct · from £1711 stop · from £134

Distance to city centre

F990.8 mi

Find Buses

New York to Chicago Buses

Trains

19h 32m
£67 one-way£134 return
Direct · from £134

Distance to city centre

ZUN0.7 mi

Find Trains

New York to Chicago Trains

Flights

2h 24m
£44 one-way£53 return
Direct · from £531 stop · from £82

Distance to city centre

ORD15.9 mi

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 78.5 mi from Chicago