Question 1

What days are nonstop flights available from New York to Chicago?

Accepted Answer

Days when nonstop flights are available for this flight are: Monday, Tuesday, Friday.

Question 2

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

Accepted Answer

Per day, 9 flights depart from New York to Chicago on average.
Morning (6am - Noon) - 89% of flight departures
Evening (6pm - Midnight) - 11% of flight departures

Question 3

How long is the flight from New York to Chicago?

Accepted Answer

Spirit Airlines can get you from New York to Chicago in just under 9h 35m. Your travel time can differ by up to . The distance from New York to Chicago is about 742 mi.

Question 4

What is the cheapest airline to fly from New York to Chicago round-trip?

Accepted Answer

According to our current data, Spirit Airlines ($74), offers the cheapest pricing from New York to Chicago. Spirit Airlines is priced at 72% lower than the current average price of a flight leaving 3 months from now.

Question 5

What are the cheapest airlines to fly from New York to Chicago one-way?

Accepted Answer

To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $34. Frontier flights start at $48 while deals on Delta start at $59 one-way.

Question 6

E

Accepted Answer

Currently, February is the cheapest month in which you can book a flight from New York to Chicago (average of $245). Flying from New York to Chicago in June is currently the most expensive (average of $356). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$248

February

$245

March

$280

April

$273

May

$282

June

$356

July

$336

August

$276

September

$258

October

$248

November

$270

December

$248

Question 7

When is the best time to book a flight from New York to Chicago?

Accepted Answer

To ensure you get the cheapest price possible for a flight from New York to Chicago, you should look to book at least 78 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Question 8

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

Accepted Answer

Travelers seeking maximum savings on their New York to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Question 9

How recently were the New York to Chicago flight deals updated?

Accepted Answer

The New York to Chicago flight deals you see on this page were last updated on 4/26.

Question 10

What are the most popular airlines that fly from New York to Chicago?

Accepted Answer

The most popular airlines flying from New York to Chicago are American Airlines, Alaska Airlines and JetBlue. Something to consider prior to booking your flight.

Question 11

What are the most popular routes from New York to Chicago?

Accepted Answer

The most popular route from New York to Chicago is Newark - Chicago O'Hare Intl. You may also consider New York John F Kennedy Intl - Chicago O'Hare Intl or New York LaGuardia - Chicago O'Hare Intl.

Question 12

What are the cheapest flights from New York to Chicago?

Accepted Answer

On average you can expect to pay $426 for a flight from New York to Chicago. The cheapest flight overall is $69 while the most popular route, (Newark - Chicago O'Hare Intl) is currently priced at $74.

Question 13

What are the most reliable airlines from New York to Chicago?

Accepted Answer

No one likes to see their flight delayed. When booking a flight from New York to Chicago consider choosing China Airlines (95%), China Eastern (94%) or EL AL (94%) as they are the most reliable in getting you off to your destination on time.

Question 14

Can I find flights from New York to Chicago for under $100 on Cheapflights?

Accepted Answer

Yes, there are multiple flights from New York to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $74, but on average you can expect to pay $90.

Question 15

Are there nonstop flights from New York to Chicago for under $100 on Cheapflights?

Accepted Answer

Cheapflights has at least 20 direct flights from New York to Chicago under $100. A good price for a nonstop flight from New York to Chicago is less than $68.

Question 16

Are there last-minute flights available from New York to Chicago for under $100?

Accepted Answer

There are currently 20+ open flights from New York to Chicago within the next 7 days for less than $100.

Question 17

What is the cheapest day to fly round-trip from New York to Chicago?

Accepted Answer

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 39% on your flight compared to booking on days when demand is much higher.

Question 18

How far in advance should I book a flight from New York to Chicago?

Accepted Answer

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 48 days in advance, which can save you up to 76% on flights from New York to Chicago compared to booking the week you need them. Waiting 48 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $302. For sooner than that we have options available in the next 3 days from $415.

Question 19

What is the cheapest month to fly from New York to Chicago?

Accepted Answer

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Chicago. Flights to Chicago from New York in February are about $268 on average during February, but can be found for as low as $107.

Question 20

When is the cheapest time to fly from New York to Chicago (NYC - CHI)?

Accepted Answer

It’s typically best to fly out from New York to Chicago in the evening. Doing so could potentially save you 17% on the flight price compared to flying in the afternoon, which is usually more expensive.

Question 21

Accepted Answer

If you’re traveling from New York to Chicago, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $456.80 RT. This price is typically 35% more expensive than other airlines that offer New York to Chicago flights. When booking this route, the cheapest RT price found was $84. The most popular departure airport in New York when flying to Chicago is New York John F Kennedy Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from New York to Chicago, American Airlines flights are 8% more popular than any other airline flying that same route.

Question 22

Accepted Answer

JetBlue is one of the most popular airlines used for those traveling from New York to Chicago. Flights from JetBlue traveling this route typically cost $278.36 RT. This price is typically 46% more expensive than other airlines that offer New York to Chicago flights. When booking this route, the cheapest RT price found was $146. The most popular departure airport in New York when flying to Chicago is New York John F Kennedy Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from New York to Chicago, JetBlue flights are 8% more popular than any other airline flying that same route.

Question 23

What does JFK to ORD mean?

Accepted Answer

These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport flight would often be abbreviated as a JFK to ORD flight. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

Question 24

Can I find deals for flights from New York to Chicago that include extra baggage allowance?

Accepted Answer

The amount of baggage you can bring on your New York to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

Question 25

Can I find deals on flights from New York to Chicago with specific airlines?

Accepted Answer

Yes, Cheapflights allows you to browse and filter New York to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

Question 26

Can I find deals for flights from New York to Chicago that include hotel bookings?

Accepted Answer

Yes. In addition to deals on New York to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 27

How can I find direct flights from New York to Chicago?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Chicago.

Question 28

Can I find deals for business class flights from New York to Chicago?

Accepted Answer

Yes. Cheapflights offers flight deals from New York to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Question 29

Can I find deals for flights from New York to Chicago that allow pets onboard?

Accepted Answer

Many airlines flying from New York to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

Question 30

Can I find deals on last-minute flights from New York to Chicago?

Accepted Answer

Yes, you can often find last-minute deals on New York to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

Question 31

How does Cheapflights help users find flights from New York to Chicago?

Accepted Answer

Cheapflights helps you search for flights from New York to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Question 32

Why should you use Cheapflights to find cheap flight tickets from New York to Chicago?

Accepted Answer

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from New York to Chicago.

Question 33

Can Cheapflights find flights from New York to Chicago with no change fees?

Accepted Answer

Need flexible booking options for your flight to Chicago from New York? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Question 34

Can Cheapflights notify me if prices for flights from New York to Chicago become cheaper?

Accepted Answer

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from New York today and book when prices fit your budget.

Question 35

What are the most eco-friendly airlines from New York to Chicago?

Accepted Answer

When you are traveling to Chicago from New York and you are looking for the most eco-friendly airlines to make the trip, some choices include American Airlines, Delta Air Lines, JetBlue Airlines, and United Airlines. Since 2013 American Airlines has retired and replaced over 600 aircraft with newer generation technologies that on average offer 10 to 15% improvements in their fuel efficiency. JetBlue offers a program to its passengers to allow them to offset the carbon footprint of their flight for about the price of a cup of coffee. Delta Air Lines has set a goal of replacing 10% of its jet fuel with sustainable aviation fuel by the end of 2030.

Question 36

How can I fly more sustainably from New York to Chicago?

Accepted Answer

In an effort to utilize sustainable travel methods, travelers have plenty of things they can do on trips to Chicago from New York. Start out at home by packing as little as possible to reduce the weight needed to carry you to your destination to save fuel. When booking your flight look for routes that employ newer advanced aircraft that are more fuel-efficient. As you are considering your ground transportation choices to get you to the airports in New York, think about one of the many light rail services offered by the Metropolitan Transit Authority of New York as this is one of the most fuel-efficient ways to get to the airport. Do the same thing when you arrive in Chicago by taking either the CTA Blue Line or the CTA Orange Line depending on which airport you arrive at in Chicago. During your time in Chicago do your best to shop locally so that the products that you consume during your stay have traveled the shortest distance to get to you, thus reducing their carbon footprint on the environment.

Question 37

How long is the flight from New York City to Chicago?

Accepted Answer

The flight from New York City to Chicago, just over 700 miles, will take you slightly less than two hours. Add to that the time spent getting to and from your gate, which may vary depending on the airport you choose.

Question 38

Which airlines operate flights from New York City to Chicago?

Accepted Answer

With two airports to choose from in Chicago and three in the area of New York City, you have a wide variety of airlines to choose from when booking your flight. Check out flights from American, Delta, jetBlue, Spirit, United and Southwest to find the right combination of time and price.

Question 39

How frequent are flights between New York City and Chicago?

Accepted Answer

With almost 100 flights running from New York's three airports to Chicago each day, you should be able to find a flight that meets your schedule. Flights begin at 6 a.m. each day, with the last flight departing shortly before midnight.

Question 40

Which airports serve New York City to Chicago?

Accepted Answer

You can reach Chicago departing from any of New York's three major airports - JFK International, LaGuardia, and Newark Liberty International Airport. Most Chicago-bound flights head to O'Hare, the second-busiest airport in the country, though a few land at Midway.

Question 41

Which direct flight route between New York City and Chicago is cheapest?

Accepted Answer

You'll typically find cheaper flights when departing from LaGuardia than from JFK, though prices do fluctuate seasonally and even daily. Landing at O'Hare in Chicago is typically a cheaper choice than looking for a flight to Midway.

Whether you're traveling for business or vacation, Chicago is a friendly, welcoming town that combines high-end urban style with Midwestern hospitality. Take a cruise down the Chicago River to marvel at the architecture of this city's startling skyscrapers, or head to the suburbs to explore some of Frank Lloyd Wright's greatest designs. The Art Institute of Chicago is home to some of the greatest Impressionist paintings in the world, and the Magnificent Mile along Michigan Avenue satisfies even the most demanding shopper. Finish a day in Chicago with uproarious laughter at one of the many improv performances around town.

Your visit to Chicago can combine business and fun seamlessly. Just remember to bundle up against the wind that sweeps off Lake Michigan during all seasons. To find a cheap flight to Chicago from NYC at the perfect time of day, use our smart search engine.

Question 42

How busy are the airports in New York and Chicago?

Accepted Answer

Because New York and Chicago are two very large cities in the United States there are several airport options in each city that allow you to make the trip between these cities. Some of the choices when you are leaving from the New York City area include John F. Kennedy International Airport (JFK), Newark International Airport (EWR), and New York La Guardia Airport (LGA) and the choice of which airport to use often comes down to which one is most convenient for you depending on your departure point within the New York City area. In terms of airports that are available to you in Chicago, they include both Chicago O' Hare International Airport (ORD) and Chicago Midway (MDW) both of which offer excellent public transportation options to get from the airport to downtown Chicago after your flight to Chicago from New York.

Question 43

Which airlines offer direct flights from New York to Chicago?

Accepted Answer

If the airport you will be using in New York City is New York La Guardia Airport, some of your direct flight options include those aboard United Airlines and American Airlines that both offer nonstop service to the Chicago O' Hare International Airport. If instead, you will be departing from John F. Kennedy International Airport there are nonstop flights available aboard American Airlines, Delta Airlines, and JetBlue to Chicago O' Hare International Airport. When departing from Newark International Airport you can fly directly to Chicago O' Hare International Airport from John F. Kennedy International Airport aboard both United Airlines and American Airlines.

Question 44

What are some of the layover options between New York to Chicago?

Accepted Answer

There are also one-stop flights that offer a better value than some of these nonstop flights. Spirit Airlines offers one-stop service that departs from both Newark International Airport (EWR) and New York La Guardia Airport that has a layover at Orlando (MCO) that will add about five hours to your travel time. You can also travel on a one-stop flight that has a layover in Orlando or Frontier Airlines and this trip will add about four hours to your travel time. If you would like to travel to Chicago Midway, you can do so from both Newark International Airport and John F. Kennedy International Airport aboard Delta Airlines with a layover at Detroit Metropolitan Wayne County (DTW).

Question 45

When I am flying from New York to Chicago will I require a visa or a passport?

Accepted Answer

Since the cities of both Chicago and New York lie within the United States citizens of the United States do not need a passport or visa to travel to these two cities. Something important to remember on this flight route is that in the very near future airlines will require a REAL ID to make this trip.

Popular in	June
Cheapest in	February
Round-trip from	$222
One-way from	$59

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$40	Average$150	FlexibilityNo cancel fee	On-time65%	Search Spirit Airlines flights
JetBlue	Cheapest$79	Average$340	FlexibilityNo cancel fee	On-time62%	Search JetBlue flights
Delta	Cheapest$84	Average$457	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights
United Airlines	Cheapest$107	Average$271	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
American Airlines	Cheapest$115	Average$283	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights
Alaska Airlines	Cheapest$146	Average$278	FlexibilityNo cancel fee	On-time75%	Search Alaska Airlines flights

8%of flight departures	Early morningMidnight to 6 am
37%of flight departures	Morning6 am to noon
42%of flight departures	AfternoonNoon to 6 pm
13%of flight departures	Evening6 pm to midnight

Sunday	147daily flights
Monday	209daily flights
Tuesday	191daily flights
Wednesday	193daily flights
Thursday	187daily flights
Friday	204daily flights
Saturday	101daily flights

Cheap flights from New York (NYC) to Chicago (CHI) from $34

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

The best prices from New York to Chicago are usually found in February or January, booked 78 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from New York to Chicago

Popular in

Cheapest in

Round-trip from

One-way from

What is the cheapest day to fly round-trip from New York to Chicago?

How far in advance should I book a flight from New York to Chicago?

What is the cheapest month to fly from New York to Chicago?

When is the cheapest time to fly from New York to Chicago (NYC - CHI)?

Cheap American Airlines flights from New York to Chicago

Take a peek at the cheapest American Airlines flights we've detected traveling from New York to Chicago. Make sure to double check the flight details before booking.

Cheap JetBlue flights from New York to Chicago

Some of the lowest-priced JetBlue flights we've found at this time heading from New York to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.

Cheap New York to Chicago flights in April & May 2024

Find cheap flight options from New York to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 26, 2024.

Scroll through some of the best deals on flights from New York to Chicago in 2024. For more flight deals, be sure to check back very soon.

New York to Chicago 2024 flight deals

Discover exclusive flight deals for travel between New York and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.

Scroll through some of the best deals on flights from New York to Chicago in 2024. For more flight deals, be sure to check back very soon.

Non-stop flights to Chicago from New York

Consider booking one of these non-stop flights heading from New York to Chicago. Search for alternative flights from New York to Chicago by utilizing the search form above.

New York to Chicago flights leaving soon

Have a look at some of the last-minute flights available departing from New York to Chicago. It's wise to confirm all flight details are correct before booking.

One-way flights to Chicago from New York

Users traveling one-way from New York to Chicago can select one of these great deals. Those seeking round-trip flights from New York to Chicago should utilize the search form at the the top of the page.

Find flights from New York to Chicago within your budget

When is the best time to book a flight from New York to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from New York to Chicago. Price data was last updated on January 28, 2024.

To ensure you get the cheapest price possible for a flight from New York to Chicago, you should look to book at least 78 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Use this chart to determine the cheapest time to fly round-trip from New York to Chicago. Price data was last updated on April 21, 2024.

Average price of flights to Chicago by month

Plan your trip from New York to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from New York to Chicago is currently $44 while a round-trip flight costs $115. Price data was last updated on April 21, 2024.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with American Airlines, JetBlue and Sun Country Air from New York to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

New York to Chicago Travel Guide

Related info for your journey

Find useful and relevant information for your journey from New York to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

How long is the flight from New York City to Chicago?

Which airlines operate flights from New York City to Chicago?

How frequent are flights between New York City and Chicago?

Which airports serve New York City to Chicago?

Which direct flight route between New York City and Chicago is cheapest?

How busy are the airports in New York and Chicago?

Which airlines offer direct flights from New York to Chicago?

What are some of the layover options between New York to Chicago?

When I am flying from New York to Chicago will I require a visa or a passport?

Can I find flights from New York to Chicago for under $100 on Cheapflights?

Are there nonstop flights from New York to Chicago for under $100 on Cheapflights?

Are there last-minute flights available from New York to Chicago for under $100?

What days are nonstop flights available from New York to Chicago?

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

How long is the flight from New York to Chicago?

What is the cheapest airline to fly from New York to Chicago round-trip?

What are the cheapest airlines to fly from New York to Chicago one-way?

What are the most popular routes from New York to Chicago?

What are the most popular airlines that fly from New York to Chicago?

What are the most reliable airlines from New York to Chicago?

What are the cheapest flights from New York to Chicago?

What does JFK to ORD mean?

Can I find deals for flights from New York to Chicago that include extra baggage allowance?

Can I find deals on flights from New York to Chicago with specific airlines?

Can I find deals for flights from New York to Chicago that include hotel bookings?

How can I find direct flights from New York to Chicago?

Can I find deals for business class flights from New York to Chicago?

Can I find deals for flights from New York to Chicago that allow pets onboard?

Can I find deals on last-minute flights from New York to Chicago?

How recently were the New York to Chicago flight deals updated?

What are the most eco-friendly airlines from New York to Chicago?

How can I fly more sustainably from New York to Chicago?

Browse thousands of different options on Cheapflights for your next trip

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Fly from New York to Chicago on these airlinesChoose from the following airlines for your flight from New York to Chicago. Flights are based on user searches made on Cheapflights and were last updated on April 26, 2024.

Choose from the following airlines for your flight from New York to Chicago. Flights are based on user searches made on Cheapflights and were last updated on April 26, 2024.

Top 6 airlines flying from New York to Chicago

Fly from New York to Chicago on these airlines
Choose from the following airlines for your flight from New York to Chicago. Flights are based on user searches made on Cheapflights and were last updated on April 26, 2024.