Cheap flights from New York (NYC) to Chicago (CHI) from $69

Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 17% on your flight compared to booking on days when demand is much higher.

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 28 days in advance, which can save you up to 32% on flights from New York to Chicago compared to booking the week you need them. Waiting 28 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 $277. For sooner than that we have options available in the next 3 days from $344.

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 $265 on average during February, but can be found for as low as $166.

It’s typically best to fly out from New York to Chicago in the morning. Doing so could potentially save you 13% on the flight price compared to flying at noon, which is usually more expensive.

Chicago, with its dramatic location along the shores of Lake Michigan, is the professional, business, educational and cultural hub of the Midwest. When in Chicago, you have a wealth of choices, whether you prefer to tour architectural masterpieces, take in the top comedy improv groups in the country, attend a Chicago Cubs game at Wrigley Field, or just get some business done. Not surprisingly, it's easy to find flights between the first and third-largest cities in the United States: New York City and Chicago.

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.

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.

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.

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.

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.

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.

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.

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).

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.

Some of our airline partners flying from New York to Chicago have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and JetBlue are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Yes, there are multiple flights from New York to Chicago for under $200. The cheapest flight booked recently is on United Airlines for just $148, but on average you can expect to pay $164.

Cheapflights has at least 20 direct flights from New York to Chicago under $200. A good price for a nonstop flight from New York to Chicago is less than $179.

There are currently 20+ open flights from New York to Chicago within the next 7 days for less than $200.

According to our current data, United Airlines ($148), Spirit Airlines ($149), and Delta ($166) offers the cheapest pricing from New York to Chicago. United Airlines is priced at 44% lower than the current average price of a flight leaving 3 months from now.

To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $69. Frontier flights start at $76 while deals on JetBlue start at $83 one-way.

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

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.

No one likes to see their flight delayed. When booking a flight from New York to Chicago consider choosing China Airlines (89%), Aerolineas Argentinas (89%) or Kenya Airways (88%) as they are the most reliable in getting you off to your destination on time.

On average you can expect to pay $408 for a flight from New York to Chicago. The cheapest flight overall is $83 while the most popular route, (Newark - Chicago O'Hare Intl) is currently priced at $146.

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.

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.

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.