Flights from New York (NYC) to Chicago (CHI)

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Prices from $165 to $165

We'll show you the best deals by comparing tons of flights from New York to Chicago across a wide range of airlines and travel agents. Compare the cheap flights along this route.

$165RT including taxes
Jun 08 2018 Jun 12 2018
4 nights
Newark Liberty International (EWR) to Chicago (CHI)
Flying with: American Airlines

Travel information for New York to Chicago

Advertisers with deals forNew York to Chicago3
Flights available forNew York to Chicago404
Cheapest ticket price forNew York to Chicago$102
Average deal price forNew York to Chicago$318
Average flight time forNew York to Chicago2 hrs 28 mins
Distance from New York to Chicago712 miles

How much do things cost in Chicago and New York?

New York is 30% more expensive than Chicago
New York
Taxi - fixed fee
New York
3 course meal for 2
New York
Local draught beer (0.5 liter)
New York

Additional useful information for Chicago

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.

How long is the flight from New York City to 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.

Which airlines operate flights from New York City to Chicago?
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.

How frequent are flights between New York City and Chicago?
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.

Which airports serve New York City to Chicago?
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.

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

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Facts and figures about flying from New York to Chicago

  • The largest aircraft operating flights from New York to Chicago is the Boeing 747-400 (Domestic)
  • The average delay time for flights between New York and Chicago is 1 hr 7 mins
  • Flights from New York to Chicago have 1223 passenger seats available each day
  • New York to Chicago flights are not usually subject to diversions
  • Pinnacle Airlines, Inc. D/B/A Delta Connection operates 74 flights a week from New York to Chicago
  • Flights from New York to Chicago offer an Embraer ERJ 145 as the smallest available aircraft
  • The Canadair Regional Jet 900 is the most popular aircraft used for flights between New York and Chicago
  • For flights between New York and Chicago, the typical cancellation rate is 6.3 percent
  • La Guardia is the most commonly used connection for flights between New York and Chicago

Popular routes to Chicago

Popular routes from New York