Cheap Flight Deals From Chicago (CHI) to New York (NYC) Starting at $55

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This Weekend's Flight Deals from Chicago to New York

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $55 One Way, $106 Round Trip from Chicago to New York

Prices starting at $106 for return flights and $55 for one-way flights to New York were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

New York economy flight packages

The Benjamin Royal Sonesta New York
The Westin New York Grand Central
Hyatt Herald Square New York
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More About Flying To New York from Chicago

Route Information for Flights from Chicago to New York

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Flights from Chicago to New York City

Businessmen and holiday tourists make up the majority of travelers from Chicago to New York City. New York City harbors a lucrative business district, as well as culturally diverse popular attractions, including fashion shops, museums, theaters, parks and skyscrapers. Cheap flights to NYC are best arranged through

Chicago, Illinois

Chicago is the largest city in Illinois, serving as an international hub for trade, finance, transportation, telecommunications and industry. The city boasts one of the world's busiest airports, O'Hare International Airport (ORD). It is also served by Chicago Midway Airport (MDW).

O'Hare International Airport is situated 17 miles northwest of downtown Chicago and serves direct flights to NYC and other world destinations via such airlines as Delta, Continental, British Airways, American Eagle, Lufthansa and JetBlue. Transportation to the airport is facilitated by the Airport Transit System (ATS), airport shuttles and taxis. Economy parking costs a daily minimum of $2 and a maximum that ranges from $9 to $19. The restaurants at O'Hare include America's Dog, Cafe Zoot, Great American Bagel and Starbucks.

Chicago Midway Airport is situated 10 miles southwest of Chicago's downtown area and serves domestic flights via such airlines as Continental, Frontier, Delta and Southwest. Transportation to the airport is provided by Orange Line buses operated by Chicago Transit Authority (CTA) shuttles and taxis, and this takes 20 to 30 minutes. Long-term parking is provided in the economy lots and costs a daily minimum of $2 and a maximum of $14. You can enjoy food and drinks at the deli, the Illinois Bar and Grill, McDonald's or Tuscany prior to your flight at Midway Airport.

New York

New York is the most populous city in the United States of America, with an estimated population of more than 8 million residents. The city is home to the United Nations Headquarters, making it an important center for international diplomacy. Manhattan, The Bronx, Staten Island, Queens and Brooklyn are the five boroughs that form NYC.

Experience New York

John F. Kennedy International Airport (JFK), Newark Liberty International Airport and LaGuardia Airport (LGA) are the main airports that serve NYC. The MTA New York City Transit and the MTA Bus Company provide transportation from LaGuardia Airport to Long Island Rail Road or the New York City Subway. Taking a sedan limousine from LGA to Manhattan will cost you anything between $40 and $150. JFK is connected to the commuter rail system and the subway by AirTrain, which takes approximately 40 minutes to reach downtown Manhattan. A yellow cab will charge you a flat rate of $45 from JFK to Manhattan. Trains, buses, helicopters and taxis offer ground transportation service to and from the Newark Liberty International Airport, and AirTrain service is also available. Taxis charge a flat rate depending on your destination.

New York has a humid subtropical climate, with cold and damp winters. January is the coldest month, with an average low temperature of 27 degrees Fahrenheit. June, July and August are the warmest months, as the temperatures stay above 80 degrees Fahrenheit. On average, New York City receives 50 inches of precipitation and 234 sunny days each year. January to August is the best time to visit, especially for someone seeking great travel bargains.

The Statue of Liberty, Ellis Island and the Empire State Building are just some of the city's must-see attractions. For an excellent view of more than 100 photographs by Gary Marlon Suson, visit the Ground Zero Museum, which is located just 2 miles from the city center. Other museums located around the city include The Cloisters, the Metropolitan Museum of Art and the Tenement Museum. For the best of opera, visit the Metropolitan Opera House, which is located approximately 4 miles from the city center.

A Tour of the Big Apple

There are numerous travel options provided by the airports in Chicago. Select the best package deal for direct flights from Chicago to New York to ensure you arrive at your destination ahead of schedule. is your ultimate business or pleasure trip planner. In addition to cheap flights from Chicago to New York, also offers budget accommodation deals.

Frequently asked questions

Am I able to catch a flight from Chicago to New York now?
Go right to the Covid-19 Travel Advisor for the most useful info on travel restrictions and quarantine requirements when flying from Chicago to New York.
Are there non-stop flights from Chicago to New York?
Fasten your seat belt and enjoy a relaxing flight aboard one of the 3 airlines that fly directly from ORD to LaGuardia Airport (LGA). We’ve come up with a list of reputable carriers to choose from:

  • Delta
  • American Airlines
  • United Airlines

What is the shortest flight from Chicago to New York?
It can take just 2 hours and 3 minutes to jet from O’Hare Intl. Airport (ORD) to New York, NY (LGA-LaGuardia). Take a seat and enjoy the journey, because you’ll be walking through arrivals in a heartbeat.
What airlines fly from Chicago to New York most frequently?
There are a few airlines offering the most frequent flights from O’Hare Intl. Airport (ORD) to LaGuardia Airport (LGA), including Delta (DL). A top pick for many travelers, it operates 269 flights on this route every month. If you want to broaden your options, take a look at the price of tickets with American Airlines (AA), which operates 234 flights from Chicago to New York each month.
If I am not able to travel due to COVID-19, can I cancel my flight to New York?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to New York have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to New York with flexible change policies?
In most cases you’ll have the option to reschedule your flight to New York without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on from January to December 2021. Savings are subject to change based on departure location, date and destination.