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Round Trip Flights from New York City to Chicago

30 May
LGA
03 Jun
MDW
$ 134.71
30 May
EWR
03 Jun
ORD
$ 136.59
01 Jun
LGA
05 Jun
ORD
$ 146.38
30 May
JFK
03 Jun
ORD
$ 147.59
24 May
LGA
27 May
ORD
$ 162.59
30 May
EWR
03 Jun
ORD
$ 176.59
*Note: All fares are quoted in USD.

Last updated on Wednesday 04/29/2026 at 05:00 AM, the fares mentioned above are for flight tickets and inclusive of fuel surcharges, service fee and taxes. Based on historical data, these fares are subject to change without prior notice and cannot be guaranteed at the time of booking. Kindly go through our terms and conditions before booking.

Book New York City To Chicago Flights

Located on the bank of Lake Michigan, Chicago is known as the windy city for its urban look, the skyscrapers, and the meteorological conditions. Listed among the largest cities in the U.S., Chicago is generally adored for its food. The Chicago pizza, the Chicago-style hot dog, and the Chicago barbecue are some must-try foods. Chicago has a mix of culture and modernity. To explore the history and its heritage, the National Museum of Puerto Rican Arts & Culture, the Smart Museum of Art, and the Jane Addams Hull-House Museum are a few must-visit places. Art is something you cannot miss here. Be it music, drama theater, or sculpture paintings, Chicago is deeply in love with the creative aspect of society. You can watch Broadway shows. Another highlight of Chicago is the skyline. Home to famous buildings such as Willis Tower, Tribune Tower, and Millennium Park, it stands as one of the tallest skylines in the USA. 

Chicago is best during June to August; however, being the peak season, the fare for flights from New York City to Chicago might get high. You can save on your airline tickets from New York City to Chicago by booking for shoulder season. United, Southwest, Delta, and American are a few airlines that operate non-stop and connecting flights to Chicago from. John F. Kennedy International Airport, LaGuardia Airport, and Newark Liberty International Airport are the main airports in NYC. You can either choose Chicago O'Hare International Airport or Chicago Midway International Airport as your arrival point. It might take 1 hour and 49 minutes to reach, as the air distance between NYC and Chicago is 713 miles.

Finding Cheap Flights From New York City To Chicago : Frequently Asked Questions

* The mentioned flight facts are based on the last 3 months' data. Information regarding the highest and lowest booking months is based on the last 12 months' data.

Major Carriers Operating Flights From New York City To Chicago
Airline Cheapest Average

AMERICAN AIRLINES $88 $245

UNITED AIRLINES $121 $270

SPIRIT AIRLINES $58 $199

Low Cost Carriers Operating Flights From New York City To Chicago
Airline Cheapest Average

SPIRIT AIRLINES $58 $199

SOUTHWEST AIRLINES $83 $204

ALASKA AIRLINES $88 $310

Inspiration to Escape the Mundane

Check out exciting travel stories, travel guides and tips to inspire your next great adventure.

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Apr 29, 2026

U.S Based Airlines Expand Europe Network with 10 New Non-Stop Destinations

Summers are going to be more exciting for travelers as many US airlines have launched new flight routes to Europe. That?s not all, most of the flights will be nonstop, which means no more hassle planning. The United States has geared up for an upgraded transatlantic travel experience. Leading carriers like Delta Air Lines, United Airlines, and American Airlines are rolling out a wave of new non-stop routes connecting key US cities with some of Europe?s most exciting destinations.
Flights from new york city
Flights to chicago