Call us at 1-646-738-4872 to get great deals!

Why to Book with Call Center

Expert guidance by our Travel experts

Immediate booking confirmation

24-hour cancellation

Flexible payment plans

What Our Customers Say About Our Service?

  • One travel made my order very easy. - Aida, Mar 07, 2023

  • Me and my friends had amazing time on our trip , Costa Rica one of those countries where you want to go back again and again. - Svetlana, Feb 02, 2023

  • Flew out of Westchester Airport for the first time. Great! would like direct flights to/from Wilmington in the future. - Deborah, Jan 17, 2023

Submit a Review

Search Cheap Flights from New York City to Chicago

Rapid increase in number of travellers traveling New York City from Chicago!

Top Tricks to Save on NYC to Chicago Flights

  • Prefer flying in off-peak hours: You can save a lot on New York City to Chicago tickets if you book off-time flights. To get cheap flights from NYC to CHI, you can fly between 5 AM and 7 AM or after 8 PM.
  • Search for refundable flights: Book refundable flights from New York City to Chicago so that you get cheaper prices anywhere later, you can simply cancel your previous ticket.
  • Join Loyalty Programs: Join loyalty programs and score points every time you travel. You can redeem these points to save on plane tickets from NYC to Chicago.
  • Subscribe to mailing lists: Subscribe to mailing list to receive updates about discounts and sales on NYC to Chicago reservations.
  • Book return flights: Booking return flights can help you get cheap flights from NYC to Chicago

What to explore in Chicago?

The third most populated city in the United States, Chicago is also called the Windy City. This city is positioned along the banks of the Lake Michigan. Chicago is well known for its effervescent art scene, piles of social attractions, bunch of shopping attraction, and spectacular architecture. This city savors an overall prominence as a point of convergence of twentieth century architecture and craftsmanship, with?famous architects, for example, Frank Lloyd Wright and Louis Sullivan, and artists, for example, Chagall, Picasso,?Miro, and Dubuffet. Similarly, the city has much to offer in the sports circle too.

Top tourist attractions in Chicago:

  • The Art Institute of Chicago
  • Millennium Park
  • Navy Pier
  • Museum of Science and History
  • Willis Tower SkyDeck
  • 360 Chicago
  • Michigan Avenue and the Magnificent Mile
  • Field Museum of Natural History
  • Lincoln Park
  • Chicago Riverwalk and Lakefront Trail

Major Events and Festivals in Chicago

Chicago organizes several annual festivals around the year. Some of the major festivals held in Chicago are Chicago Wine Fest (April), 57th Street Art Fair (June), Chicago Blues Festival (June), Taste of Chicago (July), Chicago Food Truck Festival (July), Chicago Craft Beer Festival (July), Bristol Renaissance Faire (August), Lollapalooza Chicago (August), Chicago Hot Dog Fest (August), Illinois State Fair (August), Windy City Wine Festival (September), Chicago Jazz Festival (September), and Chicago World Music Festival (September).

When to Visit Chicago

Weather-wise, the best times to take New York City to Chicago flights are between September and October and from April through May. The weather in these months remains warm and a variety of festivals are organized here. Summer is the peak tourist season in Chicago when travellers swarm here to enjoy the warm weather and scores of activities. If traveling in peak season, it is advisable to book your plane tickets in advance to get cheap flights from NYC to CHI.

Share your travel experience:

After returning from your trip from New York City to Chicago, do not forget to share your New York City to Chicago experience with us through the OneTravel review section. Encourage other travelers by sharing your valuable opinion.


New York City to Chicago Flight Route Facts

  • When does the earliest flight depart NYC?

    7:00AM - 8:00AM

  • When does the last flight depart CHI?

    10:00PM - 11:00PM

  • Which is the busiest month to travel from New York City to Chicago?

    July

  • Which is the least-busy month to travel from NYC to CHI?

    March

  • What is the travel distance between New York City and Chicago?

    738 Miles

  • What are the top airlines offering flights from NYC to CHI?

    American Airlines, United Airlines, Spirit Airlines

  • How many weekly flights operate between NYC and CHI?

    There are 6 weekly flights between NYC and CHI.

  • How many daily flights fly between New York City and Chicago?

    There are 36 daily flights between NYC and CHI

  • Which is the busiest day in terms of passengers flying from NYC to CHI?

    Wednesday

  • What percentage of New York City to Chicago travelers booked First or Business Class?

    2% of Chicago travelers booked First or Business Class.

  • What percentage of New York City to Chicago travelers traveled with their kids under 14?

    4% traveled with their kids under 14.

  • What percentage of New York City to Chicago travelers were millennials?

    44% of Chicago travelers were millenials.

  • What percentage of New York City to Chicago travelers were female?

    46% of Chicago travelers were female.

  • What percentage of New York City to Chicago travelers were over the age of 60?

    11% of Chicago travelers were over the age of 60.

  • What was the average flight duration of flights from New York City to Chicago?

    05.27 Hours

Download Our App

Find the deals you want & manage your trips ... all while on the go.

Download
Apply for Our Credit Card

Earn rewards points & other travel perks when you spend.

Apply Now
Check out our Blog

Get inspired, learn expert tips & add to your travel bucket list.

Read it Now
Check Your Flight Status

Get there on time,
every time!

Check Status
  • 10 Million+ Customers
    Per Year
  • Safe & Secure Booking
  • Price Match
    Promise
  • Buy with Confidence