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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

  • What is the cheapest return flight price from NYC to CHI?$99
  • What is the fare range for flights between NYC to CHI? $99 - $294
  • When does the earliest flight depart NYC? 7:58AM United Airlines Flight #761
  • When does the latest flight depart CHI? 9:59PM Spirit Airlines Flight #612
  • Which is the busiest month to travel from New York City to Chicago?September
  • Which is the least busy month to travel from NYC to CHI?November
  • What is the travel distance between New York City to Chicago?711 miles
  • How many weekly flights are there are between NYC to CHI? There are 23 weekly flights between NYC and CHI.
  • How many daily flights fly between New York City to Chicago? There are 3 daily flights between NYC and CHI
  • Which is the busiest day in terms of passengers flying from NYC to CHI?Thursday
  • In last 30 days, what is the %age of CHI visitors who spent less than 3 days in the city?64.29 %
  • Name the airport nearby CHI? Midway International Airport
  • Name the airports nearby NYC? Downtown Manhattan Heliport