Call for deals too good to be published.

Book Flights from New York City to Chicago will help you to find the best deals on flights from New York City to Chicago. With our search technology, effortlessly searching flight routes across hundreds of airlines has never been easier or more convenient. With, we aim to make it simple and quick to search, select and save on the flights that best suit your needs and budget.

No matter if you are traveling for business or pleasure, we offer a wide range of deals from business class discounts to last minute flight deals to destinations like Chicago. Whether you are planning ahead or looking for last minute tickets, CheapOair has the right flights at the right price. After booking your ticket, explore this page to view blog posts about this destination, learn more about hotels near CHI and read reviews from others who booked their flights with

Frequently Asked Questions - New York City to Chicago Flights

  • When does the first flight of the day depart from NYC?

    8:15AM United Airlines Flight #851

  • When does the last flight depart to CHI?

    10:00PM Virgin Atlantic Flight #5875

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

    711 miles

  • How many weekly flights are there between NYC to CHI?

    There are 56 weekly flights between NYC and CHI.

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

    There are 7 daily flights between NYC and CHI

  • Which is the busiest day in terms of passengers traffic between NYC to CHI?


  • Which is the nearest airport to Chicago, Illinois?

    Midway International Airport

  • Which is the nearest airport to New York City, New York?

    Downtown Manhattan Heliport