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Selected fares from New York to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

LaGuardia Airport and John F. Kennedy International Airport are the two major airports offering New York to Chicago flights. Carriers land at either Midway Airport or O'Hare International Airport. If you're searching for cheap New York to Chicago flights, consider multiple stops, flexible dates and budget carriers such as JetBlue (flying to O'Hare) and Southwest Airlines or AirTran Airways (flying to Midway).

Carriers with New York to Chicago flights

  • American Airlines
  • AirTran Airways
  • Delta Airlines
  • Frontier Airlines
  • JetBlue Airlines
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
  • US Airways

Estimated travel times for flights from New York to Chicago

New York to Chicago flights typically take about 2 hours and 15 minutes and cover a distance of approximately more than 700 miles.


Both Chicago airports offer multiple options for transportation after your New York to Chicago flight. Find the taxi stand and shuttle services just outside baggage claim, visit a car rental kiosk or purchase a CTA pass to ride the "L," Chicago's public rail system, to your destination. A single ride costs $2.25, but 1-, 3-, 7- and 30-day unlimited passes can also be purchased. Children under 7 ride free.

Distance from Midway Airport to downtown Chicago: 10 miles
Transit line from Midway Airport to downtown Chicago: Orange (with a commute time of 20-30 minutes)
Distance from O'Hare International Airport to downtown Chicago: 17 miles
Transit line from O'Hare International Airport to downtown Chicago: Blue (with a commute time of 35-40 minutes)

Things to do in Chicago after flights from New York to Chicago

Chicago easily disproves its nickname as the Second City. With historic architecture, a pristine lakeshore, wonderful food and a thriving arts scene, Chicago thrives as a first-rate global destination. Explore these local favorites following flights from New York to Chicago.


  • The Magnificent Mile
  • John Hancock Observatory
  • Navy Pier
  • Millennium Park
  • Grant Park
  • The Art Institute of Chicago
  • The Field Museum
  • Theater District
  • The Board of Trade
  • Willis Tower
  • Adler Planetarium
  • Shedd Aquarium

West Loop

  • Restaurant Row (Randolph Street)


  • Halsted Street

Hyde Park

  • Frank Lloyd Wright's Robie House
  • Museum of Science and Industry
  • Promontory Point
  • University of Chicago


  • Chinatown Square
  • Wentworth Avenue


  • National Museum of Mexican Art
  • Pilsen Murals

Lincoln Park

  • Lincoln Park Zoo
  • Lincoln Park Conservatory
  • North Avenue Beach
  • Steppenwolf Theatre Company
  • Peggy Notebaert Nature Museum
  • Clark Street


  • Boys Town
  • Metro
  • Montrose Harbor


  • Wrigley Field
  • Southport Avenue
  • Music Box Theater


  • Aragon Ballroom
  • The Green Mill
  • The Riviera Theatre
  • Little Saigon


  • The Swedish American Museum Center
  • Clark Street

Rogers Park

  • Loyola Park
  • Loyola University
  • Devon Avenue

Wicker Park/Bucktown

  • Division Street
  • The Polish Museum of America
  • Six Corners
  • Double Door

Getting around Chicago

Chicago is mapped on a grid system. The center is the intersection of State and Madison Streets, with each city block measuring 100 increments.


Metered, garage and pay lots are available throughout the city. Rates vary by location.


Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

*Savings based on all holiday package bookings with Flight + Hotel on from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.