Selected fares from New York to Chicago

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.


Save more with Chicago Flight + Hotel packages

Hotels in Chicago

See all 675 Hotels in Chicago
The Palmer House Hilton
The Palmer House Hilton
17 E Monroe St, Chicago
4.0 out of 5.0
4.1 out of 5 (735 reviews)

This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent ...


Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
20 E Chestnut St, Chicago
4.5 out of 5.0
4.6 out of 5 (140 reviews)

Located 1 block from Rush Street nightclubs, Oak Street shopping, and the Magnificent Mile, this 32-story Gold Coast hotel is 2 blocks from the John Hancock ...


Club Quarters Hotel, Central Loop
Club Quarters Hotel, Central Loop
111 West Adams Street, Chicago
4.0 out of 5.0
4.1 out of 5 (568 reviews)

Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board ...


Millennium Knickerbocker
Millennium Knickerbocker
163 East Walton Place, Chicago
4.0 out of 5.0
4.1 out of 5 (230 reviews)

This 1927 landmark Chicago hotel is a half block from Michigan Avenue/Magnificent Mile shopping, two blocks from Oak Street shopping and Water Tower Place. Lake ...


Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
Ohare International Airport, Chicago
4.0 out of 5.0
4.0 out of 5 (158 reviews)

The only hotel on airport property, the Hilton Chicago O'Hare Airport is located 2 miles from the Donald E. Stephens Convention Center and the Rosemont Theatre, ...


Congress Plaza Hotel
Congress Plaza Hotel
520 South Michigan Avenue, Chicago
3.0 out of 5.0
3.4 out of 5 (1,253 reviews)

Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.


Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
200 North Columbus Drive, Chicago
4.5 out of 5.0
4.1 out of 5 (241 reviews)

The 45-story Fairmont Chicago hotel is adjacent to Millennium Park, a half-block from Michigan Avenue, and 3 blocks from Lake Michigan; Navy Pier, Art Institute, ...


MileNorth Hotel
MileNorth Hotel
166 E Superior Street, Chicago
4.0 out of 5.0
4.3 out of 5 (465 reviews)

Located in Gold Coast, this boutique hotel is steps from Northwestern Memorial Hospital and Chicago Water Tower. John Hancock Center and Tribune Tower are also ...


Hyatt Regency Chicago
Hyatt Regency Chicago
151 East Wacker Dr, Chicago
4.0 out of 5.0
4.1 out of 5 (762 reviews)

This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are ...


Embassy Suites Chicago Downtown Magnificent Mile
Embassy Suites Chicago Downtown Magnificent Mile
511 North Columbus Drive, Chicago
4.0 out of 5.0
4.2 out of 5 (316 reviews)

The Embassy Suites Chicago Downtown Lakefront offers a newly renovated fresh look and is located two blocks from Navy Pier, Magnificent Mile shopping, and within ...



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