Flights from New York to Chicago

Selected fares from New York to Chicago

Departure Arrival Travel dates Round-trip
NYC CHI Sat, Oct 10 - Tue, Oct 13 $177
NYC CHI Tue, May 19 - Wed, May 27 $227
NYC CHI Mon, May 11 - Wed, May 13 $227
NYC CHI Mon, May 11 - Tue, May 12 $227
NYC CHI Mon, May 11 - Tue, May 12 $227
NYC CHI Tue, May 19 - Wed, May 27 $227
NYC CHI Tue, Jun 2 - Wed, Jun 10 $364
NYC CHI Thu, Sep 17 - Mon, Sep 21 $695

New York and Chicago airports and terminals

Airports in New York NY, US

map of airports in New York
  • 1

    LaGuardia Airport (LGA)

    Distance from City Center: 6.1 miles

    Terminals and carriers for flights from LGA to CHI

    Terminal Carriers
    Terminal B American Airlines, Spirit Airlines, US Airways, United Airlines
  • 2

    JFK Airport (JFK)

    Distance from City Center: 13.1 miles

    Terminals and carriers for flights from JFK to CHI

    Terminal Carriers
    Terminal 2 Czech Airlines
    Terminal 4 Delta Air Lines
    Terminal 5 jetBlue
    Terminal 8 American Airlines, US Airways
  • 3

    Newark Airport (EWR)

    Distance from City Center: 10.5 miles

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Airports in Chicago IL, US

map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from NYC to ORD

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 2 Czech Airlines, Delta Air Lines, United Airlines
    Terminal 3 American Airlines, Spirit Airlines, US Airways, jetBlue
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

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Hilton Garden Inn Chicago/Midway Airport

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June

Cheapest weekend flights in June from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jun 4 New York (LGA) Chicago (ORD) Spirit Airlines $177
Earn $1.77
Return Sat, Jun 6 Chicago (ORD) New York (LGA) Spirit Airlines

Lowest roundtrip airfare in June from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jun 3 New York (LGA) Chicago (ORD) Spirit Airlines $177
Earn $1.77
Return Wed, Jun 24 Chicago (ORD) New York (LGA) Spirit Airlines

Best one-week trip in June from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jun 10 New York (LGA) Chicago (ORD) Spirit Airlines $177
Earn $1.77
Return Wed, Jun 17 Chicago (ORD) New York (LGA) Spirit Airlines
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July

Cheapest weekend flights in July from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jul 9 New York (LGA) Chicago (ORD) Spirit Airlines $217
Earn $2.17
Return Sat, Jul 11 Chicago (ORD) New York (LGA) Spirit Airlines

Lowest roundtrip airfare in July from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jul 14 New York (LGA) Chicago (ORD) Spirit Airlines $187
Earn $1.87
Return Wed, Jul 29 Chicago (ORD) New York (LGA) Spirit Airlines

Best one-week trip in July from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jul 7 New York (LGA) Chicago (ORD) Spirit Airlines $187
Earn $1.87
Return Tue, Jul 14 Chicago (ORD) New York (LGA) Spirit Airlines
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August

Cheapest weekend flights in August from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Aug 21 New York (LGA) Chicago (ORD) Spirit Airlines $191
Earn $1.91
Return Sun, Aug 23 Chicago (ORD) New York (LGA) Spirit Airlines

Lowest roundtrip airfare in August from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Aug 21 New York (LGA) Chicago (ORD) Spirit Airlines $177
Earn $1.77
Return Wed, Aug 26 Chicago (ORD) New York (LGA) Spirit Airlines

Best one-week trip in August from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Aug 24 New York (LGA) Chicago (ORD) Spirit Airlines $177
Earn $1.77
Return Mon, Aug 31 Chicago (ORD) New York (LGA) Spirit Airlines
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Travel from New York to Chicago

Flights from New York to Chicago are popular with both business and pleasure travelers. Incorporated as a city in 1837, Chicago has grown in leaps and bounds to become an international hub for finance, commerce, telecommunication and transportation. With the help of Orbitz.com, you can easily book your flight to Chicago.

New York City

Manhattan, The Bronx, Brooklyn, Queens and Staten Island are the five boroughs that form New York City (NYC). The city is served by three airports-John F. Kennedy International Airport (JFK), Newark Liberty International Airport (EWR) and LaGuardia Airport (LGA). Traveling from Midtown by taxi takes between 45 and 60 minutes to JFK, between 20 and 35 minutes to LaGuardia and between 35 and 50 minutes to Newark. Taxis charge approximately $69-75 from Manhattan to Newark and a flat rate of $45 from Manhattan to JFK. Taking a taxi from Manhattan to LaGuardia costs approximately $30.

Short-term parking for 30 minutes or less at all three airports costs $3. Long-term parking at LaGuardia costs $66 for the first 48 hours. At Newark and JFK, long-term parking costs $18 for the first 24 hours.

Brooklyn Deli, McDonald's, Ruby's Diner and Java Moon Café are just some of the restaurants that you will find at Newark. For quick bites at JFK, visit McDonald's, JikJi Café or Sbarro restaurants. Auntie Anne's and Dunkin' Donuts restaurants are just some of the eateries available at LaGuardia.

Chicago, Illinois

Located in northeastern Illinois on the shores of Lake Michigan, Chicago is colloquially referred to as the City of Big Shoulders, the Windy City and the Second City. It is the third most populous city in the Unites States of America, with more than 2.7 million residents. It is also an international hub for transportation, finance, industry and commerce.

Touring Chicago

Chicago O'Hare International Airport, also known as O'Hare Field or O'Hare Airport, is a major airport located approximately 17 miles northwest of downtown Chicago. You can take a taxi, bus or train from the airport to downtown. Depending on traffic, a taxi will take 30-45 minutes to get to downtown from the airport and charge approximately $35-$45.

Chicago experiences a humid continental climate with hot, humid summers and cold winters. January, the coldest month, experiences a mean low temperature of 14.3 degrees Fahrenheit. July is the warmest month, with an average high temperature of 83.5 degrees Fahrenheit. Summer and fall are the best times to visit, as there are many outdoor activities to engage in.

The Art Institute of Chicago, located 2.5 miles from the city's center, is home to some of the world's great art collections, including the popular artwork American Gothic. Other popular sites that you should visit include the Museum of Science and Industry, the Chicago Cultural Center and the Oriental Institute Museum.

Bag Great Chicago Vacation Deals

In addition to being an international hub for finance, trade and industry, Chicago is also home to numerous tourist attractions. You can easily book a cheap flight from New York to Chicago today using Orbitz.com.

Interesting facts about flights from New York to Chicago

    • 58 direct flights are operating from New York to Chicago today.
    • Today's average time for a direct flight is 2h 43m.
    • American Airlines flight 155 (6:00 AM GMT, Boeing 737-800 Passenger) is today's earliest available flight from New York to Chicago.
    • Spirit Airlines flight 331 (9:55 PM GMT, Airbus Industrie A320) is today's latest available flight from New York to Chicago.
    • Today's shortest direct flight from New York to Chicago (Spirit Airlines flight 331, Airbus Industrie A320) takes 2h 17m.
    • Today's longest direct flight from New York to Chicago (Delta Air Lines flight 4095, Canadair Regional Jet 900) takes 3h 6m.
    • Flights from JFK Airport (JFK), LaGuardia Airport (LGA), Newark Airport (EWR) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Flight schedule for flights from New York to Chicago on Mon, May 4, 2015

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
American Airlines AA155 LGA 6:00 AM ORD 7:37 AM 738 2hr 37min
US Airways US155 LGA 6:00 AM ORD 7:37 AM 738 2hr 37min
American Airlines AA309 LGA 6:30 AM ORD 8:07 AM 738 2hr 37min
US Airways US309 LGA 6:30 AM ORD 8:07 AM 738 2hr 37min
American Airlines AA307 LGA 7:29 AM ORD 9:10 AM 738 2hr 41min
US Airways US307 LGA 7:29 AM ORD 9:10 AM 738 2hr 41min
American Airlines AA999 JFK 7:45 AM ORD 9:32 AM 738 2hr 47min
US Airways US999 JFK 7:45 AM ORD 9:32 AM 738 2hr 47min
American Airlines/US Airways AA2115/US1579 LGA 6:00 AM ORD 9:36 AM 319/738 4hr 36min
US Airways/US Airways US2115/US1579 LGA 6:00 AM ORD 9:36 AM 319/738 4hr 36min
United Airlines/American Airlines UA3517/AA4401 LGA 5:59 AM ORD 9:37 AM E70/E75 4hr 38min
United Airlines/US Airways UA3517/US4401 LGA 5:59 AM ORD 9:37 AM E70/E75 4hr 38min
American Airlines/American Airlines AA4102/AA4333 LGA 6:40 AM ORD 9:40 AM CRJ/E75 4hr 0min