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New York to Chicago Flights

Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from New York to Chicago

Departure Arrival Travel dates Round-trip
NYC CHI Thu, Jan 29 - Thu, Feb 5 $137
NYC CHI Wed, Jan 14 - Wed, Jan 21 $197
NYC CHI Wed, Jan 21 - Wed, Jan 28 $197
NYC CHI Wed, Jan 14 - Wed, Jan 21 $197
NYC CHI Wed, Jan 14 - Wed, Jan 21 $198
NYC CHI Wed, Jan 14 - Wed, Jan 21 $205
NYC CHI Thu, Feb 19 - Sun, Feb 22 $393
NYC CHI Fri, Jul 17 - Sun, Jul 19 $412
NYC CHI Tue, Mar 3 - Fri, Mar 6 $603

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, 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, 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 US Airways, United Airlines
    Terminal 2 Czech Airlines, Delta Air Lines, US Airways, United Airlines
    Terminal 3 American Airlines, US Airways, jetBlue
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Sun Mon Tue Wed Thu Fri Sat
1 2 3
4 5 6 7
$137
8
$137
9 10
$137
11 12
$137
13
$137
14
$137
15
$137
16 17
$137
18 19
$137
20
$137
21
$137
22
$137
23 24
$137
25 26
$137
27
$137
28
$137
29
$137
30 31
$137

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $79

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 128 reviews

O'Hare International Airport Map

Rate Includes Breakfast

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

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Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 43 reviews

6500 South Cicero Avenue Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

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Hilton Garden Inn Chicago/Midway Airport

3 stars
3.7 / 5 15 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $118

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 17 reviews

6540 S. Cicero Ave. Map

Free On The HouseT hot breakfast, Wi-Fi

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $159

Chicago Marriott Midway

3 stars
3.7 / 5 7 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

Perfect for business travel and weekend getaways, the renovated Marriott Chicago Midway is just two blocks from MDW airport and offers a free 24-hr shuttle.... More

Hotel only $87

Sheraton Chicago O'Hare Airport Hotel

4 stars
4.0 / 5 115 reviews

6501 North Mannheim Road Map

Save 15% on your stay, Breakfast Included

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

January

Cheapest weekend flights in January from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jan 22 New York (LGA) Chicago (ORD) Spirit Airlines $137
Earn $1.37
Return Mon, Jan 26 Chicago (ORD) New York (LGA) Spirit Airlines

Lowest roundtrip airfare in January from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jan 7 New York (LGA) Chicago (ORD) Spirit Airlines $137
Earn $1.37
Return Sat, Feb 28 Chicago (ORD) New York (LGA) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jan 24 New York (LGA) Chicago (ORD) Spirit Airlines $137
Earn $1.37
Return Sat, Jan 31 Chicago (ORD) New York (LGA) Spirit Airlines
Back to menu Return to top

February

Cheapest weekend flights in February from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Feb 5 New York (LGA) Chicago (ORD) Spirit Airlines $137
Earn $1.37
Return Mon, Feb 9 Chicago (ORD) New York (LGA) Spirit Airlines

Lowest roundtrip airfare in February from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Feb 2 New York (LGA) Chicago (ORD) Spirit Airlines $137
Earn $1.37
Return Wed, Feb 4 Chicago (ORD) New York (LGA) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Feb 11 New York (LGA) Chicago (ORD) Spirit Airlines $137
Earn $1.37
Return Wed, Feb 18 Chicago (ORD) New York (LGA) Spirit Airlines
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March

Cheapest weekend flights in March from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Mar 21 New York (LGA) Chicago (ORD) Spirit Airlines $217
Earn $2.17
Return Mon, Mar 23 Chicago (ORD) New York (LGA) Spirit Airlines

Lowest roundtrip airfare in March from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Mar 2 New York (LGA) Chicago (ORD) Spirit Airlines $177
Earn $1.77
Return Fri, Mar 6 Chicago (ORD) New York (LGA) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Mar 14 New York (LGA) Chicago (ORD) Spirit Airlines $217
Earn $2.17
Return Sat, Mar 21 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

    • 45 direct flights are operating from New York to Chicago today.
    • Today's average time for a direct flight is 2h 47m.
    • United Airlines flight 683 (12:00 AM GMT, Airbus Industrie A319) is today's earliest available flight from New York to Chicago.
    • Delta Air Lines flight 2928 (1:50 PM GMT, Canadair Regional Jet 900) is today's latest available flight from New York to Chicago.
    • Today's shortest direct flight from New York to Chicago (United Airlines flight 463, Airbus Industrie A320) takes 2h 39m.
    • Today's longest direct flight from New York to Chicago (Delta Air Lines flight 2927, Canadair Regional Jet 900) takes 3h 3m.
    • 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 Sat, Dec 27, 2014

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
American Airlines AA307 LGA 6:30 AM ORD 8:10 AM 738 2hr 40min
US Airways US307 LGA 6:30 AM ORD 8:10 AM 738 2hr 40min
United Airlines UA421 LGA 7:00 AM ORD 8:39 AM 320 2hr 39min
American Airlines AA315 LGA 7:00 AM ORD 8:45 AM 738 2hr 45min
US Airways US315 LGA 7:00 AM ORD 8:45 AM 738 2hr 45min
American Airlines AA311 LGA 7:30 AM ORD 9:15 AM 738 2hr 45min
US Airways US311 LGA 7:30 AM ORD 9:15 AM 738 2hr 45min
American Airlines AA190 JFK 8:00 AM ORD 9:55 AM 738 2hr 55min
US Airways US190 JFK 8:00 AM ORD 9:55 AM 738 2hr 55min
Delta Air Lines DL5935 LGA 8:15 AM ORD 9:56 AM E75 2hr 41min
Spirit Airlines NK847 LGA 8:30 AM ORD 10:08 AM 320 2hr 38min
jetBlue B6905 JFK 8:30 AM ORD 10:19 AM 320 2hr 49min
Delta Air Lines/United Airlines DL3685/UA3497 LGA 7:00 AM ORD 10:20 AM CR9/E70 4hr 20min