Flights from New York to Chicago

March 2016
Sun
Mon
Tue
Wed
Thu
Fri
Sat
3
Thu, Mar 3
$81

Leaving Thu, Mar 3

4
Fri, Mar 4
5
Sat, Mar 5
6
Sun, Mar 6
7
Mon, Mar 7
$81

Leaving Mon, Mar 7

8
Tue, Mar 8
$81

Leaving Tue, Mar 8

9
Wed, Mar 9
$81

Leaving Wed, Mar 9

10
Thu, Mar 10
13
Sun, Mar 13
14
Mon, Mar 14
15
Tue, Mar 15
16
Wed, Mar 16
17
Thu, Mar 17
18
Fri, Mar 18
20
Sun, Mar 20
21
Mon, Mar 21
22
Tue, Mar 22
23
Wed, Mar 23
24
Thu, Mar 24
25
Fri, Mar 25
26
Sat, Mar 26
27
Sun, Mar 27
28
Mon, Mar 28
29
Tue, Mar 29
$81

Leaving Tue, Mar 29

30
Wed, Mar 30
31
Thu, Mar 31

= Cheapest round-trip flights

* Prices are round trip per person (conditions apply)

Selected fares from New York to Chicago

Departure
Arrival
Travel dates
Round-trip

Departure:

NYC

Arrival:

CHI

Travel dates

Tue, Apr 5 - Tue, Apr 12

Round-trip

Departure:

NYC

Arrival:

CHI

Travel dates

Tue, Mar 8 - Fri, Mar 11

Round-trip

Departure:

NYC

Arrival:

CHI

Travel dates

Wed, Mar 9 - Tue, Mar 29

Round-trip

Departure:

NYC

Arrival:

CHI

Travel dates

Thu, Mar 3 - Tue, Mar 8

Round-trip

Departure:

NYC

Arrival:

CHI

Travel dates

Mon, May 9 - Thu, May 12

Round-trip

Departure:

NYC

Arrival:

CHI

Travel dates

Sat, Apr 16 - Wed, Apr 20

Round-trip

Save more with Chicago Flight + Hotel packages

New York and Chicago airports and terminals

Airports in New York NY, US

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

    John F. Kennedy International 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 4
    Delta Air Lines
    Terminal 5
    jetBlue
    Terminal 8
    American Airlines, US Airways
  • 3

    Newark Liberty International Airport (EWR)

    Distance from City Center: 10.5 miles

    Carriers

Airports in Chicago IL, US

Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

    Carriers

  • 2

    O'Hare International 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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Featured Chicago Airport Hotels

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O'Hare International Airport Map
3.9 / 5 128 reviews
  • Rate Includes Breakfast
  • Rate Includes Breakfast
From
$79

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

From
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6500 South Cicero Avenue Map
4.1 / 5 43 reviews
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$120

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

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3.7 / 5 15 reviews
  • Complimentary wired and Wi-Fi Internet Access
  • Complimentary wired and Wi-Fi Internet Access
From
$118

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6540 S. Cicero Ave. Map
3.8 / 5 17 reviews
  • Free On The HouseT hot breakfast, Wi-Fi
  • Free On The HouseT hot breakfast, Wi-Fi
From
$118

...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

From
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6520 South Cicero Avenue Map
3.7 / 5 7 reviews
  • Rate includes breakfast
  • Rate includes breakfast
From
$159

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

From
$159

March

Cheapest weekend flights in March from New York to Chicago

Leave
Sat, Mar 5
New York
(LGA)
Chicago
(ORD)
Spirit Airlines
Spirit Airlines
Return
Sun, Mar 6
Chicago
(ORD)
New York
(LGA)
Spirit Airlines
Spirit Airlines
Earn $0.81

Lowest roundtrip airfare in March from New York to Chicago

Leave
Wed, Mar 9
New York
(LGA)
Chicago
(ORD)
Spirit Airlines
Spirit Airlines
Return
Sat, Mar 12
Chicago
(ORD)
New York
(LGA)
Spirit Airlines
Spirit Airlines
Earn $0.81

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

Leave
Tue, Mar 15
New York
(JFK)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Tue, Mar 22
Chicago
(ORD)
New York
(JFK)
Delta Air Lines
Delta Air Lines
Earn $0.81

April

Cheapest weekend flights in April from New York to Chicago

Leave
Sat, Apr 9
New York
(LGA)
Chicago
(ORD)
Spirit Airlines
Spirit Airlines
Return
Sun, Apr 10
Chicago
(ORD)
New York
(LGA)
Spirit Airlines
Spirit Airlines
Earn $1.17

Lowest roundtrip airfare in April from New York to Chicago

Leave
Sat, Apr 30
New York
(JFK)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Tue, May 3
Chicago
(ORD)
New York
(JFK)
Delta Air Lines
Delta Air Lines
Earn $0.81

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

Leave
Tue, Apr 5
New York
(JFK)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Tue, Apr 12
Chicago
(ORD)
New York
(JFK)
Delta Air Lines
Delta Air Lines
Earn $0.81

May

Cheapest weekend flights in May from New York to Chicago

Leave
Sat, May 7
New York
(LGA)
Chicago
(ORD)
Spirit Airlines
Spirit Airlines
Return
Sun, May 8
Chicago
(ORD)
New York
(LGA)
Spirit Airlines
Spirit Airlines
Earn $1.17

Lowest roundtrip airfare in May from New York to Chicago

Leave
Sat, May 7
New York
(LGA)
Chicago
(ORD)
Spirit Airlines
Spirit Airlines
Return
Sun, May 8
Chicago
(ORD)
New York
(LGA)
Spirit Airlines
Spirit Airlines
Earn $1.17

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

Leave
Tue, May 10
New York
(LGA)
Chicago
(ORD)
Spirit Airlines
Spirit Airlines
Return
Tue, May 17
Chicago
(ORD)
New York
(LGA)
Spirit Airlines
Spirit Airlines
Earn $1.67

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.