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Islip to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
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 Islip to Chicago

Departure Arrival Travel dates Round-trip
ISP CHI Thu, Aug 7 - Sun, Aug 10 $625
ISP CHI Thu, Aug 7 - Sun, Aug 10 $949

Islip and Chicago airports and terminals

Airports in Islip NY, US
map of airports in Islip
  • 1

    Long Island Macarthur (ISP)

    Distance from City Center: 7.7 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

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Cheap flights from Islip to Chicago

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$625
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $139

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 165 reviews

O'Hare International Airport Map

Park & Fly - Includes up to 3 nights valet parking

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

Hotel only $137

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 68 reviews

6500 SOUTH CICERO AVE Map

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

Hotel only $144

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.6 / 5 22 reviews

6530 S. Cicero Avenue Map

...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 $135

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 30 reviews

6540 S. Cicero Ave. Map

...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 $179

Chicago Marriott Midway

3 stars
3.6 / 5 11 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

...WiFi-equipped guest rooms at our Chicago Midway Airport hotel are recently renovated and offer soundproof windows, 32" flat-screen TVs and room service.... Perfect for business travel and... More

Hotel only $99

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 147 reviews

6501 N. Mannheim Road Map

Save 40% on your stay

...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

August

Cheapest weekend flights in August from Islip to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Aug 7 Islip (ISP) Chicago (ORD) US Airways $625
Earn $6.25
Return Sun, Aug 10 Chicago (ORD) Islip (ISP) US Airways

Lowest roundtrip airfare in August from Islip to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Aug 7 Islip (ISP) Chicago (ORD) US Airways $625
Earn $6.25
Return Sun, Aug 10 Chicago (ORD) Islip (ISP) US Airways
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Flying from Islip to Chicago

Islip Airport Information

Searching for low fares on flights from Islip can be time consuming, but Orbitz.com can help you save time and money. It compares and presents you with the rates of the airlines providing service to the airport, allowing you to choose the best rate for your budget and needs. The Long Island MacArthur Airport is the major airport serving Islip and its surrounding communities. It is located at 100 Arrival Avenue in Ronkonkoma and is about seven miles from downtown. Southwest Airlines and US Airways Express provide domestic and international flights. You will always receive the best air rates on Orbitz.com.

Transportation to the Airport

Alamo, National, Hertz, Budget, Avis, and Enterprise are the car rental companies located in the baggage claim area. Their rates vary by company and type of vehicle chosen. Orbitz.com works with these companies to give you the lowest rate available. Metered taxi service is also available. Public transportation is available for $1.50 from one of many bus stops to the airport.

Airport Parking Information

The airport has short-term, long-term, and economy parking located near the terminals. The short-term lots will cost $3 an hour, with a daily maximum rate of $25; the long-term rates are $4 an hour, with a maximum daily rate of $14. Economy parking is available for $4 an hour or a daily rate of $12.50. A cell phone lot is an option for picking up or dropping off passengers for free.

Airport Restaurant Information

The food court has several dining options for passengers, including Starbucks, Phillips' Crabs, Maggie O'Shea's, A&W, and the Great American Bagel and Bakery. You will find an assortment of breakfast, lunch, and dinner menu items. When you are searching for flights from Islip, check with Orbitz.com for the best rates on airfare and ground transportation.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.