$55 Cheap flight deals from Islip (NYC) to Chicago (CHI)

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This Weekend's Flight Deals from Islip to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $55 One Way, $110 Round Trip from Islip to Chicago

Prices starting at $110 for return flights and $55 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

More About Flying To Chicago from Islip

Route Information for Flights from Islip to Chicago

Origin Airport IATA Code
NYC
Destination Airport IATA Code
CHI
Distance
737 mi
Direct Flight Airlines
American Airlines, Qatar Airways, KLM, Air France, Kenya Airways, Delta Air Lines, Gol, El Al, Alaska Airlines, JetBlue, LATAM Airlines, SAS, Iberia, ITA Airways, Korean Air, WestJet, TAP Air Portugal, Virgin Atlantic, Gulf Air, British Airways
Earliest Flight Arrival
2:26PM UTC
Latest Flight Arrival
2:30AM UTC

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.

Frequently asked questions

Are there non-stop flights from Islip to Chicago?
Get ready to enjoy a worry-free flight with one of the 3 airlines that fly directly from John F. Kennedy Intl. Airport (JFK) to O’Hare Intl. Airport (ORD). We’ve complied a list of reliable carriers to choose from:

  • Delta
  • American Airlines
  • JetBlue

What is the shortest flight from Islip to Chicago?
The shortest flight from John F. Kennedy Intl. Airport (JFK) to Midway Airport is 3 hours and 11 minutes. Pack a few things in your carry-on to help pass the time, like an interesting read or a portable board game.
What airlines fly from Islip to Chicago most frequently?
Try out Delta (DL). This airline offers some of the most frequent flights from JFK to O’Hare Intl. Airport (ORD). It operates 121 services on this route every month and is a favorite with passengers. If you can’t find the right flight there, have a look at the fares with American Airlines (AA). This airline is a terrific alternative and offers 30 flights between Islip and Chicago each month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.