One Way

Popular Filters

One Way Price

SGD 622 SGD 1,900

Duration

3 h 45 m 28 h 0 m

Stops From Chicago

Departure From Chicago

Before 6 AM

SGD 622

6 AM - 12 PM

SGD 688

12 PM - 6 PM

SGD 719

Arrival at Islip

6 AM - 12 PM

SGD 688

12 PM - 6 PM

SGD 622

After 6 PM

SGD 632

Alliances & Airlines

Oneworld

()

SkyTeam

()

Star Alliance

(8)

Layover Airports

Layover Duration

45 m 24 h 0 m

Top Flights From Chicago

Chicago To Islip Flights

Book Chicago to Islip flight tickets at lowest price. Get best deals on your upcoming Chicago to Islip flights only on MakeMyTrip. Also Book Islip to Chicago Flights. Currently 17 flights flying from Chicago to Islip. To save maximum on flight booking click on below Fare Calendar button and choose your dates.Avail Zero Cancellation for flight bookings.


Sorted By:
Departure
Duration
Arrival
Price
United Airlines, Cape Air

SGD 622

Chicago to Islip , 25 May

United Airlines UA | 1939

05:00

Mon, 25 May 26

Terminal T1

Chicago, United States

02 h 13 m

08:13

Mon, 25 May 26

Terminal A

Newark, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 375

10:00

Mon, 25 May 26

Terminal C

Newark, United States

01 h 16 m

11:16

Mon, 25 May 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Cape Air 9K | 213

14:34

Mon, 25 May 26

Terminal C

Boston, United States

01 h 36 m

16:10

Mon, 25 May 26

Islip, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines, Cape Air

SGD 632

Chicago to Islip , 25 May

United Airlines UA | 1939

05:00

Mon, 25 May 26

Terminal T1

Chicago, United States

02 h 13 m

08:13

Mon, 25 May 26

Terminal A

Newark, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 375

10:00

Mon, 25 May 26

Terminal C

Newark, United States

01 h 16 m

11:16

Mon, 25 May 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Cape Air 9K | 217

18:19

Mon, 25 May 26

Terminal C

Boston, United States

01 h 26 m

19:45

Mon, 25 May 26

Islip, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines, Cape Air

More Timing Options

SGD 688

Chicago to Islip , 25 May

United Airlines UA | 1186

06:15

Mon, 25 May 26

Terminal T1

Chicago, United States

02 h 24 m

09:39

Mon, 25 May 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Cape Air 9K | 213

14:34

Mon, 25 May 26

Terminal C

Boston, United States

01 h 36 m

16:10

Mon, 25 May 26

Islip, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

SGD 719

Chicago-Midway to Islip , 25 May

Southwest Airlines WN | 1162

11:45

Mon, 25 May 26

Chicago-Midway, United States

01 h 50 m

14:35

Mon, 25 May 26

Baltimore, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 2080

15:20

Mon, 25 May 26

Baltimore, United States

01 h 10 m

16:30

Mon, 25 May 26

Islip, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

SGD 727

Chicago-Midway to Islip , 25 May

Southwest Airlines WN | 2748

13:00

Mon, 25 May 26

Chicago-Midway, United States

15:10

Mon, 25 May 26

Cincinnati, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 2748

16:00

Mon, 25 May 26

Cincinnati, United States

17:30

Mon, 25 May 26

Baltimore, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 4984

19:10

Mon, 25 May 26

Baltimore, United States

01 h 15 m

20:25

Mon, 25 May 26

Islip, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 855

Chicago to Islip , 25 May

Southwest Airlines WN | 3685

15:05

Mon, 25 May 26

Terminal T5

Chicago, United States

02 h 55 m

19:00

Mon, 25 May 26

Terminal A

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 2796

19:50

Mon, 25 May 26

Terminal A

Orlando, United States

02 h 40 m

22:30

Mon, 25 May 26

Islip, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines, Cape Air

SGD 1,166

Chicago to Islip , 25 May

United Airlines UA | 1117

09:15

Mon, 25 May 26

Terminal T1

Chicago, United States

02 h 42 m

12:57

Mon, 25 May 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Cape Air 9K | 213

14:34

Mon, 25 May 26

Terminal C

Boston, United States

01 h 36 m

16:10

Mon, 25 May 26

Islip, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines, Cape Air

SGD 1,410

Chicago to Islip , 25 May

United Airlines UA | 794

12:53

Mon, 25 May 26

Terminal T1

Chicago, United States

02 h 36 m

16:29

Mon, 25 May 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Cape Air 9K | 217

18:19

Mon, 25 May 26

Terminal C

Boston, United States

01 h 26 m

19:45

Mon, 25 May 26

Islip, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines, Cape Air

SGD 1,860

Chicago to Islip , 25 May

United Airlines UA | 1693

13:55

Mon, 25 May 26

Terminal T1

Chicago, United States

02 h 34 m

17:29

Mon, 25 May 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Cape Air 9K | 217

18:19

Mon, 25 May 26

Terminal C

Boston, United States

01 h 26 m

19:45

Mon, 25 May 26

Islip, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago to Islip Flights Information:-

Looking for Chicago to Islip Flight? Hereโ€™s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Islip is Long Island Mac Arthur and the IATA code for the same is ISP.
Currently, there are 3 airlines operating flights between the two destinations and approximately 17 flights take off from Chicago to Islip every week.

Need information on Chicago to Islip airfare?

The minimum airfare for a Chicago to Islip flight would be 622, which may go up to 1860 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Chicago to Islip

If you are looking for Chicago to Islip flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are Cape Air, Southwest Airlines, United Airlines. Out of these, only 0 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:Cape Air : 8, Southwest Airlines : 8, United Airlines : 8

To board the first Chicago to Islip flight, choose United Airlines, Cape Air, which departs at 05:00 The last flight for this route is Southwest Airlines, departing at 17:50

Islip Airport Information

Long Island Mac Arthur

About Chicago (CHI)

Chicago is a dynamic city that offers a blend of modernity and rich cultural heritage, making it an exciting destination for travelers from Singapore. Known for its stunning skyline, vibrant arts scene, and diverse neighborhoods, Chicago promises a variety of experiences that cater to all interests. Whether you're exploring world-class museums, indulging in deep-dish pizza, or strolling along the scenic Lake Michigan, Chicago has something for everyone.

Best Time to Visit

For Singapore travelers, the best time to visit Chicago is during the spring (April to June) and fall (September to October) when the weather is pleasant and the city is bustling with activities. Summers are warm and ideal for outdoor festivals, while winters can be quite cold and snowy, offering a magical winter wonderland experience.

Getting There

Chicago is well-connected to Singapore with direct flights from Changi Airport (SIN) to O'Hare International Airport (ORD). Major airlines such as Singapore Airlines and United Airlines offer flights to Chicago, making it convenient for travelers. Ensure you have a valid visa for entry into the United States, and check for any travel advisories before booking your trip.

Where to Stay

Chicago offers a range of accommodations to suit different budgets. For luxury stays, consider hotels in the Magnificent Mile area, such as the Peninsula Chicago or the Four Seasons Hotel. Budget travelers can find affordable options in neighborhoods like River North and Lincoln Park.

Must-See Places & Experiences

โ€ข Millennium Park: Home to the iconic Cloud Gate sculpture (The Bean) and beautiful gardens.
โ€ข Art Institute of Chicago: Renowned for its impressive collection of art from around the world.
โ€ข Navy Pier: A lively entertainment hub with rides, restaurants, and stunning lake views.
โ€ข Willis Tower Skydeck: Offers breathtaking views of the city from its observation deck.
โ€ข Museum Campus: Includes the Field Museum, Shedd Aquarium, and Adler Planetarium.

Local Transportation

Getting around Chicago is easy with its extensive public transportation system. The 'L' trains and buses operated by the Chicago Transit Authority (CTA) connect various parts of the city. Taxis and rideshare services like Uber and Lyft are also widely available.

Food & Dining

Chicago is a culinary paradise with a diverse food scene. Don't miss trying the famous deep-dish pizza at Giordano's or Lou Malnati's. For fine dining, Alinea offers an unforgettable experience. Explore the ethnic neighborhoods for authentic cuisines, such as Chinatown for dim sum and Pilsen for Mexican delicacies.

Practical Travel Tips

โ€ข Currency: The US Dollar (USD) is used in Chicago.
โ€ข Language: English is the primary language.
โ€ข Safety: Chicago is generally safe for tourists, but stay vigilant in crowded areas.
โ€ข Apps: Download the CTA app for public transport info and Yelp for restaurant reviews.

Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you a host of services such as hotel deals, flight deals, and holiday packages. You have the freedom to book cheap flight tickets to Chicago and hotels to any destination in the world according to your budget and need.

Important Information about Chicago to Islip Flight

Lowest Fare to Travel with Date SGD undefined- 25 May
Total flights from Chicago to Islip in a week 17 Flights
First Flight United Airlines, Cape Air, departs at 05:00
Last FlightSouthwest Airlines, departs at 17:50
Non-Stop Flights from Chicago to Islip0
Airport Name & codes of Chicago & Islip Chicago Midway Intl, Chicago-CHI, Long Island Mac Arthur,Islip-ISP

Chicago Address

About Islip (ISP)

Islip

Islip Address

Frequently Asked Questions - Chicago to Islip Flights

Is passport mandatory to travel from Chicago to Islip?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

Which airlines offer cheapest airfare from Chicago to Islip?

There is no set pricing for airlines to offer cheap flight fare from Chicago to Islip. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Chicago to Islip.

Is there a way to make flexible departure date bookings for your Chicago to Islip flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Chicago to Islip. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

Can I cancel my ticket from Chicago to Islip without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

Can I find cheap accommodation near to airport when travelling from Chicago to Islip?

There are several accommodation options available near the Long Island Mac Arthur. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.

What is the best time to book cheap flight tickets from Chicago to Islip?

To get cheap flight tickets from Chicago to Islip, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Chicago (CHI) to Islip (ISP) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

How do MakeMyTrip finds the lowest available dare for flights from Chicago to Islip?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.