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Grand Cayman

$538+ Cheap flights from Islip, NY (ISP) to Grand Cayman

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — GCM
Mar 10 — Mar 171
Mon 3/10
Mon 3/17
1 adult, Economy
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Cheap flight deals from Islip to Grand Cayman

Keep the following information in mind while searching for Islip to Grand Cayman flight deals. Data was last updated March 5, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$538
(Southwest)

Popular in

December

Cheapest in

June

Average price

$385
Provider with most accurate pricing for New York (NYC)-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-George Town Owen Roberts Intl flights.
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From Islip Long Island to Grand Cayman
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Highest demand for flights based on searches. 7% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Islip to Grand Cayman

Cheapest flights from Islip to Grand Cayman
Explore the most affordable flight options available from Islip to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 5, 2025.

This Southwest deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/66:15 amISP - GCM
1 stop6h 35mSouthwest
Wed 4/912:45 pmGCM - ISP
1 stop8h 25mSouthwest
Deal found 3/4$538

Find flights from Islip to Grand Cayman within your budget

Customize your flight search to find flights from Islip to Grand Cayman that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 5, 2025.

Fly from

Islip

Fly to

Grand Cayman

Route

Depart

Return

Price

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Sun 4/6

6:15 am-11:50 am

1 stop6h 35m

George Town Owen Roberts Intl

Wed 4/9

12:45 pm-10:10 pm

1 stop8h 25m

$538

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/4

Best time to book a flight from Islip to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Islip to Grand Cayman

Get recent, data-driven insights about flights from Islip to Grand Cayman including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Islip, New York to Grand Cayman?

Currently, January is the cheapest month in which you can book a flight from Islip, New York to Grand Cayman (average of $467). Flying from Islip, New York to Grand Cayman in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Grand Cayman. Reviews last updated March 5, 2025.
Southwest
8.1
Very good
4,321 reviews

Food

7.1

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,321 reviews
Southwest
8.1
Very good
4,321 reviews

Food

7.1

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Islip to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Islip to Grand Cayman?

    Islip Long Island (ISP) is the airport you will fly out of if you book a flight from Islip to Grand Cayman. It is only a 7.2 mi journey to Long Island (ISP) from Islip’s city center.

  • Can I find deals for flights from Islip to Grand Cayman that include hotel bookings?

    Yes. In addition to deals on Islip to Grand Cayman flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Grand Cayman?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Grand Cayman.

  • Can I find deals for business class flights from Islip to Grand Cayman?

    Yes. Cheapflights offers flight deals from Islip to Grand Cayman by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Grand Cayman?

    Currently, January is the cheapest month in which you can book a flight from Islip, New York to Grand Cayman (average of $467). Flying from Islip, New York to Grand Cayman in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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