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Cheap flights from Islip, New York to the Cayman Islands from $688

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Islip, New York to the Cayman Islands departing on 6/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Islip, New York to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:20 am - 11:55 am
ISP
-
GCM
7h 35m
1 stop
Southwest Logo
12:50 pm - 11:40 pm
GCM
-
ISP
9h 50m
1 stop
$688Southwest
Thu, Jun 11 - Thu, Jun 18
Southwest Logo
5:20 am - 11:55 am
ISP
-
GCM
7h 35m
1 stop
Southwest Logo
12:50 pm - 11:35 pm
GCM
-
ISP
9h 45m
2 stops
$693Southwest
Thu, Jun 11 - Thu, Jun 18
Southwest Logo
6:00 am - 11:55 am
ISP
-
GCM
6h 55m
2 stops
Southwest Logo
12:50 pm - 8:20 am
GCM
-
ISP
18h 30m
2 stops
$742Southwest
Thu, Jun 11 - Thu, Jun 18
Multiple Airlines Logo
8:59 pm - 12:45 pm
ISP
-
GCM
16h 46m
1 stop
Multiple Airlines Logo
2:15 pm - 11:05 am
GCM
-
ISP
19h 50m
2 stops
$861Multiple Airlines
Wed, May 20 - Sat, May 23
Multiple Airlines Logo
8:59 pm - 12:19 pm
ISP
-
GCM
16h 20m
1 stop
Multiple Airlines Logo
2:15 pm - 11:05 am
GCM
-
ISP
19h 50m
2 stops
$884Multiple Airlines
Fri, May 15 - Sat, May 23
Multiple Airlines Logo
8:59 pm - 12:45 pm
ISP
-
GCM
16h 46m
1 stop
Multiple Airlines Logo
2:15 pm - 11:05 am
GCM
-
ISP
19h 50m
2 stops
$901Multiple Airlines
Mon, May 18 - Sat, May 23
Multiple Airlines Logo
6:40 pm - 12:45 pm
ISP
-
GCM
19h 05m
2 stops
Multiple Airlines Logo
2:15 pm - 11:05 am
GCM
-
ISP
19h 50m
2 stops
$964Multiple Airlines
Wed, May 20 - Sat, May 23
Multiple Airlines Logo
9:59 am - 1:04 pm
ISP
-
GCM
28h 05m
2 stops
Multiple Airlines Logo
2:05 pm - 11:35 am
GCM
-
ISP
20h 30m
1 stop
$1,026Multiple Airlines
Fri, May 15 - Thu, May 21
Multiple Airlines Logo
12:30 pm - 1:04 pm
ISP
-
GCM
25h 34m
2 stops
Multiple Airlines Logo
2:05 pm - 1:39 pm
GCM
-
ISP
22h 34m
2 stops
$1,065Multiple Airlines
Fri, May 15 - Thu, May 21

Southwest flights from Islip, New York to Cayman Islands

Our best Southwest deals on Islip, New York to Cayman Islands flight tickets
Southwest
Jun 11
ISP5:20 amIslip Long Island
7h 35m
1 stop
GCM11:55 amGeorge Town Owen Roberts Intl
Jun 18
GCM12:50 pmGeorge Town Owen Roberts Intl
9h 50m
1 stop
ISP11:40 pmIslip Long Island
$688
Southwest
Jun 11
ISP5:20 amIslip Long Island
7h 35m
1 stop
GCM11:55 amGeorge Town Owen Roberts Intl
Jun 18
GCM12:50 pmGeorge Town Owen Roberts Intl
9h 45m
2 stops
ISP11:35 pmIslip Long Island
$693
Southwest
Jun 11
ISP6:00 amIslip Long Island
6h 55m
2 stops
GCM11:55 amGeorge Town Owen Roberts Intl
Jun 18
GCM12:50 pmGeorge Town Owen Roberts Intl
18h 30m
2 stops
ISP8:20 amIslip Long Island
$742

momondo Fare Finder

 
Customize your flight search to find flights from Islip, New York to Cayman Islands 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, momondo users made 832,500 searches. Data last updated April 28, 2026.
Use the filters below to find and compare flights from Islip, New York to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Thu 6/11

5:20 am-11:55 am

1 stop7h 35m

George Town Owen Roberts Intl

Thu 6/18

12:50 pm-11:40 pm

1 stop9h 50m

$688
Quickest round-trip

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Thu 6/11

5:20 am-11:55 am

1 stop7h 35m

George Town Owen Roberts Intl

Thu 6/18

12:50 pm-11:35 pm

2 stops9h 45m

$693

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Thu 6/11

6:00 am-11:55 am

2 stops6h 55m

George Town Owen Roberts Intl

Thu 6/18

12:50 pm-8:20 am

2 stops18h 30m

$742

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Wed 5/20

8:59 pm-12:45 pm

1 stop16h 46m

George Town Owen Roberts Intl

Sat 5/23

2:15 pm-11:05 am

2 stops19h 50m

$861

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Fri 5/15

8:59 pm-12:19 pm

1 stop16h 20m

George Town Owen Roberts Intl

Sat 5/23

2:15 pm-11:05 am

2 stops19h 50m

$884

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Mon 5/18

8:59 pm-12:45 pm

1 stop16h 46m

George Town Owen Roberts Intl

Sat 5/23

2:15 pm-11:05 am

2 stops19h 50m

$901

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Wed 5/20

6:40 pm-12:45 pm

2 stops19h 05m

George Town Owen Roberts Intl

Sat 5/23

2:15 pm-11:05 am

2 stops19h 50m

$964

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Fri 5/15

9:59 am-1:04 pm

2 stops28h 05m

George Town Owen Roberts Intl

Thu 5/21

2:05 pm-11:35 am

1 stop20h 30m

$1,026

IslipGeorge Town

ISP - GCM

ISPGCM

Islip Long Island

Fri 5/15

12:30 pm-1:04 pm

2 stops25h 34m

George Town Owen Roberts Intl

Thu 5/21

2:05 pm-1:39 pm

2 stops22h 34m

$1,065

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Islip, New York to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to Cayman Islands?

United Airlines, JetBlue and American Airlines are the top three most popular airlines that fly to Cayman Islands from Islip, New York according to our data. United Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 5 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

Cheap Islip, New York to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Islip, New York to Cayman Islands

Fastest flight time

7h 35m

Direct flights

None
The fastest flight from Islip, New York to Cayman Islands takes 7h 35m
There are no direct flights from Islip, New York to Cayman Islands. There are no popular flight routes from Islip, New York to Cayman Islands.
Search flight deals

Frequently asked questions about flying from Islip, New York to the Cayman Islands

  • When did momondo last update prices for flights from Islip Long Island Airport to Cayman Islands?

    Prices for flights from Islip Long Island Airport to Cayman Islands are refreshed on a daily basis.

  • How old do you have to be to fly from Islip Long Island Airport to Cayman Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Islip Long Island Airport to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The necessary travel and health documents for your Cayman Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Islip to Cayman Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Islip to Cayman Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Islip to Cayman Islands with flexible booking policies on momondo?

All flight searches from Islip to Cayman Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Islip to Cayman Islands?

Once you have performed a search for Islip to Cayman Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Islip to Cayman Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cayman Islands from Islip. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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