$147 Find Cheap Flights from Islip to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Islip to Caribbean Islands departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Caribbean Islands, as well as popular online travel agencies
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Flights Deals

Best Caribbean Islands Flight Deals from Islip

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$423
Santo Domingo
Santo Domingo1 stop$492
Montego Bay
Montego Bay2 stops$691
Oranjestad
Oranjestad1 stop$995
Nassau
Nassau1 stop$741
Punta Cana
Punta Cana1 stop$423
Santo Domingo
Santo Domingo1 stop$492
Montego Bay
Montego Bay2 stops$691
Oranjestad
Oranjestad1 stop$995
Nassau
Nassau1 stop$741

Cheap Flights from Islip to Caribbean Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Islip to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Islip to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Islip to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
7:15 pm - 2:51 amISP-SJU
7h 36m1 stop
Frontier Logo
3:56 am - 10:41 amSJU-ISP
6h 45m1 stop
$292Frontier
Find Deal
Sat, May 10 - Mon, May 12
Frontier Logo
7:15 pm - 2:51 amISP-SJU
7h 36m1 stop
Frontier Logo
3:56 am - 10:41 amSJU-ISP
6h 45m1 stop
$294Frontier
Find Deal
Sat, May 10 - Mon, May 12
Frontier Logo
6:48 pm - 10:56 amISP-SJU
16h 08m1 stop
Frontier Logo
7:30 pm - 10:12 amSJU-ISP
14h 42m1 stop
$299Frontier
Find Deal
Mon, May 12 - Wed, May 14
Frontier Logo
7:15 pm - 2:51 amISP-SJU
7h 36m1 stop
Frontier Logo
3:56 am - 10:41 amSJU-ISP
6h 45m1 stop
$302Frontier
Find Deal
Tue, May 13 - Fri, May 16
JetBlue Logo
10:45 am - 8:08 pmISP-SJU
9h 23m1 stop
JetBlue Logo
9:30 am - 4:52 pmSJU-ISP
7h 22m1 stop
$480JetBlue
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Wed, Oct 1 - Wed, Oct 8
JetBlue Logo
2:39 pm - 11:01 pmISP-SJU
8h 22m1 stop
JetBlue Logo
6:45 am - 1:43 pmSJU-ISP
6h 58m1 stop
$497JetBlue
Find Deal
Tue, Aug 26 - Tue, Sep 2
Southwest Logo
5:45 pm - 12:30 amISP-SJU
6h 45m1 stop
Southwest Logo
5:00 am - 3:15 pmSJU-ISP
10h 15m2 stops
$518Southwest
Find Deal
Fri, Aug 1 - Tue, Aug 5
Southwest Logo
6:00 am - 1:20 pmISP-MBJ
8h 20m2 stops
Southwest Logo
2:20 pm - 9:25 amMBJ-ISP
18h 05m2 stops
$691Southwest
Find Deal
Mon, Jul 7 - Thu, Jul 10
Logo
10:44 am - 11:02 amISP-MBJ
25h 18m3 stops
Logo
10:19 am - 9:56 amMBJ-ISP
22h 37m2 stops
$714
Find Deal
Mon, Jul 7 - Thu, Jul 10
Logo
10:44 am - 11:02 amISP-MBJ
25h 18m3 stops
Logo
12:07 pm - 1:45 pmMBJ-ISP
24h 38m3 stops
$735
Find Deal
Fri, May 30 - Fri, Jun 6
Useful Info

KAYAK's insights & trends for Islip to Caribbean Islands flights

Get data-powered insights and trends into flights from Islip to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Islip to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Islip to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Islip to Caribbean Islands is November, when tickets cost $204 (return) on average. On the other hand, the most expensive months are October and December, when the average cost of round-trip tickets is $711 and $673 respectively.

Find deals

Good to know

Low seasonJune
High seasonApril
Cheapest flight$147
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Islip to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Islip to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Islip to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Islip to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Islip to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Islip to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Islip to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Islip to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Islip to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $208 on average. Morning departures are around 27% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $390.

Top airline flying from Islip to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Islip to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Islip to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4293 reviews
8.6Crew
7.1Food
8.2Boarding
7.6Entertainment
8.0Comfort
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Islip (ISP)

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