$75+ Cheap flights from New York, NY (NYC) to Caribbean Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from New York to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from New York to Caribbean Islands
Cheapest flights from New York to Caribbean IslandsExplore the most affordable flight options available from New York to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 2, 2026.
Explore the most affordable flight options available from New York to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 2, 2026.
This Priceline deal was found by Cheapflights users on 12/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 12/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 12/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 12/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 12/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 12/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline deal was found by Cheapflights users on 12/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline deal was found by Cheapflights users on 12/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 12/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue deal was found by Cheapflights users on 12/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 12/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue deal was found by Cheapflights users on 12/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flight deals from New York to Caribbean Islands
Keep the following information in mind while searching for New York to Caribbean Islands flight deals. Data was last updated January 2, 2026.
Round-trip from | $142 (Kiwi.com) |
|---|---|
One-way from | $75 (Cheapflightsfares) |
Popular in | December |
Cheapest in | March |
Average price | $224 |
Cheapflights Fare Finder
Use the filters below to find and compare flights from New York to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 1/31
10:15 am-9:26 pm
1 stop10h 11m
San Juan Luis Munoz Marin Intl
Thu 2/12
2:05 am-5:24 am
Nonstop4h 19m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Thu 1/22
6:50 pm-11:50 pm
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Mon 1/26
6:05 am-9:11 am
Nonstop4h 06m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 2/25
10:55 pm-3:51 am
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Sat 2/28
11:59 pm-2:59 am
Nonstop4h 00m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 2/22
10:59 pm-3:55 am
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Fri 2/27
11:59 pm-2:59 am
Nonstop4h 00m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 1/28
9:29 pm-2:25 am
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Fri 2/6
9:25 am-12:30 pm
Nonstop4h 05m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 1/26
5:05 am-9:58 am
Nonstop3h 53m
San Juan Luis Munoz Marin Intl
Wed 1/28
2:20 pm-5:28 pm
Nonstop4h 08m
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 1/24
10:15 am-9:26 pm
1 stop10h 11m
San Juan Luis Munoz Marin Intl
Wed 1/28
8:35 am-5:43 pm
1 stop10h 08m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 2/3
7:00 pm-11:59 pm
Nonstop3h 59m
San Juan Luis Munoz Marin Intl
Fri 2/6
9:25 am-12:30 pm
Nonstop4h 05m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 2/23
5:30 pm-10:32 pm
Nonstop4h 02m
San Juan Luis Munoz Marin Intl
Tue 3/3
11:59 pm-2:59 am
Nonstop4h 00m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 2/23
6:59 pm-11:58 pm
Nonstop3h 59m
San Juan Luis Munoz Marin Intl
Thu 2/26
6:22 pm-9:30 pm
Nonstop4h 08m
Best time to book a flight from New York to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from New York with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from New York to Caribbean Islands
What is the cheapest month to book a flight from New York to Caribbean Islands?
Currently, March is the cheapest month in which you can book a flight from New York to Caribbean Islands (average of $79). Flying from New York to Caribbean Islands in August is currently the most expensive (average of $138). 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.
What is the cheapest time of day to fly from NYC to EPX?
Find hourly flight availability from New York to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 2, 2026.
One of the essential ways to save on airfare from New York to Caribbean Islands is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 23% on airfare.
What is the cheapest day to fly from New York to Caribbean Islands?
Use this chart to determine the cheapest time to fly round-trip from New York to Caribbean Islands. Price data was last updated on December 27, 2025.
Travelers seeking maximum savings on their New York to Caribbean Islands flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from New York to Caribbean Islands
Explore weekly flight availability from New York to Caribbean Islands. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 2, 2026.
The most flights from NYC to zzEPX are scheduled on a Thursday (72 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated January 2, 2026.
Get a feel of what it's like to fly with Caribbean Airlines, Delta, and United Airlines from New York to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
Crew
Comfort
Food
Entertainment
Boarding
Reviews
Boy,Oct 2025
YYZ - POS
Overall
Crew
Comfort
Food
Entertainment
Boarding
Reviews
Boy,Oct 2025
YYZ - POS
Overall
Crew
Comfort
Food
Entertainment
Boarding
Reviews
Boy,Oct 2025
YYZ - POS
Overall
Crew
Comfort
Food
Entertainment
Boarding
Reviews
Boy,Oct 2025
YYZ - POS
Overall
Crew
Comfort
Food
Entertainment
Boarding
Reviews
Boy,Oct 2025
YYZ - POS
Overall
Crew
Comfort
Food
Entertainment
Boarding
Reviews
Boy,Oct 2025
YYZ - POS
Related info for your journey
Find useful and relevant information for your journey from New York to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for New York to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Top 10 airlines flying from New York to Caribbean Islands
Discover the top 10 airlines that operate flights from New York to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$359 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$449 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$132 | Average$406 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$481 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$151 | Average$396 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$157 | Average$471 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$161 | Average$552 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$161 | Average$531 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$274 | Average$496 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$318 | Average$477 | FlexibilityNo cancel fee | On-timeN/A |