$59+ Cheap flights from Caribbean
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 11/28. Fares are subject to change and may not be available on all flights or dates of travel.
What to know about flights from Caribbean
Discover essential information about flights departing from Caribbean, including flight schedules, destinations, airlines operating at the Caribbean airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated November 13, 2025.
Good round-trip deal | $41 or less |
|---|---|
Good one-way deal | $35 or less |
Find flights from Caribbean
Cheapest flights from CaribbeanExplore the most affordable flight options available from Caribbean. Find the lowest fares based on data from user searches, with prices last updated on November 13, 2025.
Explore the most affordable flight options available from Caribbean. Find the lowest fares based on data from user searches, with prices last updated on November 13, 2025.
This Frontier deal was found by Cheapflights users on 11/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 11/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 11/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 11/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 11/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 11/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Caribbean within your budget
Fly to
Route
Depart
Return
Price
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Tue 12/23
1:59 am-5:01 am
Nonstop4h 02m
New York John F Kennedy Intl
Tue 12/30
9:55 pm-2:59 am
Nonstop4h 04m
San JuanNewark
SJU - EWR
SJUEWR
San Juan Luis Munoz Marin Intl
Thu 1/29
6:27 pm-12:55 am
1 stop7h 28m
Newark
Mon 2/2
7:00 am-5:17 pm
1 stop9h 17m
San JuanNewark
SJU - EWR
SJUEWR
San Juan Luis Munoz Marin Intl
Mon 12/29
5:40 pm-9:00 pm
Nonstop4h 20m
Newark
Fri 1/2
10:00 pm-2:59 am
Nonstop3h 59m
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Tue 3/31
1:59 am-6:00 am
Nonstop4h 01m
New York John F Kennedy Intl
Tue 4/7
6:40 pm-10:47 pm
Nonstop4h 07m
San JuanNewark
SJU - EWR
SJUEWR
San Juan Luis Munoz Marin Intl
Thu 1/15
2:05 am-5:24 am
Nonstop4h 19m
Newark
Sun 1/18
5:30 am-4:36 pm
1 stop10h 06m
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Thu 3/5
7:00 am-10:14 am
Nonstop4h 14m
New York John F Kennedy Intl
Tue 3/10
8:05 am-12:07 pm
Nonstop4h 02m
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Fri 3/6
6:22 pm-9:30 pm
Nonstop4h 08m
New York John F Kennedy Intl
Tue 3/10
10:59 pm-2:55 am
Nonstop3h 56m
San JuanNewark
SJU - EWR
SJUEWR
San Juan Luis Munoz Marin Intl
Mon 12/22
6:14 am-9:30 am
Nonstop4h 16m
Newark
Thu 1/1
7:36 pm-12:42 am
Nonstop4h 06m
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Sat 1/24
7:50 pm-2:48 pm
1 stop19h 58m
Orlando
Sat 1/31
6:00 am-9:47 am
Nonstop2h 47m
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Fri 12/26
8:10 am-11:11 am
Nonstop4h 01m
New York John F Kennedy Intl
Fri 1/2
5:01 am-9:55 am
Nonstop3h 54m
Best time to book a flight from Caribbean
Have a flexible travel schedule? Discover the best time to fly from Caribbean with our price prediction graph.
Travel insights for flights from Caribbean
Get recent, data-driven insights about flights from Caribbean including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Caribbean?
Currently, April is the cheapest month in which you can book a flight from Caribbean (average of $79). Flying from Caribbean in August will prove the most costly (average of $118). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
When is the cheapest time to fly from Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Caribbean to John F Kennedy Intl. Price data was last updated on November 2, 2025.
Those who are seeking the cheapest fare on flights departing from Caribbean would be wise to consider leaving during Monday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Tuesday at noon when fares are usually the most expensive.
Which airlines fly from Caribbean?
For flights departing from Caribbean check dates and pricing for the following: JetBlue, Delta, Caribbean Airlines, Frontier, American Airlines. These airlines depart to the following popular destinations: New York.
What is the cheapest place to fly to from Caribbean?
The cheapest city to fly to from Caribbean is Scarborough ANR Robinson Intl, with prices starting at $33. Explore other affordable destinations below.
Airline reviews for flights from Caribbean
Read reviews and ratings of airlines operating flights from Caribbean. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Caribbean travel. Please note that the reviews are sourced from user searches and were last updated on November 13, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Read through reviews of airlines servicing Caribbean, such as Caribbean Airlines, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Crew
Food
Boarding
Entertainment
Overall
Reviews
Boy,Oct 2025
YYZ - POS
Comfort
Crew
Food
Boarding
Entertainment
Overall
Reviews
Boy,Oct 2025
YYZ - POS
Comfort
Crew
Food
Boarding
Entertainment
Overall
Reviews
Boy,Oct 2025
YYZ - POS
Comfort
Crew
Food
Boarding
Entertainment
Overall
Reviews
Boy,Oct 2025
YYZ - POS
Comfort
Crew
Food
Boarding
Entertainment
Overall
Reviews
Boy,Oct 2025
YYZ - POS
Comfort
Crew
Food
Boarding
Entertainment
Overall
Reviews
Boy,Oct 2025
YYZ - POS