HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$58+ 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 December 17, 2025.

Good round-trip deal

$66 or less

Good one-way deal

$35 or less
Price to beat on a round-trip flight from Caribbean.
Search Deals
Price to beat on a one-way flight from Caribbean.
Search Deals

Find flights from Caribbean

Cheapest flights from Caribbean
Explore the most affordable flight options available from Caribbean. Find the lowest fares based on data from user searches, with prices last updated on December 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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.
Thu 1/294:36 pmSJU - EWR
1 stop19h 13mFrontier
Sun 2/111:30 amEWR - SJU
Nonstop3h 55mFrontier
Deal found 12/15$111
This CheapOair deal was found by Cheapflights users on 12/15. 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.
Sat 1/317:10 amSJU - EWR
Nonstop4h 20mFrontier
Mon 2/26:00 amEWR - SJU
1 stop8h 12mFrontier
Deal found 12/15$112
This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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.
Thu 1/294:36 pmSJU - EWR
1 stop19h 13mFrontier
Mon 2/26:00 amEWR - SJU
1 stop8h 12mFrontier
Deal found 12/16$116
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 1/135:50 pmSJU - EWR
Nonstop4h 15mMultiple Airlines
Tue 1/2011:30 amEWR - SJU
Nonstop3h 55mMultiple Airlines
Deal found 12/16$122
This Frontier deal was found by Cheapflights users on 12/15. 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.
Tue 1/137:15 amSJU - JFK
Nonstop4h 14mFrontier
Tue 1/201:00 pmJFK - SJU
Nonstop3h 58mFrontier
Deal found 12/15$124
This Flightnetwork deal was found by Cheapflights users on 12/17. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/317:10 amSJU - EWR
Nonstop4h 20mMultiple Airlines
Sat 2/711:22 amEWR - SJU
Nonstop4h 00mMultiple Airlines
Deal found 12/17$125
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Fri 1/165:50 pmSJU - EWR
Nonstop4h 15mMultiple Airlines
Mon 1/1910:30 pmEWR - SJU
Nonstop3h 55mMultiple Airlines
Deal found 12/16$126
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Tue 1/137:21 pmSJU - LGA
1 stop17h 08mMultiple Airlines
Tue 1/208:00 amLGA - SJU
1 stop6h 35mMultiple Airlines
Deal found 12/15$129
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 1/1210:47 pmSJU - LGA
1 stop17h 48mFrontier
Sat 1/246:20 amLGA - SJU
1 stop9h 40mFrontier
Deal found 12/15$130
This Trip.com deal was found by Cheapflights users on 12/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/165:50 pmSJU - EWR
Nonstop4h 15mMultiple Airlines
Tue 1/2011:30 amEWR - SJU
Nonstop3h 55mMultiple Airlines
Deal found 12/16$130
This Expedia deal was found by Cheapflights users on 12/16. 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.
Sat 1/317:10 amSJU - EWR
Nonstop4h 20mMultiple Airlines
Mon 2/211:22 amEWR - SJU
Nonstop4h 00mMultiple Airlines
Deal found 12/16$131
This Jettzy deal was found by Cheapflights users on 12/15. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/294:36 pmSJU - EWR
1 stop19h 13mFrontier
Wed 2/411:44 amEWR - SJU
1 stop24h 38mFrontier
Deal found 12/15$133

Find flights from Caribbean within your budget

 
Find flights departing from Caribbean that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on December 17, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Orlando

Route

Depart

Return

Price

San JuanMedellín

SJU - MDE

SJUMDE

San Juan Luis Munoz Marin Intl

Fri 1/16

6:14 pm-8:18 am

1 stop15h 04m

Medellín Jose Maria Cordova Intl

Wed 1/21

6:10 am-4:10 pm

1 stop9h 00m

$168

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Thu 1/29

6:05 am-9:11 am

Nonstop4h 06m

New York John F Kennedy Intl

Thu 1/29

6:50 pm-11:50 pm

Nonstop4h 00m

$171

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Fri 1/16

6:48 pm-10:00 am

1 stop16h 12m

New York LaGuardia

Tue 1/20

8:00 am-3:35 pm

1 stop6h 35m

$173

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Fri 1/30

11:52 am-7:00 pm

1 stop8h 08m

New York LaGuardia

Mon 2/2

10:59 am-6:58 pm

1 stop6h 59m

$175

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Thu 2/12

6:00 am-9:16 am

Nonstop4h 16m

Newark

Thu 2/19

8:30 am-1:31 pm

Nonstop4h 01m

$176

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Sat 2/14

6:22 pm-9:30 pm

Nonstop4h 08m

New York John F Kennedy Intl

Thu 2/19

9:30 pm-2:28 am

Nonstop3h 58m

$176

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Fri 2/27

11:59 pm-2:59 am

Nonstop4h 00m

New York John F Kennedy Intl

Mon 3/2

10:55 pm-3:50 am

Nonstop3h 55m

$176

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Fri 1/16

5:51 pm-11:49 pm

1 stop6h 58m

New York LaGuardia

Mon 1/19

7:40 am-8:50 pm

1 stop12h 10m

$185

San JuanMedellín

SJU - MDE

SJUMDE

San Juan Luis Munoz Marin Intl

Sun 2/1

5:37 am-9:51 am

1 stop5h 14m

Medellín Jose Maria Cordova Intl

Thu 2/5

9:17 am-10:32 pm

1 stop12h 15m

$186

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-2:14 pm

1 stop7h 04m

New York LaGuardia

Mon 2/2

9:15 am-10:22 pm

2 stops12h 07m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 results
1
2
3
...
6

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.
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 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, February is the cheapest month in which you can book a flight from Caribbean (average of $88). Flying from Caribbean in October will prove the most costly (average of $131). 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 Orlando. Price data was last updated on December 16, 2024.

Those who are seeking the cheapest fare on flights departing from Caribbean would be wise to consider leaving during Friday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday mornings when fares are usually the most expensive.

Which airlines fly from Caribbean?

For flights departing from Caribbean check dates and pricing for the following: Frontier, JetBlue, Spirit Airlines, Bahamasair, American Airlines. These airlines depart to the following popular destinations: Orlando.

JetBlue
JetBlue
From $50
American Airlines
American Airlines
From $165
Frontier
Frontier
From $13
Copa Airlines
Copa Airlines
From $96

What is the cheapest place to fly to from Caribbean?

The cheapest city to fly to from Caribbean is Port of Spain Piarco Intl, with prices starting at $34. Explore other affordable destinations below.

Port of Spain Piarco Intl
Port of Spain Piarco Intl
From $34
Scarborough ANR Robinson Intl
Scarborough ANR Robinson Intl
From $34
New York
New York
From $36
Washington, D.C.
Washington, D.C.
From $41

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 December 17, 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 American Airlines, JetBlue, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
JetBlue
7.2
Good
2,897 reviews
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
Spirit Airlines
6.3
Okay
8,190 reviews
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
Frontier
5.8
Fair
3,081 reviews
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
Bahamasair
5.7
Fair
65 reviews
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Popular international destinations from Caribbean

The most popular international flight routes departing from Caribbean we’ve come across at this time.
Flights from Luis Munoz Marin Intl to Miami
Flights from Nassau to Fort Lauderdale
Flights from Nassau to Miami
Flights from Kingston to Fort Lauderdale
Flights from Luis Munoz Marin Intl to Fort Lauderdale
Flights from Port of Spain to Miami
Flights from Luis Munoz Marin Intl to Madrid
Flights from Montego Bay to Atlanta
Flights from Luis Munoz Marin Intl to Atlanta
Flights from Luis Munoz Marin Intl to Boston
Flights from Luis Munoz Marin Intl to Philadelphia
Flights from Port of Spain to Panama City
Flights from Kingston to Panama City
Flights from Luis Munoz Marin Intl to Tampa
Flights from Montego Bay to Fort Lauderdale
Flights from Santo Domingo to Miami
Flights from Luis Munoz Marin Intl to Panama City
Flights from Kingston to Miami

Related info for your journey

Access useful and relevant information related to your journey from Caribbean. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated December 17, 2025.

  • What is the cheapest airport to fly out of Caribbean?

    San Juan Luis Munoz Marin Intl airport offers the cheapest routes to Panama City, from $95; whereas Ponce Mercedita airport is typically cheaper if you're flying to New York, from $121. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What is the cheapest month to fly from Caribbean?

    February is currently the cheapest month to fly from Caribbean. At this moment in time October is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Caribbean?

    Check out the cheapest flights from Caribbean to embark to:
    Fly from San Juan to Miami from $95 round trip
    Fly from San Juan to Boston from $105 round trip
    Fly from San Juan to Fort Lauderdale from $117 round trip
    Fly from San Juan to New York from $117 round trip
    Fly from San Juan to Chicago from $117 round trip

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.