Caribbean

$61+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Dec 3 — Dec 101
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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 3, 2025.

Good round-trip deal

$41 or less

Good one-way deal

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

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 November 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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.
Fri 11/217:10 amSJU - EWR
Nonstop4h 20mFrontier
Mon 11/2411:30 amEWR - SJU
Nonstop3h 58mFrontier
Deal found 11/2$111
This Frontier deal was found by Cheapflights users on 11/1. 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.
Fri 1/167:10 amSJU - EWR
Nonstop4h 26mFrontier
Tue 1/2011:30 amEWR - SJU
Nonstop3h 43mFrontier
Deal found 11/1$115
This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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.
Fri 11/146:17 pmSJU - EWR
Nonstop4h 13mFrontier
Fri 11/2111:30 amEWR - SJU
Nonstop3h 58mFrontier
Deal found 11/1$116
This CheapOair deal was found by Cheapflights users on 11/3. 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 1/247:10 amSJU - EWR
Nonstop4h 25mFrontier
Mon 1/2611:30 amEWR - SJU
Nonstop3h 43mFrontier
Deal found 11/3$117
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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 1/297:10 amSJU - EWR
Nonstop4h 25mFrontier
Mon 2/211:30 amEWR - SJU
Nonstop3h 43mFrontier
Deal found 11/3$120
This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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.
Wed 1/217:10 amSJU - EWR
Nonstop4h 25mFrontier
Sat 1/2411:30 amEWR - SJU
Nonstop3h 43mFrontier
Deal found 11/1$124
This eDestinos deal was found by Cheapflights users on 11/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:17 pmSJU - EWR
Nonstop4h 13mFrontier
Wed 11/1910:30 pmEWR - SJU
Nonstop4h 03mFrontier
Deal found 11/2$125
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Wed 1/217:10 amSJU - EWR
Nonstop4h 25mFrontier
Mon 2/211:30 amEWR - SJU
Nonstop3h 43mFrontier
Deal found 11/3$126
This Flightnetwork deal was found by Cheapflights users on 11/1. 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 11/227:11 amSJU - JFK
Nonstop3h 54mFrontier
Sun 11/2311:00 amJFK - SJU
Nonstop3h 55mFrontier
Deal found 11/1$126
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Thu 1/297:10 amSJU - EWR
Nonstop4h 25mFrontier
Wed 2/411:30 amEWR - SJU
Nonstop3h 43mFrontier
Deal found 11/2$129
This CheapOair deal was found by Cheapflights users on 11/1. 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.
Thu 11/207:11 amSJU - JFK
Nonstop3h 54mFrontier
Tue 12/21:29 pmJFK - SJU
Nonstop3h 54mFrontier
Deal found 11/1$129
This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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.
Fri 11/146:17 pmSJU - EWR
Nonstop4h 13mFrontier
Mon 11/1710:30 pmEWR - SJU
Nonstop4h 03mFrontier
Deal found 11/1$130

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 November 3, 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

Sat 11/15

6:12 pm-8:18 am

1 stop15h 06m

Medellín Jose Maria Cordova Intl

Sat 11/22

8:37 am-10:29 pm

1 stop12h 52m

$168

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-5:24 am

Nonstop4h 19m

Newark

Mon 2/2

9:43 am-2:40 pm

Nonstop3h 57m

$176

San JuanMedellín

SJU - MDE

SJUMDE

San Juan Luis Munoz Marin Intl

Sun 11/16

5:27 am-2:45 pm

1 stop10h 18m

Medellín Jose Maria Cordova Intl

Tue 11/25

12:42 pm-10:29 pm

1 stop8h 47m

$197

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Fri 1/30

6:05 pm-9:32 pm

Nonstop4h 27m

New York John F Kennedy Intl

Wed 2/4

12:00 pm-4:52 pm

Nonstop3h 52m

$216

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Sat 3/28

5:00 am-9:10 am

Nonstop4h 10m

New York John F Kennedy Intl

Sat 4/11

10:59 pm-2:55 am

Nonstop3h 56m

$216

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Thu 11/13

2:20 pm-5:41 pm

Nonstop4h 21m

Newark

Sun 11/16

7:37 pm-12:36 am

Nonstop3h 59m

$216

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Thu 2/5

6:05 pm-9:32 pm

Nonstop4h 27m

New York John F Kennedy Intl

Sun 2/8

6:56 pm-11:59 pm

Nonstop4h 03m

$216

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Tue 3/17

4:35 pm-8:43 pm

Nonstop4h 08m

New York John F Kennedy Intl

Fri 3/20

10:59 pm-2:55 am

Nonstop3h 56m

$216

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Wed 12/24

3:45 am-7:02 am

Nonstop4h 17m

New York John F Kennedy Intl

Wed 12/31

9:25 pm-2:27 am

Nonstop4h 02m

$216

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Wed 3/11

4:15 am-8:22 am

Nonstop4h 07m

New York John F Kennedy Intl

Tue 3/17

6:40 pm-10:47 pm

Nonstop4h 07m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 60 results
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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 $86). Flying from Caribbean in September will prove the most costly (average of $128). 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.

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 3, 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 Southwest, JetBlue, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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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 November 3, 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 $118; whereas Punta Cana airport is typically cheaper if you're flying to Kingston, from $139. 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 September 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 $118 round trip
    Fly from San Juan to New York from $134 round trip
    Fly from Punta Cana to San Juan from $139 round trip
    Fly from San Juan to Washington, D.C. from $140 round trip
    Fly from San Juan to Fort Lauderdale from $141 round trip

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