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$65+ Cheap flights from Orlando (ORL) to 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Orlando to Caribbean

Cheapest flights from Orlando to Caribbean
Explore the most affordable flight options available from Orlando to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This eDestinos deal was found by Cheapflights users on 12/20. 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.
Wed 12/315:05 amMCO - SJU
1 stop10h 07mFrontier
Sat 1/103:55 amSJU - MCO
Nonstop3h 10mFrontier
Deal found 12/20$167
This eDestinos deal was found by Cheapflights users on 12/22. 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.
Wed 12/319:09 pmMCO - SJU
1 stop27h 15mFrontier
Sat 1/106:00 amSJU - MCO
1 stop15h 47mFrontier
Deal found 12/22$174
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Sun 12/2811:27 pmMCO - BQN
Nonstop2h 43mFrontier
Thu 1/83:43 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 12/22$176
This Cheapflightsfares deal was found by Cheapflights users on 12/20. 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 12/316:45 amMCO - SJU
1 stop14h 20mSpirit Airlines
Sun 1/118:05 pmSJU - MCO
Nonstop3h 20mSpirit Airlines
Deal found 12/20$180
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Sat 12/2711:27 pmMCO - BQN
Nonstop2h 43mFrontier
Thu 1/83:43 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 12/22$186
This Kiwi.com deal was found by Cheapflights users on 12/20. 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 12/315:15 amMCO - SJU
1 stop8h 41mMultiple Airlines
Mon 1/128:05 pmSJU - MCO
Nonstop3h 20mMultiple Airlines
Deal found 12/20$186
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/316:45 amMCO - SJU
1 stop14h 20mMultiple Airlines
Fri 1/95:18 pmSJU - MCO
1 stop7h 41mMultiple Airlines
Deal found 12/22$191
This eDestinos deal was found by Cheapflights users on 12/19. 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.
Mon 12/296:45 amMCO - SJU
1 stop14h 20mSpirit Airlines
Sun 1/118:05 pmSJU - MCO
Nonstop3h 20mSpirit Airlines
Deal found 12/19$193
This Kiwi.com deal was found by Cheapflights users on 12/20. 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 12/315:15 amMCO - SJU
1 stop8h 41mFrontier
Fri 1/97:10 amSJU - MCO
1 stop27h 26mFrontier
Deal found 12/20$194
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 12/3111:27 pmMCO - BQN
Nonstop2h 43mFrontier
Wed 1/73:53 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 12/21$197
This Frontier deal was found by Cheapflights users on 12/22. 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.
Wed 12/3111:27 pmMCO - BQN
Nonstop2h 43mFrontier
Thu 1/83:43 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 12/22$199
This Frontier deal was found by Cheapflights users on 12/21. 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.
Wed 12/3111:27 pmMCO - BQN
Nonstop2h 43mFrontier
Sat 1/103:43 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 12/21$206

Find flight deals from Orlando to Caribbean

Keep the following information in mind while searching for Orlando to Caribbean flight deals. Data was last updated December 23, 2025.

Round-trip from

$152
(Cheapflightsfares)

One-way from

$65
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$347

Good round-trip deal

$203 or less

Good one-way deal

$115 or less
From Orlando (ORL) to Caribbean
Search Deals
One-way flight from Orlando (ORL) to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Orlando (ORL) to Caribbean.
Search Deals
Price to beat on a one-way flight from Orlando (ORL) to Caribbean.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Orlando to Caribbean that are best for you.

Fly from

Orlando

Fly to

Caribbean

Route

Depart

Return

Price

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Fri 1/30

6:00 am-9:47 am

Nonstop2h 47m

San Juan Luis Munoz Marin Intl

Fri 2/6

6:00 am-8:15 am

Nonstop3h 15m

$164

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Thu 1/29

7:15 am-7:26 pm

1 stop11h 11m

San Juan Luis Munoz Marin Intl

Fri 1/30

11:34 am-1:54 pm

Nonstop3h 20m

$168

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Sat 3/21

7:45 am-10:40 am

Nonstop2h 55m

Ponce Mercedita

Tue 3/24

11:35 am-3:00 pm

Nonstop3h 25m

$180

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 1/15

7:25 am-11:20 am

Nonstop2h 55m

Ponce Mercedita

Sat 1/17

1:00 pm-3:28 pm

Nonstop3h 28m

$182

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 3/12

7:45 am-10:40 am

Nonstop2h 55m

Ponce Mercedita

Tue 3/17

11:35 am-3:00 pm

Nonstop3h 25m

$190

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 1/15

7:25 am-11:20 am

Nonstop2h 55m

Ponce Mercedita

Sun 1/18

12:14 pm-2:46 pm

Nonstop3h 32m

$191

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Sat 3/14

7:45 am-10:40 am

Nonstop2h 55m

Ponce Mercedita

Tue 3/17

11:35 am-3:00 pm

Nonstop3h 25m

$195

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Fri 2/13

6:20 am-10:10 am

Nonstop2h 50m

Ponce Mercedita

Mon 2/16

11:45 am-2:10 pm

Nonstop3h 25m

$197

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Tue 2/17

9:15 pm-1:08 am

Nonstop2h 53m

Ponce Mercedita

Sun 2/22

3:15 am-5:27 am

Nonstop3h 12m

$212

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Fri 3/6

9:10 pm-1:03 am

Nonstop2h 53m

Ponce Mercedita

Mon 3/9

5:01 am-8:15 am

Nonstop3h 14m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 60 results
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Best time to book a flight from Orlando to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Orlando 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.

Cheapflights Insights

Everything you need to know about your flight from Orlando to Caribbean

What is the cheapest month to book a flight from Orlando to Caribbean?

Currently, April is the cheapest month in which you can book a flight from Orlando to Caribbean (average of $82). Flying from Orlando to Caribbean in July is currently the most expensive (average of $119). 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 ORL to CB?

Find hourly flight availability from Orlando to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

It’s typically best to fly out from Orlando to Caribbean at noon. Doing so could potentially save you 20% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Orlando to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Orlando to Caribbean. Price data was last updated on December 20, 2025.

Travelers seeking maximum savings on their Orlando to Caribbean flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Orlando to Caribbean

Explore weekly flight availability from Orlando to Caribbean. 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 December 23, 2025.

The most flights from ORL to 0CB are scheduled on a Friday (28 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (19 on average).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated December 23, 2025.
Peruse reviews from past customers who have flown with Southwest, American Airlines, and JetBlue from Orlando to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,053 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,896 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,196 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,076 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Orlando to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Orlando to Caribbean?

    Departing from Orlando to Caribbean will take you 2h 47m. The distance between Orlando and Caribbean is about 1188 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Orlando to Caribbean one-way?

    One-way options have recently been found by users for as low as $60 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $63 and JetBlue from $88 one-way.

  • What are the most popular routes from Orlando to Caribbean?

    The most popular route from Orlando to Caribbean is Orlando - San Juan Luis Munoz Marin Intl. You may also consider Orlando - Punta Cana or Orlando - Santo Domingo Las Americas.

  • What are the most reliable airlines from Orlando to Caribbean?

    The top 3 most reliable airlines when flying from Orlando to Caribbean are Frontier (85%), Spirit Airlines (81%) and Azul (74%).

  • What are the cheapest flights from Orlando to Caribbean?

    The cheapest flight price from Orlando to Caribbean is $81. On average you can expect to pay $215. The most popular route, (Orlando - San Juan Luis Munoz Marin Intl), can usually be booked for $158.

  • Can I find deals for flights from Orlando to Caribbean that include hotel bookings?

    Yes. In addition to deals on Orlando to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Caribbean.

  • Can I find deals for business class flights from Orlando to Caribbean?

    Yes. Cheapflights offers flight deals from Orlando to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando to Caribbean?

    Currently, April is the cheapest month in which you can book a flight from Orlando to Caribbean (average of $82). Flying from Orlando to Caribbean in July is currently the most expensive (average of $119). 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.

See more FAQs

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Alternative routes for Orlando to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Orlando to Caribbean

Discover the top 10 airlines that operate flights from Orlando to Caribbean. 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$110Average$282FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$111Average$390FlexibilityNo cancel feeOn-time62%
FrontierCheapest$126Average$299FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$167Average$431FlexibilityNo cancel feeOn-time70%
BahamasairCheapest$201Average$328FlexibilityNo cancel feeOn-time33%
DeltaCheapest$202Average$597FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$204Average$239FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$225Average$467FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$244Average$523FlexibilityNo cancel feeOn-time63%
AviancaCheapest$333Average$528FlexibilityNo cancel feeOn-time71%

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