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$72+ 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Oct 24 — Oct 311
Fri 10/24
Fri 10/31
1 adult, Economy
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Cheap flight deals from Orlando to Caribbean

Keep the following information in mind while searching for Orlando to Caribbean flight deals. Data was last updated September 24, 2025.

Round-trip from

$135
(Kiwi.com)

One-way from

$72
(CheapOair)

Popular in

December

Cheapest in

February

Average price

$249

Good round-trip deal

$151 or less

Good one-way deal

$99 or less
From Orlando (ORL) to Caribbean
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One-way flight from Orlando (ORL) to Caribbean
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Highest demand for flights based on searches. 4% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Orlando (ORL) to Caribbean.
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Price to beat on a one-way flight from Orlando (ORL) to Caribbean.
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Find 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 September 24, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/23. 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 12/53:14 pmMCO - BQN
Nonstop2h 49mFrontier
Mon 12/87:58 pmBQN - MCO
Nonstop3h 11mFrontier
Deal found 9/23$135
This Cheapflightsfares deal was found by Cheapflights users on 9/23. 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 10/1511:16 pmMCO - BQN
Nonstop2h 48mFrontier
Sat 10/182:59 amBQN - MCO
Nonstop2h 59mFrontier
Deal found 9/23$138
This Frontier deal was found by Cheapflights users on 9/23. 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.
Thu 10/1611:16 pmMCO - BQN
Nonstop2h 48mFrontier
Fri 10/172:59 amBQN - MCO
Nonstop2h 59mFrontier
Deal found 9/23$139
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 11/18:20 amMCO - PSE
Nonstop3h 00mFrontier
Mon 11/312:15 pmPSE - MCO
Nonstop3h 15mFrontier
Deal found 9/22$147
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/1511:16 pmMCO - BQN
Nonstop2h 48mFrontier
Mon 10/202:59 amBQN - MCO
Nonstop2h 59mFrontier
Deal found 9/23$148
This Frontier deal was found by Cheapflights users on 9/23. 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 10/1011:16 pmMCO - BQN
Nonstop2h 48mFrontier
Fri 10/172:59 amBQN - MCO
Nonstop2h 59mFrontier
Deal found 9/23$151
This Mytrip deal was found by Cheapflights users on 9/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3011:00 pmMCO - SJU
Nonstop2h 54mFrontier
Sun 11/210:39 pmSJU - MCO
Nonstop3h 10mFrontier
Deal found 9/23$152
This Priceline deal was found by Cheapflights users on 9/23. 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.
Wed 11/1211:16 pmMCO - BQN
Nonstop2h 48mFrontier
Sun 11/233:55 amBQN - MCO
Nonstop3h 06mFrontier
Deal found 9/23$153
This eDestinos deal was found by Cheapflights users on 9/22. 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.
Fri 9/265:05 amMCO - SJU
Nonstop2h 57mMultiple Airlines
Sat 10/43:19 pmSJU - MCO
Nonstop3h 11mMultiple Airlines
Deal found 9/22$154
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 12/87:15 amMCO - BQN
Nonstop2h 47mFrontier
Mon 12/157:58 pmBQN - MCO
Nonstop3h 11mFrontier
Deal found 9/23$155
This Priceline deal was found by Cheapflights users on 9/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2110:50 pmMCO - SJU
Nonstop2h 54mMultiple Airlines
Tue 10/2812:29 pmSJU - MCO
Nonstop3h 14mMultiple Airlines
Deal found 9/21$155
This Kiwi.com deal was found by Cheapflights users on 9/22. 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.
Fri 10/318:20 amMCO - PSE
Nonstop3h 00mFrontier
Mon 11/312:15 pmPSE - MCO
Nonstop3h 15mFrontier
Deal found 9/22$155

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 September 24, 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

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Sat 10/18

9:56 am-12:59 pm

Nonstop3h 03m

Saint Thomas Island Cyril E King

Thu 10/30

2:40 pm-5:55 pm

Nonstop3h 15m

$176

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Fri 10/31

8:20 am-11:20 am

Nonstop3h 00m

Ponce Mercedita

Mon 11/3

12:15 pm-2:30 pm

Nonstop3h 15m

$188

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Fri 11/7

11:09 am-3:11 pm

Nonstop3h 02m

Saint Thomas Island Cyril E King

Mon 11/17

4:06 pm-6:29 pm

Nonstop3h 23m

$191

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Wed 10/29

9:55 pm-12:40 am

Nonstop2h 45m

Aguadilla Borinquen

Sun 11/2

4:00 am-5:57 am

Nonstop2h 57m

$198

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Mon 11/10

7:20 am-11:20 am

Nonstop3h 00m

Ponce Mercedita

Fri 11/14

12:15 pm-2:30 pm

Nonstop3h 15m

$198

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Sat 11/1

7:48 pm-10:51 am

1 stop15h 03m

Saint Thomas Island Cyril E King

Mon 11/10

4:06 pm-6:29 pm

Nonstop3h 23m

$199

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 10/23

8:03 pm-10:59 pm

Nonstop2h 56m

Ponce Mercedita

Sun 11/2

5:15 am-7:25 am

Nonstop3h 10m

$227

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Thu 11/6

6:55 am-12:28 pm

1 stop4h 33m

Saint Thomas Island Cyril E King

Sun 11/16

4:06 pm-6:29 pm

Nonstop3h 23m

$231

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Sun 12/21

6:00 am-2:00 pm

1 stop7h 00m

Saint Thomas Island Cyril E King

Tue 12/30

2:55 pm-7:20 pm

1 stop5h 25m

$233

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Fri 10/24

6:19 am-9:18 am

Nonstop2h 59m

Ponce Mercedita

Fri 10/31

12:15 pm-3:30 pm

Nonstop3h 15m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/23

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, September is the cheapest month in which you can book a flight from Orlando to Caribbean (average of $254). Flying from Orlando to Caribbean in June is currently the most expensive (average of $339). 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 September 24, 2025.

When flying from Orlando to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 24, 2025.

The most flights from ORL to 0CB are scheduled on a Monday (19 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (9 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 September 24, 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
4,244 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

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
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

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
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

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
JetBlue
7.2
Good
2,913 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

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
Spirit Airlines
6.3
Okay
8,042 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

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
Frontier
5.8
Fair
3,163 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

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

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 45m. The distance between Orlando and Caribbean is about 1128 mi. All flights are typically nonstop.

  • 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 $79 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $88 and JetBlue from $96 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 - Santo Domingo Las Americas or Orlando - Montego Bay Sangster Intl.

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

    The top 3 most reliable airlines when flying from Orlando to Caribbean are Azul (75%), JetBlue (75%) and Frontier (65%).

  • What are the cheapest flights from Orlando to Caribbean?

    The cheapest flight price from Orlando to Caribbean is $85. On average you can expect to pay $308. The most popular route, (Orlando - San Juan Luis Munoz Marin Intl), can usually be booked for $157.

  • 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, September is the cheapest month in which you can book a flight from Orlando to Caribbean (average of $254). Flying from Orlando to Caribbean in June is currently the most expensive (average of $339). 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 9 airlines flying from Orlando to Caribbean

Discover the top 9 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 September 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$108Average$396FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$110Average$282FlexibilityNo cancel feeOn-time65%
FrontierCheapest$120Average$296FlexibilityNo cancel feeOn-time62%
DeltaCheapest$156Average$402FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$176Average$472FlexibilityNo cancel feeOn-time70%
BahamasairCheapest$207Average$319FlexibilityNo cancel feeOn-time33%
American AirlinesCheapest$225Average$477FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$244Average$507FlexibilityNo cancel feeOn-time63%
AviancaCheapest$333Average$508FlexibilityNo cancel feeOn-time71%

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