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Caribbean Islands

$96+ Cheap flights from Orlando (MCO) to Caribbean Islands

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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
Jun 25 — Jul 21
Thu 6/25
Thu 7/2
1 adult, Economy
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Cheap flight deals from Orlando to Caribbean Islands

Cheapest flights from Orlando to Caribbean Islands
Explore the most affordable flight options available from Orlando to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/21. 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.
Mon 8/178:15 am
MCO
-
SJU
Nonstop3h 01m
Frontier
Mon 8/246:00 am
SJU
-
MCO
Nonstop3h 12m
Frontier
Deal found 5/21$233
This Trip.com deal was found by Cheapflights users on 5/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:15 am
MCO
-
SJU
Nonstop3h 01m
Frontier
Sat 8/158:37 pm
SJU
-
MCO
Nonstop3h 09m
Frontier
Deal found 5/21$241
This Frontier deal was found by Cheapflights users on 5/21. 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.
Fri 6/511:29 pm
MCO
-
BQN
Nonstop2h 45m
Frontier
Mon 6/83:00 am
BQN
-
MCO
Nonstop2h 52m
Frontier
Deal found 5/21$244
This Kiwi.com deal was found by Cheapflights users on 5/21. 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.
Sun 8/211:17 pm
MCO
-
BQN
Nonstop2h 53m
Frontier
Sat 8/83:10 am
BQN
-
MCO
Nonstop2h 51m
Frontier
Deal found 5/21$246
This Kiwi.com deal was found by Cheapflights users on 5/21. 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.
Sat 8/158:40 am
MCO
-
BQN
Nonstop2h 54m
Frontier
Sat 8/222:59 am
BQN
-
MCO
Nonstop2h 53m
Frontier
Deal found 5/21$248
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 8/118:10 am
MCO
-
BQN
Nonstop2h 54m
Frontier
Tue 8/113:10 am
BQN
-
MCO
Nonstop2h 51m
Frontier
Deal found 5/25$251
This Frontier deal was found by Cheapflights users on 5/25. 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 8/118:59 pm
MCO
-
SJU
1 stop9h 45m
Frontier
Wed 8/125:15 pm
SJU
-
MCO
1 stop13h 25m
Frontier
Deal found 5/25$251
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 8/146:40 am
MCO
-
PSE
Nonstop3h 01m
Frontier
Mon 8/1710:32 am
PSE
-
MCO
Nonstop3h 07m
Frontier
Deal found 5/22$251
This Kiwi.com deal was found by Cheapflights users on 5/21. 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.
Sat 7/254:35 pm
MCO
-
SJU
Nonstop3h 07m
Frontier
Sat 8/18:37 pm
SJU
-
MCO
Nonstop3h 09m
Frontier
Deal found 5/21$252
This Cheapflightsfares deal was found by Cheapflights users on 5/25. 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 7/153:00 pm
MCO
-
SJU
1 stop9h 23m
Frontier
Wed 7/293:36 pm
SJU
-
MCO
1 stop22h 42m
Frontier
Deal found 5/25$253
This Frontier deal was found by Cheapflights users on 5/24. 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.
Sat 10/317:00 am
MCO
-
BQN
Nonstop2h 57m
Frontier
Wed 11/411:52 am
BQN
-
MCO
Nonstop3h 00m
Frontier
Deal found 5/24$254
This Frontier deal was found by Cheapflights users on 5/24. 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 8/256:55 am
MCO
-
PSE
Nonstop2h 57m
Frontier
Thu 8/2710:37 am
PSE
-
MCO
Nonstop3h 22m
Frontier
Deal found 5/24$254

Find flight deals from Orlando to Caribbean Islands

Keep the following information in mind while searching for Orlando to Caribbean Islands flight deals. Data was last updated May 26, 2026.

Round-trip from

$242
(Kiwi.com)

One-way from

$96
(Super.com)

Popular in

December

Cheapest in

February

Average price

$287
From Orlando to Caribbean Islands
Search Deals
One-way flight from Orlando to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($21 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 May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Caribbean Islands 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 May 26, 2026.
Use the filters below to find and compare flights from Orlando Airport to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Sat 6/6

6:10 am-9:07 am

Nonstop2h 57m

Ponce Mercedita

Thu 6/11

10:27 am-1:48 pm

Nonstop3h 21m

$266

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Sat 8/15

7:00 am-1:34 pm

1 stop6h 34m

Saint Thomas Island Cyril E King

Thu 8/20

2:49 pm-12:04 am

1 stop9h 15m

$304

OrlandoNassau

MCO - NAS

MCONAS

Orlando

Fri 7/10

8:05 am-4:39 pm

1 stop8h 34m

Nassau Intl

Wed 7/15

1:16 pm-1:05 am

1 stop11h 49m

$314

OrlandoNassau

MCO - NAS

MCONAS

Orlando

Fri 7/24

5:30 am-4:39 pm

1 stop11h 09m

Nassau Intl

Wed 7/29

3:26 pm-1:05 am

1 stop9h 39m

$314

OrlandoNassau

MCO - NAS

MCONAS

Orlando

Mon 7/13

5:30 am-4:39 pm

1 stop11h 09m

Nassau Intl

Mon 7/20

6:04 pm-1:05 am

1 stop7h 01m

$314

OrlandoNassau

MCO - NAS

MCONAS

Orlando

Thu 7/30

6:15 am-4:39 pm

1 stop10h 24m

Nassau Intl

Sun 8/2

1:16 pm-1:05 am

1 stop11h 49m

$314

OrlandoNassau

MCO - NAS

MCONAS

Orlando

Thu 8/20

6:15 am-1:57 pm

1 stop7h 42m

Nassau Intl

Sun 8/23

3:22 pm-12:04 am

1 stop8h 42m

$314

OrlandoNassau

MCO - NAS

MCONAS

Orlando

Sat 8/15

6:15 am-1:57 pm

1 stop7h 42m

Nassau Intl

Mon 8/24

1:16 pm-11:05 pm

1 stop9h 49m

$314

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Tue 8/11

6:24 pm-11:59 pm

1 stop5h 35m

Ponce Mercedita

Sat 8/22

5:55 pm-9:04 pm

Nonstop3h 09m

$328
Quickest round-trip

OrlandoNassau

MCO - NAS

MCONAS

Orlando

Fri 10/30

2:55 pm-4:25 pm

Nonstop1h 30m

Nassau Intl

Tue 11/3

12:00 pm-1:40 pm

Nonstop1h 40m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/22

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
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6

Best time to book a flight from Orlando to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Airport to Caribbean Islands

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

Currently, August is the cheapest month in which you can book a flight from Orlando Airport to Caribbean Islands (average of $267). Flying from Orlando Airport to Caribbean Islands in March is currently the most expensive (average of $480). 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 MCO to EPX?

Find hourly flight availability from Orlando to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 26, 2026.

It’s optimal to fly from Orlando Airport to Caribbean Islands in the afternoon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the morning.

Weekly flight availability from Orlando Airport to Caribbean Islands

Explore weekly flight availability from Orlando to Caribbean Islands. 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 May 26, 2026.

The most flights from MCO to zzEPX are scheduled on a Monday (28 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (12 on average).

How far ahead should I book a flight from Orlando Airport to Caribbean Islands?

The best time to book flights from Orlando Airport to Caribbean Islands is 49 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Use this chart to determine the cheapest time to fly round-trip from Orlando to Caribbean Islands. Price data was last updated on May 23, 2026.

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

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated May 26, 2026.
Get a feel of what it's like to fly with Southwest,JetBlue, andAmerican Airlines from Orlando Airport to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,266 reviews

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,266 reviews
Southwest
7.9
Good
4,266 reviews

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,980 reviews
Southwest
7.9
Good
4,266 reviews

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,629 reviews
Southwest
7.9
Good
4,266 reviews

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.2
Okay
Southwest
7.9
Good
4,266 reviews

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
2,936 reviews
Southwest
7.9
Good
4,266 reviews

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Caribbean Islands. 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 Airport to Caribbean Islands?

    Departing from Orlando Airport to Caribbean Islands will take you 2h 57m. Airlines will cover a distance of 1178 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $62. However, be on the lookout for offers from Spirit Airlines and American Airlines, as they are both options that can get you from Orlando Airport to Caribbean Islands for a low price.

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

    When deciding which route to take from Orlando Airport to Caribbean Islands consider Orlando - San Juan Luis Munoz Marin Intl, Orlando - Punta Cana or Orlando - Montego Bay Sangster Intl as they are the most popular.

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

    Before booking your flight to Caribbean Islands from Orlando Airport, check out the most reliable airlines to get you to your destination on time: Aer Lingus (85%), Azul (84%), JetBlue( 81%).

  • What are the cheapest flights from Orlando Airport to Caribbean Islands?

    Looking at all options, your cheapest flight can be booked for $105. While the most popular route (Orlando - San Juan Luis Munoz Marin Intl) can be booked for $271 on average, our data indicates $281 when flying from Orlando Airport to Caribbean Islands.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Orlando to Caribbean Islands 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 Airport to Caribbean Islands?

    Currently, August is the cheapest month in which you can book a flight from Orlando Airport to Caribbean Islands (average of $267). Flying from Orlando Airport to Caribbean Islands in March is currently the most expensive (average of $480). 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 Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Orlando to Caribbean Islands

Discover the top 8 airlines that operate flights from Orlando to Caribbean Islands. 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 May 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$89Average$434FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$98Average$289FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$103Average$435FlexibilityNo cancel feeOn-time62%
FrontierCheapest$118Average$313FlexibilityNo cancel feeOn-time62%
BahamasairCheapest$126Average$338FlexibilityNo cancel feeOn-time33%
Copa AirlinesCheapest$142Average$415FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$244Average$524FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$253Average$453FlexibilityNo cancel feeOn-time71%

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