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Caribbean Islands

$78+ Cheap flights from Orlando (ORL) 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Dec 7 — Dec 141
Sun 12/7
Sun 12/14
1 adult, Economy
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Find 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 November 7, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/208:37 pmMCO - SJU
Nonstop2h 47mMultiple Airlines
Sat 11/223:59 amSJU - MCO
Nonstop3h 02mMultiple Airlines
Deal found 11/5$153
This eDestinos deal was found by Cheapflights users on 11/4. 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.
Thu 11/206:00 amMCO - SJU
Nonstop2h 56mFrontier
Sat 11/223:59 amSJU - MCO
Nonstop3h 02mFrontier
Deal found 11/4$158
This Frontier deal was found by Cheapflights users on 11/4. 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 11/2010:42 amMCO - SJU
Nonstop2h 56mFrontier
Sun 11/233:59 amSJU - MCO
Nonstop3h 02mFrontier
Deal found 11/4$159
This Super.com deal was found by Cheapflights users on 11/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:00 amMCO - SJU
Nonstop2h 56mFrontier
Sat 11/2210:28 pmSJU - MCO
Nonstop3h 15mFrontier
Deal found 11/6$160
This eDestinos deal was found by Cheapflights users on 11/4. 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.
Sat 11/1511:00 pmMCO - SJU
Nonstop2h 54mFrontier
Fri 11/217:15 amSJU - MCO
Nonstop3h 17mFrontier
Deal found 11/4$167
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 12/117:30 amMCO - SJU
1 stop14h 55mSpirit Airlines
Fri 12/124:10 amSJU - MCO
1 stop4h 35mSpirit Airlines
Deal found 11/4$168
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/199:00 pmMCO - SJU
2 stops19h 21mMultiple Airlines
Wed 12/105:00 pmSJU - MCO
Nonstop3h 18mMultiple Airlines
Deal found 11/5$169
This Frontier deal was found by Cheapflights users on 11/6. 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 12/511:15 pmMCO - BQN
Nonstop2h 43mFrontier
Mon 12/83:55 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 11/6$172
This Mytrip deal was found by Cheapflights users on 11/5. 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.
Sat 12/611:15 pmMCO - BQN
Nonstop2h 43mFrontier
Sun 12/73:55 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 11/5$173
This CheapOair deal was found by Cheapflights users on 11/6. 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.
Sun 12/75:30 amMCO - PSE
Nonstop2h 50mFrontier
Fri 12/1210:50 amPSE - MCO
Nonstop3h 24mFrontier
Deal found 11/6$173
This CheapOair deal was found by Cheapflights users on 11/4. 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.
Fri 11/216:00 amMCO - PSE
Nonstop3h 00mFrontier
Fri 11/2810:55 amPSE - MCO
Nonstop3h 19mFrontier
Deal found 11/4$174
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/1211:16 pmMCO - BQN
Nonstop2h 48mFrontier
Sat 12/133:55 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 11/5$177

Cheap 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 November 7, 2025.

Round-trip from

$153
(Kiwi.com)

One-way from

$78
(Travelocity)

Popular in

December

Cheapest in

February

Average price

$260
From Orlando (ORL) to Caribbean Islands
Search Deals
One-way flight from Orlando (ORL) to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 7, 2025.
Use the filters below to find and compare flights from Orlando to Caribbean Islands that are best for you.

Fly from

Orlando

Fly to

Caribbean Islands

Route

Depart

Return

Price

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Mon 1/12

10:57 am-2:52 pm

Nonstop2h 55m

Saint Thomas Island Cyril E King

Sat 1/17

3:57 pm-6:35 pm

Nonstop3h 38m

$189

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Wed 12/3

10:36 am-2:30 pm

Nonstop2h 54m

Saint Thomas Island Cyril E King

Sat 12/6

1:01 pm-5:29 pm

1 stop5h 28m

$189

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Sat 11/22

11:59 pm-3:42 am

Nonstop2h 43m

Aguadilla Borinquen

Fri 11/28

4:53 pm-6:50 pm

Nonstop2h 57m

$198

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Sat 12/6

6:00 am-9:55 am

Nonstop2h 55m

Ponce Mercedita

Sun 12/14

10:20 am-12:44 pm

Nonstop3h 24m

$214

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Tue 12/2

10:36 am-2:30 pm

Nonstop2h 54m

Saint Thomas Island Cyril E King

Mon 12/8

3:54 pm-6:28 pm

Nonstop3h 34m

$216

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Tue 1/27

10:55 am-4:20 pm

1 stop4h 25m

Saint Thomas Island Cyril E King

Wed 2/4

5:15 pm-9:59 pm

1 stop5h 44m

$233

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Sat 11/15

7:20 am-11:20 am

Nonstop3h 00m

Ponce Mercedita

Thu 11/20

10:55 am-1:14 pm

Nonstop3h 19m

$234

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 12/11

6:00 am-9:55 am

Nonstop2h 55m

Ponce Mercedita

Sun 12/21

12:29 pm-2:52 pm

Nonstop3h 23m

$235

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Mon 11/10

8:00 pm-11:52 pm

Nonstop2h 52m

Ponce Mercedita

Thu 11/13

5:15 am-7:25 am

Nonstop3h 10m

$242

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Fri 11/28

10:36 am-2:30 pm

Nonstop2h 54m

Saint Thomas Island Cyril E King

Mon 12/1

3:25 pm-5:45 pm

Nonstop3h 20m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 60 results
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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 to Caribbean Islands

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

Currently, April is the cheapest month in which you can book a flight from Orlando to Caribbean Islands (average of $82). Flying from Orlando to Caribbean Islands 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 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 November 7, 2025.

It’s optimal to fly from Orlando to Caribbean Islands at noon. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight in the afternoon.

What is the cheapest day to fly from Orlando 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 November 2, 2025.

Travelers seeking maximum savings on their Orlando to Caribbean Islands 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 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 November 7, 2025.

The most flights from ORL to zzEPX are scheduled on a Thursday (21 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (15 on average).

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 November 7, 2025.
See what other customers who have flown with Southwest, American Airlines, and JetBlue from Orlando to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

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
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

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
American Airlines
7.2
Good
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

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
JetBlue
7.2
Good
2,907 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

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
Spirit Airlines
6.3
Okay
8,122 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

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
Frontier
5.8
Fair
3,116 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

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

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 to Caribbean Islands?

    Spirit Airlines, JetBlue, and Frontier can get you from Orlando to Caribbean Islands in just under 2h 43m. Your travel time will be generally consistent. The distance between Orlando and Caribbean Islands is about 1128 mi. Most flights are nonstop.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $89. However, be on the lookout for offers from JetBlue and Delta, as they are both options that can get you from Orlando to Caribbean Islands for a low price.

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

    While some choose either Orlando - Punta Cana or Orlando - Santiago de los Caballeros, Orlando - San Juan Luis Munoz Marin Intl is the most popular route from Orlando to Caribbean Islands.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Orlando to Caribbean Islands on time: Frontier (90%), Spirit Airlines (90%), JetBlue (71%).

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

    On average you can expect to pay $218 for a flight from Orlando to Caribbean Islands. The cheapest flight overall is $95 while the most popular route, (Orlando - San Juan Luis Munoz Marin Intl) is currently priced at $135.

  • 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 to Caribbean Islands?

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

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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 9 airlines flying from Orlando to Caribbean Islands

Discover the top 9 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 November 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$108Average$394FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$111Average$303FlexibilityNo cancel feeOn-time65%
FrontierCheapest$125Average$300FlexibilityNo cancel feeOn-time62%
DeltaCheapest$156Average$450FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$167Average$426FlexibilityNo cancel feeOn-time70%
BahamasairCheapest$203Average$322FlexibilityNo cancel feeOn-time33%
ArajetCheapest$205Average$275FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$225Average$457FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$244Average$515FlexibilityNo cancel feeOn-time63%

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