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Caribbean Islands

$74+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
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 December 31, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/29. 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
Sat 1/103:43 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 12/29$167
This eDestinos deal was found by Cheapflights users on 12/28. 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 12/2911:00 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 12/303:55 amSJU - MCO
Nonstop3h 10mFrontier
Deal found 12/28$188
This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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 12/3111:00 pmMCO - SJU
Nonstop2h 50mFrontier
Fri 1/92:29 amSJU - MCO
1 stop8h 47mFrontier
Deal found 12/29$195
This CheapOair deal was found by Cheapflights users on 12/28. 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.
Wed 12/3111:00 pmMCO - SJU
Nonstop2h 50mFrontier
Wed 1/78:00 amSJU - MCO
1 stop25h 35mFrontier
Deal found 12/28$197
This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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 12/3111:00 pmMCO - SJU
Nonstop2h 50mFrontier
Sat 1/103:55 amSJU - MCO
Nonstop3h 10mFrontier
Deal found 12/29$201
This Cheapflightsfares deal was found by Cheapflights users on 12/30. 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 12/3111:27 pmMCO - BQN
Nonstop2h 43mFrontier
Thu 1/83:43 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 12/30$203
This Priceline deal was found by Cheapflights users on 12/29. 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.
Mon 12/2911:27 pmMCO - BQN
Nonstop2h 43mFrontier
Fri 1/93:53 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 12/29$205
This eDestinos deal was found by Cheapflights users on 12/28. 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 12/297:34 pmMCO - SJU
1 stop15h 24mSpirit Airlines
Tue 12/302:59 amSJU - MCO
Nonstop3h 10mSpirit Airlines
Deal found 12/28$209
This Expedia deal was found by Cheapflights users on 12/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:45 amMCO - SJU
1 stop4h 13mMultiple Airlines
Wed 1/78:00 amSJU - MCO
1 stop25h 35mMultiple Airlines
Deal found 12/29$211
This Kiwi.com deal was found by Cheapflights users on 12/30. 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 12/30$217
This Kiwi.com deal was found by Cheapflights users on 12/29. 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
Mon 1/53:53 amBQN - MCO
Nonstop3h 02mFrontier
Deal found 12/29$220
This Kiwi.com deal was found by Cheapflights users on 12/28. 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 12/2911:00 pmMCO - SJU
Nonstop2h 50mMultiple Airlines
Tue 12/302:59 amSJU - MCO
Nonstop3h 10mMultiple Airlines
Deal found 12/28$220

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 December 31, 2025.

Round-trip from

$151
(Priceline)

One-way from

$74
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$347
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. 8% 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

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 December 31, 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

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Sat 1/31

11:50 pm-3:30 am

Nonstop2h 40m

Aguadilla Borinquen

Sat 2/7

5:01 am-7:04 am

Nonstop3h 03m

$160

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Wed 1/28

7:43 pm-11:33 pm

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Tue 2/3

8:05 pm-10:25 pm

Nonstop3h 20m

$163

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Sat 2/14

11:15 pm-2:57 am

Nonstop2h 42m

Aguadilla Borinquen

Fri 2/20

3:58 am-5:57 am

Nonstop2h 59m

$164

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Thu 1/29

11:50 pm-3:30 am

Nonstop2h 40m

Aguadilla Borinquen

Thu 2/5

12:41 pm-2:54 pm

Nonstop3h 13m

$167

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Tue 1/13

11:20 am-3:13 pm

Nonstop2h 53m

Ponce Mercedita

Sat 1/17

1:00 pm-3:28 pm

Nonstop3h 28m

$168

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 3/19

7:45 am-10:40 am

Nonstop2h 55m

Ponce Mercedita

Sat 3/28

11:35 am-3:00 pm

Nonstop3h 25m

$174

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

$175

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Fri 2/13

6:20 am-10:10 am

Nonstop2h 50m

Ponce Mercedita

Sat 2/14

3:15 am-5:27 am

Nonstop3h 12m

$178

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Fri 2/20

10:07 pm-2:00 am

Nonstop2h 53m

Ponce Mercedita

Mon 2/23

11:30 am-1:55 pm

Nonstop3h 25m

$178

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 3/12

7:45 am-10:40 am

Nonstop2h 55m

Ponce Mercedita

Thu 3/19

11:35 am-3:00 pm

Nonstop3h 25m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

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 December 31, 2025.

It’s optimal to fly from Orlando 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.

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 December 27, 2025.

Travelers seeking maximum savings on their Orlando to Caribbean Islands flight should consider departing on Thursday 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.

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 December 31, 2025.

The most flights from ORL to zzEPX are scheduled on a Tuesday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 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 December 31, 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
4,251 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
11,074 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
2,902 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
8,239 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
5.7
Fair
3,067 reviews
Southwest
8.0
Very good
4,251 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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 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?

    JetBlue, Spirit Airlines, and Frontier can get you from Orlando to Caribbean Islands in just under 2h 40m. 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 Frontier, with whom users have recently found tickets for as low as $60. However, be on the lookout for offers from Spirit Airlines and JetBlue, 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 - Santo Domingo Las Americas, 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 (85%), Spirit Airlines (81%), Azul (74%).

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

    On average you can expect to pay $223 for a flight from Orlando to Caribbean Islands. The cheapest flight overall is $81 while the most popular route, (Orlando - San Juan Luis Munoz Marin Intl) is currently priced at $153.

  • 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 December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$110Average$280FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$111Average$390FlexibilityNo cancel feeOn-time62%
FrontierCheapest$126Average$299FlexibilityNo cancel feeOn-time62%
DeltaCheapest$156Average$484FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$167Average$431FlexibilityNo cancel feeOn-time70%
BahamasairCheapest$203Average$329FlexibilityNo cancel feeOn-time33%
ArajetCheapest$204Average$239FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$225Average$467FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$244Average$526FlexibilityNo cancel feeOn-time63%

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