HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$75+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Orlando to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 August 1, 2025.

Round-trip from

$170
(Priceline)

One-way from

$79
(Mytrip)

Popular in

December

Cheapest in

October

Average price

$244

Good round-trip deal

$182 or less

Good one-way deal

$81 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 ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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

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 August 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/29. 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.
Fri 8/2211:55 pmMCO - BQN
Nonstop2h 49mFrontier
Mon 8/253:43 amBQN - MCO
Nonstop2h 54mFrontier
Deal found 7/29$137
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/169:56 amMCO - STT
Nonstop3h 00mSpirit Airlines
Thu 10/232:01 pmSTT - MCO
Nonstop3h 22mSpirit Airlines
Deal found 7/31$175
This Booking.com deal was found by Cheapflights users on 7/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1410:05 pmMCO - SJU
Nonstop2h 51mSpirit Airlines
Fri 8/152:11 amSJU - MCO
Nonstop3h 00mSpirit Airlines
Deal found 7/29$177
This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/86:05 amMCO - STT
1 stop10h 24mFrontier
Mon 8/115:14 pmSTT - MCO
1 stop5h 58mFrontier
Deal found 7/29$179
This Cheapflightsfares deal was found by Cheapflights users on 7/29. 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.
Sat 8/95:20 pmMCO - SJU
Nonstop3h 09mFrontier
Thu 8/149:30 pmSJU - MCO
Nonstop3h 08mFrontier
Deal found 7/29$180
This CheapOair deal was found by Cheapflights users on 7/28. 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.
Fri 8/86:05 amMCO - STT
1 stop10h 24mMultiple Airlines
Thu 8/142:43 pmSTT - MCO
Nonstop3h 22mMultiple Airlines
Deal found 7/28$184
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Mon 8/1111:40 pmMCO - SJU
Nonstop2h 59mMultiple Airlines
Fri 8/152:11 amSJU - MCO
Nonstop3h 00mMultiple Airlines
Deal found 7/30$185
This Cheapflightsfares deal was found by Cheapflights users on 7/29. 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.
Thu 9/46:30 amMCO - PSE
Nonstop3h 00mFrontier
Mon 9/810:15 amPSE - MCO
Nonstop3h 11mFrontier
Deal found 7/29$188
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/99:22 amMCO - PUJ
Nonstop2h 43mSpirit Airlines
Sat 8/1612:31 pmPUJ - MCO
Nonstop2h 59mSpirit Airlines
Deal found 7/30$207
This JetBlue deal was found by Cheapflights users on 7/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/278:55 pmMCO - BQN
Nonstop2h 55mJetBlue
Wed 9/38:07 pmBQN - MCO
Nonstop2h 52mJetBlue
Deal found 7/31$215
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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.
Sat 8/306:20 amMCO - SDQ
1 stop9h 40mSpirit Airlines
Sat 9/63:47 pmSDQ - MCO
1 stop7h 41mSpirit Airlines
Deal found 7/31$228
This CheapOair deal was found by Cheapflights users on 7/31. 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 8/106:05 amMCO - PUJ
Nonstop2h 49mMultiple Airlines
Wed 8/1311:06 amPUJ - MCO
1 stop9h 05mMultiple Airlines
Deal found 7/31$234

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 August 1, 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

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Fri 8/22

11:55 pm-2:44 am

Nonstop2h 49m

Aguadilla Borinquen

Mon 8/25

3:43 am-6:37 am

Nonstop2h 54m

$137

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Thu 10/16

9:56 am-12:56 pm

Nonstop3h 00m

Saint Thomas Island Cyril E King

Thu 10/23

2:01 pm-5:23 pm

Nonstop3h 22m

$175

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Thu 8/14

10:05 pm-12:56 am

Nonstop2h 51m

San Juan Luis Munoz Marin Intl

Fri 8/15

2:11 am-5:11 am

Nonstop3h 00m

$177

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Fri 8/8

6:05 am-4:29 pm

1 stop10h 24m

Saint Thomas Island Cyril E King

Mon 8/11

5:14 pm-11:12 pm

1 stop5h 58m

$179

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Sat 8/9

5:20 pm-8:29 pm

Nonstop3h 09m

San Juan Luis Munoz Marin Intl

Thu 8/14

9:30 pm-12:38 am

Nonstop3h 08m

$180

OrlandoSaint Thomas Island

MCO - STT

MCOSTT

Orlando

Fri 8/8

6:05 am-4:29 pm

1 stop10h 24m

Saint Thomas Island Cyril E King

Wed 9/3

2:43 pm-6:05 pm

Nonstop3h 22m

$181

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Mon 8/11

11:40 pm-2:39 am

Nonstop2h 59m

San Juan Luis Munoz Marin Intl

Fri 8/15

2:11 am-5:11 am

Nonstop3h 00m

$185

OrlandoPonce

MCO - PSE

MCOPSE

Orlando

Thu 9/4

6:30 am-9:30 am

Nonstop3h 00m

Ponce Mercedita

Mon 9/8

10:15 am-1:26 pm

Nonstop3h 11m

$188

OrlandoPunta Cana

MCO - PUJ

MCOPUJ

Orlando

Sat 8/9

9:22 am-12:05 pm

Nonstop2h 43m

Punta Cana

Sat 8/16

12:31 pm-3:30 pm

Nonstop2h 59m

$207

OrlandoAguadilla

MCO - BQN

MCOBQN

Orlando

Wed 8/27

8:55 pm-11:50 pm

Nonstop2h 55m

Aguadilla Borinquen

Wed 9/3

8:07 pm-10:59 pm

Nonstop2h 52m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 60 results
1
2
3
...
6

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 August 1, 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 August 1, 2025.

The most flights from ORL to 0CB are scheduled on a Thursday (28 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 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 August 1, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Copa Airlines 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
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Copa Airlines
7.5
Good
1,493 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 Spirit Airlines. Other airlines that offer cheap prices include Frontier from $91 and JetBlue from $106 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 - Montego Bay Sangster Intl or Orlando - Punta Cana.

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

    The top 3 most reliable airlines when flying from Orlando to Caribbean are JetBlue (77%), Azul (76%) and Southwest (70%).

  • What are the cheapest flights from Orlando to Caribbean?

    The cheapest flight price from Orlando to Caribbean is $98. On average you can expect to pay $209. 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, 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Orlando to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to Newark flights
Miami to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
Miami to Newark flights
Miami to LaGuardia flights
Orlando to John F Kennedy Intl flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to Luis Munoz Marin Intl flights
Orlando to Newark flights
Miami to Madrid flights
Orlando to LaGuardia flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Miami to Jose Maria Cordova Intl flights
Tampa to Newark flights
Orlando to Las Vegas flights
Tampa to John F Kennedy Intl flights
Miami to Luis Munoz Marin Intl flights
Orlando to Dallas/Fort Worth flights
Fort Lauderdale to Las Vegas flights
Fort Lauderdale to Jose Maria Cordova Intl flights
Tampa to Seattle flights
West Palm Beach to John F Kennedy Intl flights
Tampa to LaGuardia flights
Orlando to Seattle flights
Tampa to Las Vegas flights
Fort Lauderdale to Dallas/Fort Worth flights
Fort Lauderdale to Los Angeles flights
Orlando to Los Angeles flights
Miami to Cancún flights
Miami to Ministro Pistarini flights
Miami to Los Angeles flights
Fort Lauderdale to O'Hare Intl flights
Miami to Mexico City flights
Miami to O'Hare Intl flights
Tampa to Boston flights
Miami to Heathrow flights
Fort Lauderdale to Atlanta flights
Miami to Dallas/Fort Worth flights
Orlando to Denver flights
Tampa to Luis Munoz Marin Intl flights
Tampa to Denver flights
Fort Lauderdale to Denver flights
Orlando to Boston flights
Fort Lauderdale to Cancún flights
Fort Lauderdale to Boston flights
West Palm Beach to Newark flights
Miami to Bogotá flights
Miami to Denver flights
West Palm Beach to LaGuardia flights
Orlando to O'Hare Intl flights

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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$95Average$277FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$106Average$393FlexibilityNo cancel feeOn-time62%
FrontierCheapest$119Average$297FlexibilityNo cancel feeOn-time62%
DeltaCheapest$156Average$424FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$183Average$463FlexibilityNo cancel feeOn-time70%
BahamasairCheapest$216Average$314FlexibilityNo cancel feeOn-time33%
American AirlinesCheapest$225Average$504FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$227Average$498FlexibilityNo cancel feeOn-time63%
AviancaCheapest$333Average$508FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.