$39 Find Cheap Flights from Orlando Airport to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Caribbean departing on 4/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Best Caribbean Flight Deals from Orlando

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$156
Santo Domingo
Santo Domingo1 stop$183
Montego Bay
Montego Bay1 stop$211
Oranjestad
Oranjestad1 stop$264
Nassau
Nassau1 stop$273
Kingston
Kingston1 stop$297
Simpson Bay
Simpson Bay1 stop$209
Providenciales
Providenciales1 stop$438
Bridgetown
Bridgetown1 stop$218
Port of Spain
Port of Spain1 stop$196
George Town
George Town1 stop$432
Willemstad
Willemstad1 stop$434
Castries
Castries1 stop$679
St. John's
St. John's1 stop$183
Puerto Plata
Puerto Plata1 stop$485
Aguadilla
Aguadillanonstop$86

Good to know

Low season

September

High season

December

Cheapest flight

$39
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 22% increase in price.
Flight from Orlando to Aguadilla

FAQs - booking Caribbean flights

  • Which airline should I consider for my flight from Orlando Airport (MCO) to the Caribbean with my pet?

    Consider flying with your pet(s) on American Airlines from Orlando to the Caribbean. One of the primary benefits you will enjoy is lower additional pet fees. You can also fly with your smaller pet in the cabin, provided its total weight (including the carrier) is not more than 20 pounds (9 kg). However, You should remember that your pet must be at least eight weeks old.

  • Which environmentally-friendly airline should I consider for my Orlando Airport to Caribbean flight?

    To fly with an environmentally-friendly airline from Orlando International Airport (MCO) to the Caribbean, consider booking your ticket with American or JetBlue Airlines. These airlines have implemented a variety of environmentally friendly steps to reduce greenhouse gas emissions. Among these initiatives is the use of Sustainable Aviation Fuel (SAF).

  • How convenient are the flights from Orlando Airport (MCO) to the Caribbean for Persons with Reduced Mobility (PRMs)?

    Although most airlines that fly from Orlando Airport to the Caribbean via Orlando (MCO) value PRMs, JetBlue and WestJet Airlines are highly recommended. These airlines feature well-trained employees, accessible facilities, and specific services, such as wheelchair assistance and priority boarding, to ensure seamless and comfortable flights for PRMs.

  • Where can I rent a car after deplaning from my Orlando Airport to the Caribbean?

    Aguadilla Borinquen (BQN) is among the most common airlines travelers connecting to the Caribbean will likely use as their destination airport. To rent a car for movement flexibility during your stay in the Caribbean, consider visiting car rentals at the Ground Transportation Level of both Terminal A and B. Common rental companies like Hertz, Avis, and Enterprise are present. You can access them via a courtesy shuttle from the terminal to the rental car areas within and outside MCO.

  • How does KAYAK find such low prices on flights from Orlando Airport to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Orlando Airport to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Orlando Airport to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Orlando Airport to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Orlando Airport to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Orlando Airport to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Orlando Airport to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Orlando Airport to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Looking for a cheap flight? 25% of our users found tickets from Orlando Airport to the following destinations at these prices or less: San Juan $87 one-way - $180 round-trip
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly from Orlando is April.
  • Morning departure is around 2% more expensive than an evening flight, on average*.
  • Most travelers flying from Orlando Airport to the Caribbean use Orlando (MCO) as their departure airport. To connect from the city center to MCO for your flight to the Caribbean, you can either board a cab, a rideshare service like Uber and Lyft or a Lynx Route 11 bus.
  • Based on the proximity between Orlando Airport to Caribbean destinations, most airlines find it economical to offer nonstop flights. It is, however, important to note that Spirit and Frontier arguably offer the highest number of nonstop flights, making them some of the most reliable and easily accessible airline options.
  • If you are to travel from Orlando Airport to the Caribbean with considerable luggage, you will consider booking your flight with Avianca. Besides allowing a handbag and a personal computer at no cost, the airline's lenient luggage carry-on policy exempts basic items such as medical equipment and strollers from its standard charges.
  • Consider booking your Orlando Airport (MCO) to Caribbean flight with American or JetBlue Airlines to take advantage of ticket-upgrading options. These airlines will most likely email you during your first stopover asking you to upgrade from economy to first class at a substantially discounted price.
  • When flying from Orlando to the Caribbean with kids, consider using Delta. The airline offers some of the best kid-friendly amenities, such as "Delta Studio" for in-flight entertainment, Disney movies, TV shows, games, complimentary snacks, dedicated Sky Zone play areas, and kid-friendly meals. The airline also prioritizes family pre-boarding for a smoother experience.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Orlando to Caribbean

Need help choosing which airline to fly with from Orlando to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
SouthwestOverall score based on 4411 reviews
8.7Crew
7.1Food
8.1Comfort
8.2Boarding
7.6Entertainment
Airline reviews

Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.

10.0 ExcellentAnonymous, Jan 2025ATL - LGA
Read more Southwest reviews

Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

Easy to book and to get check in and get on and off.

Everything worked well. Crew was as entertaining as is possible on a plane flight. Southwest still has good legroom:

Glad flight made it out. So many delays due to hurricane. everyone did a great job.

The flight was delayed about 20 minutes, but this was an evening flight, so it comes as no surprise. This flight came a good 1.5 days ahead of hurricane Helene which was still far out in the gulf. However, the flight never removed the seated buckle light. The staff announced from the beginning that due to the bad weather (I suppose the hurricane a day and a half away) they would have to do an abbreviated service with water and a snack. I am fine with their water and snack offering, but this was one of the smoothest flights I've had in years. If Southwest believes a flight like this requires everyone to remain seated, then all of their flights should remain buckled for the entire flight. I cannot help but wonder if things like this are a sneaky way to cut back on expenses since the airline is currently under a lot of pressure to reduce costs.

The first leg of the trip was great. The second leg from BWI to RIC was late, which was more screenful and tiring that late in the evening.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Very well organized both boarding and deplaning. Very satisfied with the service I received.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Flight was on time arrived at the destination 10min early they kept in touch via email

My encounter with the entertainment services provided on board was moderate; the functionality of the Wi-Fi connection was either sluggish or nonoperational, while the display screens were antiquated and suffered from poor visibility. On the positive side, the cabin exuded a sense of expansiveness, and the crew exhibited amiable and accommodating behavior throughout the journey.

They delayed our flight by 45 minutes and then re-updated the departure time back to normal schedule with no notification, email, or app update causing probably 40 people to miss the flight as they left without us.

terrible. Because I felt very unwell during the flight. How do they leave a woman alone in the middle of 2 men? an obese man who was falling on top of me.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Same as before being upgraded to business class made it perfect

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

The flight was just perfect! We left a few minutes early, had a smooth flight and fortunately had landed before the terrible accident that took off from North Philadelphia airport shortly thereafter.

We got upgraded for this flight. But the particular bright spot was the flight attendant in our cabin. She was attentive but not intrusive. She interacted in a personal way with each passenger and gave a great service. Thank you!

Didnt realize i had bought a seat that couldnt recline. Not horrible as it was very short flight.

very bare bones flight no entertainment screen, download shows prior to boarding to watch on phone or tablet.

I never have a good experience with American and this was no different. The airplane was INCREDIBLY hot. Like unbearably so. Everyone was fanning themselves with pamphlets and sweating. When someone asked the flight attendant to turn down the temperature they were told there was nothing the crew could do. Once we pushed back from the gate we then had to wait an hour to take off and the communication from the crew was not good. People were getting up this whole time and a man was even in the bathroom when we took off. Once we landed at our destination we waited another 30 minutes at the gate to deplane with, again, no communication from the crew as to what was going on.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

Ok. Got us there safely and a bit early. Need food available on this long flight. Almost 3 hours.

Overall experience felt smooth and well-run. Inexpensive direct flight was great. Extreme "a-la-carte" business model got tiresome after a while. The $8 soft drink in-flight just felt excessive. Thin, hard, tightly-spaced seats were uncomfortable.

Not bad but I was told that I got a 1 carry. When I got to the gate I was told my purse was considered my carry on. I had never been told that before.

Better service, stop treating people like cattle, have REAL FOOD for the price of the ticket. YOU ARE IN BANKRUPTCY, WAKE UP!!! ... DO BETTER, PLAN BETTER, GIVE COMFORT AND CARE TO PASSENGERS ... EARN RESPECT AND ADMIRATION, YOU'LL BE REWARDED BY THE PUBLIC.

The check-in process at Spirit was horrible. There was no one directing the hundreds of people trying to check-in and drop bags at Spirit. We got in multiple lines and were later told it wasn’t a line. The check-in process needs to be improved. The flight and crew were great.

I’ve now flown Spirit a few times and while the general perception of Spirit I feel is poor, I’ve had a great experience each time. They do charge extra for everything but you should know that going in

Very mean staff. No entertainment.. No WiFi, a baby cried for over 3 hours no staff offer to assist. My son $500 computer screen got damaged under the plane due to force check in of my bag. TERRIBLE EXPERIENCE!

Nothing I liked. Seats uncomfortable child behind kicking my seat entire flight. Delayed. Couldn't get free glass of water

The boarding was quick and orderly, but the seating is tight and not in a good way.

Absolutely the MOST uncomfortable seat I've EVER had on ANY airline. It should be a criminal act (cruel & unusual punishment). NEVER AGAIN will I travel your airline.

Average, boarding was ok, the eye scanner broken mid way through boarding they ahd to do it manually. Did not eat any food, Not even water was offered for free.

The check in process was a mess for no reason. I spent an hour waiting in line trying to get them to print my boarding pass and as a result I missed my flight.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

The seats were extremely hard and uncomfortable. It was disappointing even for a budget airline.

Charging $74 for one checked bag is outrageous. I will never fly Frontier again.

Frontier notifying me earlier of flight delay of over 2 hours.

One crew member was rude about our bags. Be nice about it. We don’t fly a lot. And the fact that you have to pay for a carry on is ridiculous

At check in they don’t let you be with the person you are traveling with unless you pay $40 per seat . Really bad policy they have

The trip was unremarkable which is good. Crew was very professional and courteous.

Online check-in was not user-friendly. Too many fees, not cost effective.

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

Book cheap flights from Orlando to Caribbean

Recent round-trip flight deals

4/26Sat
nonstopFrontier
2h 42mMCO-BQN
5/5Mon
nonstopFrontier
3h 02mBQN-MCO
$86
3/8Sat
nonstopFrontier
3h 41mMCO-BQN
3/11Tue
nonstopFrontier
3h 17mBQN-MCO
$87
3/9Sun
nonstopSpirit Airlines
2h 43mMCO-SJU
3/10Mon
nonstopSpirit Airlines
3h 19mSJU-MCO
$93
3/8Sat
nonstopSpirit Airlines
2h 43mMCO-SJU
3/11Tue
nonstopSpirit Airlines
3h 19mSJU-MCO
$94
3/5Wed
nonstopJetBlue
2h 49mMCO-PSE
3/14Fri
nonstopJetBlue
3h 16mPSE-MCO
$238
3/28Fri
nonstopJetBlue
2h 49mMCO-PSE
4/3Thu
nonstopJetBlue
3h 11mPSE-MCO
$239
4/4Fri
1 stopAmerican Airlines
10h 59mMCO-STT
4/7Mon
1 stopAmerican Airlines
5h 18mSTT-MCO
$261
3/4Tue
1 stopAmerican Airlines
5h 31mMCO-NAS
3/7Fri
1 stopAmerican Airlines
5h 51mNAS-MCO
$273
3/10Mon
nonstopSouthwest
2h 10mMCO-MBJ
3/15Sat
1 stopSouthwest
8h 10mMBJ-MCO
$387
3/5Wed
1 stopSouthwest
7h 15mMCO-MBJ
3/12Wed
nonstopSouthwest
2h 10mMBJ-MCO
$400

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Recent one-way flight deals

4/29Tue
nonstopFrontier
2h 42mMCO-BQN
$39
3/26Wed
nonstopSpirit Airlines
2h 43mMCO-SJU
$43
3/11Tue
nonstopSpirit Airlines
2h 43mMCO-SJU
$44
5/19Mon
nonstopFrontier
2h 48mMCO-BQN
$46
3/18Tue
nonstopJetBlue
1h 23mMCO-NAS
$88
2/28Fri
nonstopJetBlue
2h 52mMCO-SJU
$89
2/28Fri
1 stopAmerican Airlines
7h 45mMCO-NAS
$93
3/31Mon
1 stopAmerican Airlines
18h 21mMCO-NAS
$106
4/20Sun
nonstopSouthwest
1h 35mMCO-NAS
$128
4/1Tue
2 stopsSouthwest
13h 45mMCO-SJU
$160

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Last minute flights from Orlando to Caribbean

Last minute flight, train and bus deals

2/25Tue
nonstopSpirit Airlines
2h 43mMCO-SJU
3/4Tue
nonstopSpirit Airlines
3h 19mSJU-MCO
$97
2/25Tue
nonstopFrontier
2h 41mMCO-BQN
3/6Thu
nonstopFrontier
3h 16mBQN-MCO
$104
2/25Tue
nonstopFrontier
2h 50mMCO-SJU
3/5Wed
nonstopFrontier
3h 22mSJU-MCO
$106
2/25Tue
multi-stopSpirit Airlines
10h 51mMCO-SJU
3/4Tue
nonstopSpirit Airlines
3h 19mSJU-MCO
$121
2/21Fri
nonstopJetBlue
2h 48mMCO-SJU
3/5Wed
multi-stopJetBlue
11h 49mSJU-MCO
$286
2/25Tue
nonstopJetBlue
2h 50mMCO-PSE
3/8Sat
nonstopJetBlue
3h 16mPSE-MCO
$287
2/24Mon
multi-stopAmerican Airlines
11h 39mMCO-NAS
2/26Wed
multi-stopAmerican Airlines
9h 43mNAS-MCO
$323
2/22Sat
multi-stopAmerican Airlines
8h 36mMCO-SJU
2/23Sun
multi-stopAmerican Airlines
11h 52mSJU-MCO
$360
2/23Sun
multi-stopSouthwest
13h 35mMCO-SJU
2/25Tue
multi-stopSouthwest
14h 00mSJU-MCO
$392
2/23Sun
multi-stopSouthwest
13h 35mMCO-SJU
2/25Tue
multi-stopSouthwest
14h 00mSJU-MCO
$405

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Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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