$49 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 1/27. 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$160
Santo Domingo
Santo Domingo1 stop$202
Montego Bay
Montego Baynonstop$204
Oranjestad
Oranjestad1 stop$270
Nassau
Nassaunonstop$258
Simpson Bay
Simpson Bay1 stop$201
Kingston
Kingston1 stop$280
Providenciales
Providenciales1 stop$430
Bridgetown
Bridgetown1 stop$178
Port of Spain
Port of Spain1 stop$172
George Town
George Town1 stop$422
Willemstad
Willemstad1 stop$365
Castries
Castries1 stop$711
St. John's
St. John's1 stop$461
Puerto Plata
Puerto Plata1 stop$468
Aguadilla
Aguadillanonstop$118

Good to know

Low season

September

High season

December

Cheapest flight

$49
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 24% 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 $120 one-way - $227 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 9% 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 4659 reviews
7.7Entertainment
8.1Comfort
8.2Boarding
8.7Crew
7.2Food
Airline reviews

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.

10.0 ExcellentRachel, Jan 2025TPA - MDW
Read more Southwest reviews

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.

Chairs are not reclinable. Not ear phones for sale. Seats should be assigned to avoid confrontations. Flight attendants were AMAZING.

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

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

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.

Flight was delayed by 11 hours. Flight agent finally had to rebook us, but did not rebook fully correctly. We had to pay out of pocket to get to the hotel they booked us and couldn’t check in the next day online because the next day’s agent said they didn’t complete the process the night before.

Had to go get beer myself from attendants in the back of the aircraft

Flight was delayed multiple times and I chose to switch to another flight that had a layover. I finally arrived 7 hours later than I was supposed to.

Flight areas delayed 3 hours , train in the airport didn’t work

The flight was on time and everything went very smoothly.

I think I paid for an extra legroom seat and to be honest, there was not a lot of space available for my not very long legs. The flight was totally full and the staff did everything possible to meet the needs of all passengers. My only concern was for the size and spacing of my seat.

Typically, I am always impressed with American personnel. These you run into the rude old hags that are still around. I can tell over my 40 years of flying with them, they have made strides in improving their attitudes.

The seat could not recline. This was not indicated as such when I paid for the seat. So itvwad not the most comfortable ride. At boarding, the staff could have more pleasant even though it may be an intense time.

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.

Smooth enough, delay-free and safe. All went as expected,

Not acceptable having both flights delayed and not real reason for .. plus paid for luggage and getting my bag ripped out .. very disappointed.

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.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Book cheap flights from Orlando to Caribbean

Recent round-trip flight deals

2/5Wed
1 stopSpirit Airlines
14h 51mMCO-SJU
2/8Sat
1 stopSpirit Airlines
10h 58mSJU-MCO
$97
2/4Tue
1 stopSpirit Airlines
14h 51mMCO-SJU
2/12Wed
1 stopSpirit Airlines
11h 03mSJU-MCO
$99
3/3Mon
1 stopFrontier
6h 04mMCO-STT
3/10Mon
1 stopFrontier
11h 10mSTT-MCO
$113
3/3Mon
1 stopFrontier
6h 04mMCO-STT
3/7Fri
1 stopFrontier
12h 14mSTT-MCO
$116
2/4Tue
nonstopJetBlue
2h 52mMCO-SJU
2/11Tue
nonstopJetBlue
3h 22mSJU-MCO
$138
1/31Fri
nonstopJetBlue
2h 49mMCO-SJU
3/8Sat
nonstopJetBlue
3h 15mSJU-MCO
$172
2/6Thu
nonstopSouthwest
2h 50mMCO-SJU
2/11Tue
nonstopSouthwest
3h 20mSJU-MCO
$173
4/4Fri
nonstopSouthwest
2h 45mMCO-SJU
4/7Mon
nonstopSouthwest
3h 15mSJU-MCO
$228
2/3Mon
1 stopAmerican Airlines
13h 35mMCO-NAS
2/7Fri
1 stopAmerican Airlines
5h 14mNAS-MCO
$295
2/1Sat
1 stopAmerican Airlines
3h 56mMCO-NAS
2/4Tue
1 stopAmerican Airlines
6h 10mNAS-MCO
$302

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Recent one-way flight deals

1/27Mon
nonstopFrontier
2h 41mMCO-BQN
$49
1/27Mon
nonstopSpirit Airlines
2h 49mMCO-SJU
$50
2/1Sat
1 stopFrontier
5h 24mMCO-STT
$50
2/23Sun
1 stopSpirit Airlines
5h 37mMCO-SJU
$52
2/26Wed
nonstopJetBlue
3h 01mMCO-SJU
$69
2/8Sat
nonstopSouthwest
2h 50mMCO-SJU
$74
1/30Thu
nonstopJetBlue
1h 28mMCO-NAS
$89
2/1Sat
1 stopAmerican Airlines
5h 32mMCO-NAS
$99
2/17Mon
1 stopAmerican Airlines
13h 56mMCO-NAS
$103
2/5Wed
2 stopsSouthwest
11h 10mMCO-SJU
$113

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Last minute flights from Orlando to Caribbean

Last minute flight, train and bus deals

1/21Tue
nonstop
2h 48mMCO-SJU
1/29Wed
nonstop
3h 22mSJU-MCO
$141
1/19Sun
nonstopSpirit Airlines
2h 49mMCO-SJU
2/19Wed
multi-stopSpirit Airlines
11h 03mSJU-MCO
$142
1/19Sun
nonstopFrontier
2h 52mMCO-SJU
1/31Fri
nonstopFrontier
3h 27mSJU-MCO
$143
1/20Mon
nonstopFrontier
2h 52mMCO-SJU
2/1Sat
multi-stopFrontier
13h 39mSJU-MCO
$145
1/19Sun
multi-stopAmerican Airlines
5h 35mMCO-SJU
1/23Thu
multi-stopAmerican Airlines
6h 44mSJU-MCO
$197
1/21Tue
multi-stopAmerican Airlines
11h 36mMCO-SJU
1/23Thu
multi-stopAmerican Airlines
6h 44mSJU-MCO
$247
1/17Fri
nonstopJetBlue
2h 45mMCO-BQN
1/23Thu
nonstopJetBlue
3h 07mBQN-MCO
$267
1/21Tue
multi-stopSouthwest
14h 30mMCO-SJU
1/25Sat
multi-stopSouthwest
10h 30mSJU-MCO
$274
1/21Tue
multi-stopSouthwest
14h 30mMCO-SJU
1/25Sat
multi-stopSouthwest
15h 05mSJU-MCO
$287
1/19Sun
nonstopJetBlue
2h 45mMCO-BQN
1/24Fri
nonstopJetBlue
3h 07mBQN-MCO
$296

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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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