$75 Find Cheap Flights from Orlando Airport to Caribbean Islands

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 Islands departing on 5/25. 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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KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Caribbean Islands.
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Flights Deals

Best Caribbean Islands Flight Deals from Orlando

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

Punta Cana
Punta Cananonstop$193
Santo Domingo
Santo Domingononstop$212
Montego Bay
Montego Baynonstop$220
Oranjestad
Oranjestad1 stop$267
Nassau
Nassau1 stop$295
Kingston
Kingston1 stop$294
Simpson Bay
Simpson Bay1 stop$308
Providenciales
Providenciales1 stop$408
Bridgetown
Bridgetown1 stop$441
Port of Spain
Port of Spain1 stop$441
George Town
George Town1 stop$457
Willemstad
Willemstad1 stop$463
Castries
Castries2 stops$837
St. John's
St. John's1 stop$509
Puerto Plata
Puerto Plata1 stop$314
Aguadilla
Aguadillanonstop$180
Punta Cana
Punta Cananonstop$193
Santo Domingo
Santo Domingononstop$212
Montego Bay
Montego Baynonstop$220
Oranjestad
Oranjestad1 stop$267
Nassau
Nassau1 stop$295
Kingston
Kingston1 stop$294
Simpson Bay
Simpson Bay1 stop$308
Providenciales
Providenciales1 stop$408
Bridgetown
Bridgetown1 stop$441
Port of Spain
Port of Spain1 stop$441
George Town
George Town1 stop$457
Willemstad
Willemstad1 stop$463
Castries
Castries2 stops$837
St. John's
St. John's1 stop$509
Puerto Plata
Puerto Plata1 stop$314
Aguadilla
Aguadillanonstop$180

Cheap Flight Deals from Orlando to Caribbean Islands (MCO-zzEPX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Orlando to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Orlando to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Orlando to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
10:09 pm - 12:54 amMCO-SJU
2h 45mnonstop
Spirit Airlines Logo
8:12 pm - 7:07 amSJU-MCO
10h 55m1 stop
$131Spirit Airlines
Find Deal
Sat, May 24 - Sat, May 31
Spirit Airlines Logo
10:09 pm - 12:54 amMCO-SJU
2h 45mnonstop
Spirit Airlines Logo
8:12 pm - 7:07 amSJU-MCO
10h 55m1 stop
$139Spirit Airlines
Find Deal
Fri, May 30 - Mon, Jun 2
Frontier Logo
7:07 pm - 10:01 pmMCO-SJU
2h 54mnonstop
Frontier Logo
3:56 am - 7:10 amSJU-MCO
3h 14mnonstop
$156Frontier
Find Deal
Fri, May 16 - Tue, May 20
Frontier Logo
9:10 pm - 12:05 amMCO-SJU
2h 55mnonstop
Frontier Logo
3:56 am - 7:10 amSJU-MCO
3h 14mnonstop
$157Frontier
Find Deal
Mon, May 19 - Mon, May 19
JetBlue Logo
8:00 am - 10:44 amMCO-BQN
2h 44mnonstop
JetBlue Logo
6:05 am - 9:07 amBQN-MCO
3h 02mnonstop
$215JetBlue
Find Deal
Sun, May 18 - Fri, May 30
JetBlue Logo
5:05 am - 8:01 amMCO-PSE
2h 56mnonstop
JetBlue Logo
8:50 am - 11:54 amPSE-MCO
3h 04mnonstop
$242JetBlue
Find Deal
Wed, Aug 13 - Tue, Aug 19
American Airlines Logo
6:10 am - 5:40 pmMCO-NAS
11h 30m1 stop
American Airlines Logo
6:40 pm - 12:17 amNAS-MCO
5h 37m1 stop
$295American Airlines
Find Deal
Tue, Jun 10 - Tue, Jun 17
American Airlines Logo
7:20 pm - 5:40 pmMCO-NAS
22h 20m1 stop
American Airlines Logo
1:50 pm - 8:14 pmNAS-MCO
6h 24m1 stop
$296American Airlines
Find Deal
Sun, Jun 15 - Wed, Jun 18
Southwest Logo
6:25 am - 1:55 pmMCO-MBJ
8h 30m1 stop
Southwest Logo
2:55 pm - 6:10 pmMBJ-MCO
2h 15mnonstop
$380Southwest
Find Deal
Tue, May 20 - Thu, May 29
Southwest Logo
6:15 am - 2:35 pmMCO-MBJ
9h 20m1 stop
Southwest Logo
2:55 pm - 6:10 pmMBJ-MCO
2h 15mnonstop
$397Southwest
Find Deal
Sun, May 18 - Wed, Jun 11
Useful Info

KAYAK's insights & trends for Orlando to Caribbean Islands flights

Get data-powered insights and trends into flights from Orlando to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Orlando Airport to Caribbean Islands flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Orlando Airport to Caribbean Islands.

The cheapest ticket to Caribbean Islands from Orlando Airport found in the last 72 hours was to Nassau, at $129 round-trip. The most popular route is from Orlando Airport (MCO) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $131.

What is the cheapest month to fly from Orlando Airport to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Airport to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Orlando Airport to Caribbean Islands is September, when tickets cost $193 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $323 and $239 respectively.

What’s the cheapest day of the week to fly from Orlando Airport to Caribbean Islands?

The average price of all round-trip flights from Orlando Airport to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean Islands on a Wednesday and more expensive on a Sunday. On your return trip to Orlando Airport, you should consider flying back on a Friday, and avoid Sundays for better deals.

How far in advance should I book a flight from Orlando Airport to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Orlando Airport to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Orlando Airport to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.


Good to know

Low seasonJanuary
High seasonDecember
Cheapest flight$75
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Orlando Airport to San Juan Airport

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Orlando Airport to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $205 on average. Morning departures are around 6% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $265.

Top tips for finding cheap flights to Caribbean Islands

  • 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 $108 one-way - $210 round-trip

Top 5 airlines serving from Orlando to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Orlando to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Orlando to Caribbean Islands? 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.
8.0
SouthwestOverall score based on 4292 reviews
8.0Comfort
7.1Food
7.6Entertainment
8.6Crew
8.2Boarding
Airline reviews

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

10.0 ExcellentKurt V, May 2025AUS - ABQ
Read more Southwest reviews

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

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.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

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.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Crew professional. Easy bag drop off. On time. Good entertainment.

Nice modern plane. Can use your own device for entertainment. Get a snack on the plane.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

I paid for streaming wifi and the connection was poor.

Very efficient process and boarding, seats felt standard. Flight conditions from take off to landing had been very smooth. Alcohol on the menu however was not available… Will fly Spirit in the future for the price, you can’t really complain if you fly light.

Bad experience. Unhappy with the changing of flight times and one particular flight attendant (Bartholomew) on our flight from Orlando to Detroit. Traveling with a large family of 7, including our 18 month old, can be arduous but when the airline changes your flight time from landing at 9:30 pm to landing after midnight, this becomes much more difficult. When our 18 month old was predictably over tired and fussy, my wife and I tried to move to an open row so we can console her more effectively. The flight attendent rebuked us and said we could not sit in an exit row. We were not planning on sitting there for more than a few minutes but just to have space to console our screaming 18 month old. Spirit did not allow for a family friendly trip. Likely will be choosing a different airline next time.

This was my first experience with Spirit. The flight was originally delayed because of mechanical problems. There was a major storm moving through our area later in the day. Spirit kept changing the gate and taking the plane for other flights. They did this 6 times until we left 7 hours later, right at the worse time. I am sure it is because they originally delayed the flight through their fault. They would have had to pay for everybody's hotel and later flight. It was a money decision. The pilot did an exceptional job flying and landing the plane in horrific weather. It was one of the roughest and shakiest landings that I have ever done in my extensive flying experience. I just can never go through this discount BS again. Spirit gave us a $30 voucher each for next travel and a $12 meal voucher... but that's nothing compared to sitting in an airport for 7 hours.

Everything on the flight was OK. However, the price is very deceiving the way that it is marketed. It seems like it’s going to be very low cost, but when you add in the charges for luggage, choosing a seat, food & drink, etc., that are already included in other competitors fares, it really is no cheaper, and possibly even more expensive than the other carriers. It actually makes your carrier seem dishonest.

The reservation was cancelled after a day and a half due to family reasons. There was no flight from Newark to Orlando 03.01.2025. Very bad customer service. Never use again.

Overall good experience for the price. Thank you for making travel affordable.

The seats were comfortable and not as tight as i would have expected. Would have been nice to be able to recline my seat, which was not available. Some form of free snacks and drink option would be appreciated as well, even just a water and small bag of crackers would have been better than nothing at all.

Bad seats. Very uncomfortable. Crew was fine. Too much upcsharging

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

They switched my flight to Spirit, Never using Kayak again,

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

Asked for a seat change to be w my wife at the gate they were great in sorting it out to make it happen

They cancelled the flight and did nothing. I should be compensated for my uber rides to and from airport. Not a good service by frontier or kayak.

The worst service , the agents from the counter are really bad . Poor customer service . They didnt help me to get in the flight . I was on line when they close the flight without telling and I couldn’t board the plane . I will like to get my money back ey back because it was their fault. Really bad management , bad manners, bad additud

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.

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