$91 Find Cheap Flights from Caribbean to Orlando - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Orlando departing on 10/11. 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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1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Caribbean to Orlando

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Orlando 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Orlando

Wed, Sep 2 - Wed, Sep 2
Frontier Logo
12:11 pm - 3:25 pmSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
3h 14mnonstop
Frontier Logo
11:17 pm - 2:15 amMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
2h 58mnonstop
$181Frontier
Wed, Sep 2 - Sun, Sep 6
Frontier Logo
6:09 pm - 9:21 pmSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
3h 12mnonstop
Frontier Logo
1:44 pm - 4:49 pmMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
3h 05mnonstop
$181Frontier
Tue, Sep 29 - Tue, Oct 6
American Airlines Logo
6:00 am - 11:05 amSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
5h 05m1 stop Miami
American Airlines Logo
6:00 am - 11:31 amMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
5h 31m1 stop Miami
$192American Airlines
Mon, Sep 21 - Fri, Sep 25
American Airlines Logo
6:00 am - 7:42 pmSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
13h 42m1 stop Miami
American Airlines Logo
8:25 pm - 11:00 amMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
14h 35m1 stop Miami
$192American Airlines
Fri, Aug 28 - Tue, Sep 1
JetBlue Logo
5:49 pm - 1:04 amSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
7h 15m1 stop Atlanta Hartsfield-Jackson
JetBlue Logo
7:00 am - 1:42 pmMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
6h 42m1 stop Atlanta Hartsfield-Jackson
$218JetBlue
Wed, Sep 16 - Tue, Sep 22
JetBlue Logo
2:59 pm - 12:22 amSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
9h 23m1 stop Atlanta Hartsfield-Jackson
JetBlue Logo
3:40 pm - 10:19 pmMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
6h 39m1 stop Atlanta Hartsfield-Jackson
$218JetBlue
Fri, Sep 11 - Sun, Sep 13
Multiple Airlines Logo
6:45 pm - 9:52 pmSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
3h 07mnonstop
Multiple Airlines Logo
6:35 am - 9:35 amMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
3h 00mnonstop
$223Multiple Airlines
Fri, Sep 11 - Sun, Sep 13
Multiple Airlines Logo
11:15 am - 2:19 pmSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
3h 04mnonstop
Multiple Airlines Logo
11:16 am - 2:18 pmMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
3h 02mnonstop
$223Multiple Airlines
Sun, Nov 1 - Sun, Nov 1
Southwest Logo
7:30 am - 9:40 amSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
3h 10mnonstop
Southwest Logo
9:05 pm - 1:55 amMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
3h 50mnonstop
$264Southwest
Fri, Oct 23 - Sat, Oct 24
Southwest Logo
10:50 pm - 1:55 amSJU  San Juan Luis Munoz Marin Intl-MCO Orlando
3h 05mnonstop
Southwest Logo
1:45 pm - 10:10 pmMCO  Orlando-SJU San Juan Luis Munoz Marin Intl
8h 25m2 stops Richmond Byrd Intl Baltimore/Washington
$268Southwest
Useful Info

Good to know

Low season

February

Cheapest flight

$91
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Ponce to Orlando

Flights from Caribbean to Orlando: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Caribbean to Orlando 
Verified travelerFlew with Frontier-Apr 2026
Bring food to eat in airport and on plane. There was a delay so it came in handy and eliminated need to buy expensive airport food. However, make sure to eat or discard food like meats and fruits before arriving in USA security.
RichardFlew with Spirit Airlines-Dec 2025
Make sure you eat before you fly as there are no places to rest anything. Too cramp on the plane. Everything else is fine
Verified travelerFlew with Spirit Airlines-Apr 2024
Bring your own snacks and water; you have to pay a lot of money for their low-quality food. Download media to your device ahead of time, or bring a book so you don’t have to pay for the overpriced WiFi.
Verified travelerFlew with Spirit Airlines-Jan 2024
If you wanna eat something in Domino’s Pizza or Wendy’s in Montego Bay airport, you have to spend at least 30-35 min in line, be prepared
KatherineFlew with JetBlue-Jan 2024
Go to the airport with time ahead to avoid inconvenience
Verified travelerFlew with Spirit Airlines-Jan 2024
The flight is 3 hours and 19 minutes long. I would not fly Spirit unless you are willing to incur the additional charges for either extra wide seating or bulkhead seating.

FAQs for booking Caribbean to Orlando flights

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

    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 Caribbean to Orlando.

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

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

    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 to Orlando with an airline and back to Caribbean with another airline.

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

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

Reviews of the top 5 airlines serving from Caribbean to Orlando

 
Need help choosing which airline to fly with from Caribbean to Orlando? 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 4218 reviews
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

6.0 GoodGordon, Jul 2026
Read more Southwest reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

It went well. Plane wasn't full. Will be great when assigned seating is in place

Excellent experience. WiFi worked on this leg of My trip

Flight was great, but golf bag never made it until later in the day. Even though I had a nonstop flight it was placed on a different one. They made it right with flight credits and I was able to get it the same day.

Pretty standard flight. We left late, but arrived early. The wifi entertainment is always nice. The free snacks and beverages are simple, but appreciated. I'm tall and the seats are an issue. I can deal with a short flight, but any longer, I have to find another airline where I know beforehand I have extra legroom.

The flight was promptly on schedule and Southwest delivered everything they promised. No excuses for any shortfalls just 100% ownership of their responsibilities and business. The boarding and seating policy is a complete shambles. What started out as a great idea when Southwest first hit the market has been turned into a disaster due to the lack of integrity in many of the people who fly Southwest and take advantage of Southwest generosity at the expense of their fellow passengers.

The actual flight was great! The 3 hour delay not so much.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Wish they had the seat-back video screens for watching movies or playing games.

Very good but wish they had the seat-back video screens for movies & games

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

Flight is delayed by more than an hour without any reason, the jet blue gates kept changing every 20 mins and there is no proper communication. No ear phones provided in flight, there is a screen with entertainment but what is the use, I have earphones but the console has outdated audio connections, no usb C or bluetooth, they are living 15 years behind

Flight did not have onboard charging and TV screen flickering.

JetBlue was good. Kayak offered us a deal if we bundled the rental car. This was a complete scam. Kayak said the total was $222... but when we went to pick up the car the agent at Rent a wreck said that we had to pay "fees and taxes" for a grand total of $750. I would recommend not using kayak or rent a wreck. They are both complicit in this scam. JetBlue worked out well.

TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

They could give you a snack or at least something to drink during the flight. The flight was also delayed.

Poor poor, airline people are rude unfriendly and unhelpful, they need to be trained to be customer friendly and gelpful

I love bahamasair safety always blown away. They made my fears from travel so much better. Bahamasair #1 Highly recommend We don't just fly here. We live here Pilots and crew keep up the good work.

4 hour delay Noisy passengers Tight seats Missed connecting flight in Ft. Lauderdale

We were scheduled to travel at 12pm. The flight got delayed with no updates until 11:30am. They advised that we will receive an update at 1pm. However, the flight was then delayed until 6pm with no clear indication as to if that was the departure time. It was NOT! They decided to combine two of their scheduled flights into one due to the smaller number of passengers. If you do not wish to be inconvenienced, “STAY AWAY FROM THIS AIRLINE”!!!!!!They do have a track record of this!

Very courteous staff at the gate and excellent assistance with my needs as a handicapped person on board. The flight itself was uncomfortable, with tight seating and seats they don’t recline, so be aware. The aircraft itself is old and worn, and it shook a lot and made a lot of noise, especially upon takeoff and at landing. But, hey it’s a short flight and it got me back home to Florida safely, so….

I feel that I was scammed by BahamasAir. Both on flights 202 and 207, to and from Nassau - Fort Lauderdale June 2, June 6. I paid for 2 full size bags and selected seats. On both flights they told me I had not paid for luggage or seats. I was charged $100 extra each way without seat assignment. BahamasAir does not participate in TSA Pre Check. Even if you have it you cannot use it. Instead endure long lines because BahamasAir will not pay their share of PreCheck.

Boarding process was smooth and easy. The crew was friendly and communicable and transparent about the delay at the landing destination.

Flight was delayed 7hours due to multiple planes having mechanical issues.

No matter how many times I gave a try to this company it’s always a bad experience. Never, never leave on time, the shortest delay it’s an hour, but I had passed more time at Nassau airport than any other airport in the world. Saving a few dollars flying with Bahama air, it’s not worth it.

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

Plane was hot and miserable and the crew was rude!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

Better than expected. Staff were friendly and nice on both flights.

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Frontier is the Walmart of airlines. Frontier has removed adjustability and comfort from their seats to make the flight lighter and save gas. This makes it impossible to sleep on their flights. Their customer service is abysmal. Once, I bought a drink on the plane, and they swiped my credit card on the plane to pay for it. Then I got three weeks of daily notices from my bank telling me they tried to charge the wrong card number over and over again. I tried to call them, but they removed the ability to actually talk to someone that can resolve such a problem from their company to cut corners. The only way to talk to someone in person is to go to the check-in counter at the airport (40 minutes drive from my house). Eventually their system gave up on trying to charge the card, after 21 days of repeated tries. They don't pad their prices even a little to handle customer service issues like missed flights. They also have a blanket policy preventing helping you reschedule a missed flight if their system says you "cancelled" your own flight online. This is a major problem because their website is broken on mobile devices, the only web browser you have at the airport when their gate staff tell you that you have to reschedule your own missed flight online because they can't help you. I tried to reschedule my flight on my android device and instead, their website crashed and "cancelled" my missed flight. When I got to the counter, the agent argued with me for 5 minutes insisting that I intentionally cancelled my own flight (implying I had to buy another flight). She missed the point: the problem was that I could not buy another flight because their website is broken. I left to avoid more conflict with the "customer service" agent. I tried to redress my issue with their only other "customer service" chanel available: the contact form on their website. The response I got was more of the same: you cancelled your own flight, according to our website / computer records, therefore we won't help you. I was trying to explain the problem with their broken website that cost me hundreds of dollars by crashing / malfunctioning and resulting in a cancelled flight, but they only had deaf ears for this problem. Worst customer service I have ever experienced. I will never buy another Frontier flight again, because it is a risky, painful move that I will likely regret often.

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

It was a no frills flight. Would have liked to be able to charge my device

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