$96 Find Cheap Flights from Caribbean to Orlando

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 8/5. 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.
1 adult
1 adult, Economy, 0 bags

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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

Thu, Sep 17 - Tue, Sep 29
Frontier Logo
6:31 pm - 9:43 pm
SJU
-
MCO
3h 12mnonstop
Frontier Logo
2:36 pm - 5:37 pm
MCO
-
SJU
3h 01mnonstop
$179Frontier
Wed, Sep 23 - Sun, Sep 27
Frontier Logo
6:42 pm - 9:52 pm
SJU
-
MCO
3h 10mnonstop
Frontier Logo
2:36 pm - 5:37 pm
MCO
-
SJU
3h 01mnonstop
$180Frontier
Thu, Sep 3 - Mon, Sep 7
American Airlines Logo
4:42 pm - 11:06 pm
STT
-
MCO
6h 24m
1 stop
American Airlines Logo
10:05 am - 3:52 pm
MCO
-
STT
5h 47m
1 stop
$304American Airlines
Thu, Jul 2 - Thu, Jul 9
Bahamasair Logo
8:30 am - 10:10 am
NAS
-
MCO
1h 40mnonstop
Bahamasair Logo
2:55 pm - 4:25 pm
MCO
-
NAS
1h 30mnonstop
$312Bahamasair
Tue, Jun 30 - Tue, Jul 7
American Airlines Logo
8:00 am - 1:01 pm
NAS
-
MCO
5h 01m
1 stop
American Airlines Logo
1:30 pm - 5:54 pm
MCO
-
NAS
4h 24m
1 stop
$314American Airlines
Thu, Jul 23 - Mon, Jul 27
Bahamasair Logo
8:30 am - 10:10 am
NAS
-
MCO
1h 40mnonstop
Bahamasair Logo
2:55 pm - 4:25 pm
MCO
-
NAS
1h 30mnonstop
$323Bahamasair
Tue, Jun 30 - Mon, Jul 6
JetBlue Logo
3:04 pm - 4:34 pm
NAS
-
MCO
1h 30mnonstop
JetBlue Logo
12:31 pm - 1:59 pm
MCO
-
NAS
1h 28mnonstop
$325JetBlue
Fri, Jun 5 - Sun, Jun 7
JetBlue Logo
1:10 pm - 4:20 pm
MBJ
-
MCO
2h 10mnonstop
JetBlue Logo
10:59 am - 12:02 pm
MCO
-
MBJ
2h 03mnonstop
$330JetBlue
Thu, Jun 4 - Mon, Jun 8
Southwest Logo
11:45 am - 2:50 pm
MBJ
-
MCO
2h 05mnonstop
Southwest Logo
9:30 am - 2:55 pm
MCO
-
MBJ
6h 25m
1 stop
$340Southwest
Thu, May 28 - Mon, Jun 8
Southwest Logo
12:35 pm - 9:15 pm
MBJ
-
MCO
7h 40m
1 stop
Southwest Logo
9:30 am - 2:55 pm
MCO
-
MBJ
6h 25m
1 stop
$350Southwest
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$96
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from San Juan Airport to Orlando Airport

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
SDQ
-
MCO
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
STT
-
MCO
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
SJU
-
MCO
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
MBJ
-
MCO
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
SDQ
-
MCO
Jan 2024
Go to the airport with time ahead to avoid inconvenience
Verified travelerFlew with Spirit Airlines
SJU
-
MCO
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 flights from Caribbean to Orlando

  • 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.
7.9
SouthwestOverall score based on 4296 reviews
7.0Food
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
Airline reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

2.0 MediocreAnonymous, May 2026
MCO - MDW
Read more Southwest reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Jetblue provided a very good service during the flight, the plane in a very good condition, the crew is professional, everything was on time. That's it!

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

Boarding was done extremely poorly, with huge crowds gate loiterers blocking people from boarding, multiple lines of people trying to merge into one line. One of the male flight attendants who was doing drink service was not happy about having to let a passenger back to their seat and was unnecessarily sassy about it. I thought he was pretty entitled and not a great ambassador for JetBlue

My experience with Jet Blue was wonderful. My experience with Kayak sucked and will never use again.

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

Flights were canceled due to airline shutting down and haven’t received a reimbursement. Had to book last minute new flights which were expensive

Spirit changed flight times by 12 hours with coming and going so I refunded tickets and drove

The agent cancel my flight without my consent. So the situation generate me a lot of troubles, specially because we were traveling with a baby

The boarding process was simple but the seats were very uncomfortable. The staff lady was also very hard to understand when she spoke over the intercom about procedures and updates. Other staff members seemed like they were just tired and didnt want to be on the plane. Im used to happy attendants and being able to understand what is said over the speakers.

The seats on this aircraft were so uncomfortable it was like sitting on high school gym bleachers. I’m not sure we will fly spirit again. I also paid for the so called shortcut security and ended up being told to get in the regular security line, don’t waste your money.

I didnt have a flight. Kayak must be on drugs because I confirmed with spirit that I had no booked flight.

The repeated flight delays—this time nearly three hours without any weather-related cause—are unacceptable. Yet, passengers are penalized heavily even for being a minute late. It is unreasonable that there is no compensation for such significant delays, nor even basic provisions like water during the wait or in flight. This imbalance in accountability is deeply frustrating and needs to be addressed.

First flight in along time with spirit! I’m honored to say this flight was excellent 😊

Every connection was late but that meant I was not running from one to the next so that was a good thing. No one wants to miss a connection

Flight attendant was all so sweet and pilot got us to our destination safely and on time

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

They cut off check in at 1 hr, while we were in line, & sold our seats.

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

Delays, changing flight times and screws us up when connecting with another flight . It’s the same ole story. Bahamasair don’t care and no one holds them accountable.

Poor, every time it’s Delays, delayed by 3 hrs to depart and still waiting in airport as another delay with no updates , Bahamasair is the worst and they are not interested in improving.

I love everything about bahamasair. Especially the safety they have for the people. I don't care how long they delay once I reach safe that's all. They made me not afraid to fly anymore

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.

Going the plane was late and then Bahamas Air chartered another plane to take the passengers to San Salvador.

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!

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

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Cabin class types available on flights to Caribbean

Cabin classes available on flights to Orlando. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.