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Find cheap flights from Orlando to Caribbean from $63

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 8/24. 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
0 bags
Thu 6/27
Thu 7/4

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Best Caribbean Flight Deals

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

Montego Bay
Montego Bay1 stop$242

Good to know

Low season

January

High season

June

Cheapest flight

$63
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Orlando Airport to San Juan Airport

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean from Orlando 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 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 to Caribbean with an airline and back to Orlando with another airline.

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

  • Morning departure is around 14% more expensive than an evening flight, on average*.
*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.
7.6
JetBlueOverall score based on 4383 reviews
8.3Crew
7.8Boarding
7.1Food
7.8Comfort
7.5Entertainment
Airline reviews

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.

6.0 Goodslovely08, May 2024MCO - BOS
Read more about JetBlue reviews

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.

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

Delayed departure. Delayed after landing pulling into gate. Delay due to sky bridge malfunction

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

at the time for boarding the lady just call Group A and no other goups and everybody from A to F go inside without the right turn,and when we get in theres no more spsce for carry on , the ones that get in at not correct group from the back occupy our space !!!!! a mess !!!!

Everything was good except for deplaning in NY. Took way too long!!

Jet Blue keeps getting iit wrong. 4 hour mechanical delay followed by terrible boarding experience. This is my third horrific jet blue flight in 2024. I am going to try to avoid this loser in the sky

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Took off over an hour late with multiple mechanical issues. Gate agent in Dallas was lazy and was slow as molasses. Had a line 10 people long. Spirit bad..

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Ac was broken so we deplaned, waited 2 hours, taxiing for takeoff they said the plane would not fly so we went back to the gate and got a new plane which took another hour. In all a 4 hour delay for an 80 min flight.

Horrible people at the gate, they force me to check in my carry on, even thought no one behind me has to do it. I had to get out of the airport in NY to get my bag and go thru security again on my way to Honk Kong. The worst part is the employee threatened me with loosing the flights if don’t comply.

Delayed flight, few announcements with information, no comps, cluster f boarding because zones weren’t spread out and announced loud and repeatedly, staff did their job -nothing more nothing less, annoying kids were speaking and kicking the heck out of the back of my seat and parents weren’t willing to parent… so another typical day of air travel in the US.,

Flight was delayed until Next day as crew timed out

The flight was great until towards the end when the flight attendant read an excessively long commercial for purchasing an american airlines credit card. The worst part is that we are doing a lot of traveling this year so i was actually interested in getting the credit card, but I was so annoyed with the long commercial that I completely dismissed the flight attendant bringing around the information. Next time, keep the sales pitch to 10 seconds and then pass around the brochures!!

Missed our departing flight due to poor baggage drop staff. At the airport with 2 & 1/2 hours to spare and waited in bag check in until 15 minutes prior to gates closing before baggage staff asked us to move to the front of the line. We weren’t the only passengers that missed the flight. Poor organizational operations by Spirit staff. Otherwise , the return trip was fine.

Worst airline experience ever. Lost my IPad going thru security. Charged for my dog carriage at the gate not at ticket counter. Gave away my seat 6D. Expressed I wanted my seat back after charging me 99 for dog carriage. Should have thrown it out. Had a 16 yr old Yorkie heading to Boston after being a snowbird. Seats small. Very bad experience. Still don’t have my IPad. Horrible

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Seats suck, not enough room, overcrowded planes, hectic situation all together.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

Flight was canceled. Knew there was weather, and were notified of 20 min delayed, and then suddenly canceled. Next reschedule was for 2 days. No help other than to refund. Thankfully full refund and appreciate that. I appreciate discounted airline but felt they could've done more for customer inconvenience.

Flying on Spirit Airline is a penny-pinching beat down.

Bag self drop off was terrible! No staff there to help. Almost missed my flight. Would never check a bag in with Spirit again.

Desk staff at gate were helpful. Didn't have a plane until after scheduled departure time - no explanation offered while we waited. Seats are uncomfortable - arm rests are metal and uncomfortable in a narrow seat. No food, drinks or entertainment unless purchased. They charge a huge price for carryon luggage. Flight was good.

Retired military should be able to board with Active duty like Alligint airlines does

Frontier is a crappy airline nothing about it is honest

Crew members are very rude and not cooperate with passengers.

They lost my baggage on my connection flight, it’s been 24 hours since I put my claim in and still no update on my bags.

The flight was canceled, then delayed twice, we were moved gates twice. Short staff at the counter and check in. We waited for our flight 9 hours. Will never use Frontier ever again, or Spirit.

Good - Leg spar, cleanliness, and on time performance. Bad - No snacks and entertainment.

The plane was on time. Boarding went fast. Smooth flight and landing. I filled out info for a frontier credit card on the flight from Indy to Orlando and have have heard nothing back. I was supposed to get all these “instant” rewards and have received nothing g.

The only thing that may be concerning to others is the multiple notifications of a delayed flight. Then, with less than an hour before boarding, the flight was on time. The gate changed several times, leading to confusion.

I like that the flight was not overcrowded, and I felt had space to spread out a little more. The flight was smooth for the most part no major turbulence. The crew was pretty good accommodating and professional.. the fellow passengers were cool as well… all good! Snacks always makes things better, but of course there were no snacks.

The flights were right on time. The issue that was the most difficult was the lack of legroom on the planes

There was only room for a quarter of the passengers to sit at the gate at MCO. The gate attendant allowed people who did not require assistance to board early before they realized and started to turn people back. The flight was extremely uncomfortable due to pressure. My ears, eyes, sinuses and joints were very painful the whole flight. My sister also complained about her ears and sinuses as well as joints and while deplaning I heard several other passengers complain about the same issues. I’ve never felt that much discomfort flying before and I’ve been doing it for over 40 years.

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!

Flight was delayed more than 2 hours in departure. Boarding was lengthy and passengers were very rude. I waited on the plane for almost an hour once boarded and it was very hot. The passenger next to me was clearly I’ll: coughing and sneezing the entire flight.

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.

Booked thru you. Paid and was supposed to have 1 checked bag and seat 3 C; with the same for my wife sitting on the opposite side of the aisle in 3D. At airport we had to pay $ 25 each for 1 bag each.. we’d were given seats inn row 17

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.

Nothing to add! I will definately use your website again. Thank you

Book cheap flights from Orlando to Caribbean

Recent round-trip flight deals

8/17Sat
nonstopFrontier
2h 53mMCO-PSE
8/21Wed
nonstopFrontier
3h 13mPSE-MCO
$98
10/9Wed
nonstopFrontier
3h 02mMCO-SJU
10/29Tue
nonstopFrontier
3h 26mSJU-MCO
$99
6/11Tue
1 stopSpirit Airlines
6h 28mMCO-SJU
6/11Tue
1 stopSpirit Airlines
24h 12mSJU-MCO
$115
8/20Tue
1 stopSpirit Airlines
4h 28mMCO-SJU
8/27Tue
1 stopSpirit Airlines
13h 59mSJU-MCO
$120
8/8Thu
nonstopJetBlue
3h 00mMCO-PSE
8/11Sun
nonstopJetBlue
3h 03mPSE-MCO
$140
8/7Wed
nonstopJetBlue
2h 53mMCO-BQN
8/12Mon
nonstopJetBlue
2h 51mBQN-MCO
$194
8/15Thu
1 stopAmerican Airlines
16h 21mMCO-PUJ
8/18Sun
1 stopAmerican Airlines
18h 28mPUJ-MCO
$288
10/11Fri
nonstopBahamasair
1h 30mMCO-NAS
10/14Mon
nonstopBahamasair
1h 40mNAS-MCO
$288
8/14Wed
1 stopAmerican Airlines
5h 25mMCO-PUJ
8/18Sun
1 stopAmerican Airlines
18h 28mPUJ-MCO
$290
8/30Fri
nonstopBahamasair
1h 40mMCO-NAS
9/2Mon
nonstopBahamasair
1h 40mNAS-MCO
$299

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Recent one-way flight deals

8/24Sat
1 stopSpirit Airlines
5h 22mMCO-SJU
$63
6/5Wed
1 stopSpirit Airlines
9h 33mMCO-SJU
$65
8/5Mon
nonstopFrontier
2h 54mMCO-BQN
$69
6/5Wed
nonstopFrontier
2h 53mMCO-SJU
$69
8/11Sun
nonstopJetBlue
3h 00mMCO-PSE
$70
6/19Wed
nonstopBahamasair
1h 30mMCO-NAS
$85
6/3Mon
1 stopAmerican Airlines
7h 37mMCO-STT
$89
8/7Wed
1 stopAmerican Airlines
11h 30mMCO-NAS
$92
8/15Thu
nonstopJetBlue
2h 53mMCO-BQN
$97
6/28Fri
nonstopBahamasair
1h 40mMCO-NAS
$98

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Last minute flights from Orlando to Caribbean

Last minute flight, train and bus deals

6/2Sun
nonstopFrontier
2h 53mMCO-SJU
6/5Wed
nonstopFrontier
3h 15mSJU-MCO
$160
6/2Sun
nonstopFrontier
2h 54mMCO-SJU
6/4Tue
nonstopFrontier
3h 18mSJU-MCO
$162
6/1Sat
multi-stopSpirit Airlines
15h 13mMCO-SJU
6/3Mon
nonstopSpirit Airlines
3h 11mSJU-MCO
$198
6/1Sat
multi-stopSpirit Airlines
15h 13mMCO-SJU
6/1Sat
nonstopSpirit Airlines
3h 10mSJU-MCO
$208
5/30Thu
nonstopJetBlue
2h 41mMCO-BQN
6/4Tue
nonstopJetBlue
3h 03mBQN-MCO
$257
5/29Wed
multi-stopAmerican Airlines
4h 31mMCO-SJU
5/31Fri
multi-stopAmerican Airlines
5h 10mSJU-MCO
$272
5/30Thu
multi-stopAmerican Airlines
10h 20mMCO-PUJ
6/6Thu
multi-stopAmerican Airlines
7h 35mPUJ-MCO
$282
6/1Sat
nonstopJetBlue
2h 43mMCO-BQN
6/8Sat
nonstopJetBlue
3h 05mBQN-MCO
$285
5/29Wed
nonstopBahamasair
1h 30mMCO-NAS
6/11Tue
nonstopBahamasair
1h 40mNAS-MCO
$299
5/30Thu
nonstopBahamasair
1h 30mMCO-NAS
6/2Sun
nonstopBahamasair
1h 40mNAS-MCO
$346

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Flights to Caribbean

Return flight deals:

Caribbean - Orlando

Cabin classes:

$286
$219
$70