$70 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 4/13. 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

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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Cheap Flights from Orlando to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$234
Santo Domingo
Santo Domingo1 stop$260
Montego Bay
Montego Bay1 stop$305
Oranjestad
Oranjestad1 stop$241
Nassau
Nassaunonstop$282
Kingston
Kingston1 stop$374
Simpson Bay
Simpson Bay1 stop$220
Providenciales
Providenciales1 stop$263
Port of Spain
Port of Spain1 stop$242
Bridgetown
Bridgetown1 stop$403
George Town
George Town1 stop$248
Willemstad
Willemstad1 stop$461
Castries
Castries1 stop$721
St. John's
St. John's2 stops$559
Puerto Plata
Puerto Plata1 stop$427
Aguadilla
Aguadillanonstop$129
Punta Cana
Punta Cana1 stop$234
Santo Domingo
Santo Domingo1 stop$260
Montego Bay
Montego Bay1 stop$305
Oranjestad
Oranjestad1 stop$241
Nassau
Nassaunonstop$282
Kingston
Kingston1 stop$374
Simpson Bay
Simpson Bay1 stop$220
Providenciales
Providenciales1 stop$263
Port of Spain
Port of Spain1 stop$242
Bridgetown
Bridgetown1 stop$403
George Town
George Town1 stop$248
Willemstad
Willemstad1 stop$461
Castries
Castries1 stop$721
St. John's
St. John's2 stops$559
Puerto Plata
Puerto Plata1 stop$427
Aguadilla
Aguadillanonstop$129

Book Cheap Orlando to Caribbean Islands Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Orlando to Caribbean Islands

Mon, Feb 2 - Fri, Feb 6
Frontier Logo
8:30 am - 12:16 pm
MCO
-
BQN
2h 46mnonstop
Frontier Logo
12:56 pm - 3:09 pm
BQN
-
MCO
3h 13mnonstop
$129Frontier
Sat, Feb 14 - Tue, Feb 17
Frontier Logo
11:15 pm - 2:57 am
MCO
-
BQN
2h 42mnonstop
Frontier Logo
3:59 am - 6:00 am
BQN
-
MCO
3h 01mnonstop
$137Frontier
Wed, Feb 25 - Tue, Mar 3
Frontier Logo
11:15 pm - 2:57 am
MCO
-
BQN
2h 42mnonstop
Frontier Logo
3:59 am - 6:00 am
BQN
-
MCO
3h 01mnonstop
$139Frontier
Sat, Feb 28 - Thu, Mar 12
Spirit Airlines Logo
6:30 am - 10:17 am
MCO
-
SJU
2h 47mnonstop
Spirit Airlines Logo
7:00 am - 10:14 am
SJU
-
MCO
3h 14mnonstop
$152Spirit Airlines
Mon, Mar 9 - Fri, Mar 13
Spirit Airlines Logo
7:19 pm - 10:09 pm
MCO
-
SJU
2h 50mnonstop
Spirit Airlines Logo
7:00 am - 10:14 am
SJU
-
MCO
3h 14mnonstop
$154Spirit Airlines
Thu, Feb 5 - Sun, Feb 8
JetBlue Logo
12:35 pm - 2:02 pm
MCO
-
NAS
1h 27mnonstop
JetBlue Logo
3:10 pm - 4:40 pm
NAS
-
MCO
1h 30mnonstop
$282JetBlue
Sun, Feb 15 - Tue, Feb 17
American Airlines Logo
6:00 am - 5:14 pm
MCO
-
NAS
11h 14m
1 stop
American Airlines Logo
6:04 pm - 11:28 pm
NAS
-
MCO
5h 24m
1 stop
$288American Airlines
Fri, Feb 20 - Mon, Feb 23
JetBlue Logo
12:25 pm - 1:52 pm
MCO
-
NAS
1h 27mnonstop
JetBlue Logo
2:57 pm - 4:29 pm
NAS
-
MCO
1h 32mnonstop
$290JetBlue
Sun, Feb 8 - Sat, Feb 14
American Airlines Logo
8:00 am - 8:19 pm
MCO
-
NAS
12h 19m
1 stop
American Airlines Logo
6:04 pm - 11:28 pm
NAS
-
MCO
5h 24m
1 stop
$292American Airlines
Mon, Mar 16 - Fri, Mar 20
Copa Airlines Logo
6:00 pm - 11:29 am
MCO
-
NAS
17h 29m
1 stop
Copa Airlines Logo
12:30 pm - 10:40 pm
NAS
-
MCO
10h 10m
1 stop
$294Copa Airlines
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Orlando Airport found in the last 72 hours was to San Juan, at $159 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 $159.

Can I save money by flying with a layover from Orlando Airport to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $319, prices are generally cheapest when you fly direct.

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 February, when tickets cost $195 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $333 and $278 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 Thursday and more expensive on a Sunday. On your return trip to Orlando Airport, you should consider flying back on a Friday, and avoid Mondays 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 2 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$70
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Orlando to Aguadilla

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 $238 on average. Morning departures are around 2% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $292.

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 $128 one-way - $202 round-trip

Reviews of the 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 4261 reviews
7.0Food
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
Airline reviews

The seats were comfortable, and the boarding process was pretty smooth.

10.0 ExcellentJohn, Jan 2026
BWI - MDW
Read more Southwest reviews

The seats were comfortable, and the boarding process was pretty smooth.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

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.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

There was a fowl odour coming from the lavatory the entire flight

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

Horrible experience. First and last time using this airline. Made an announcement that boarding will start in 15 minutes, canceled the flight 5 minutes later due to no airline staff. Had to book another flight on Delta since Spirit had no other flights arriving to my original destination the same day. I wouldn't recommend anyone to fly with Spirit. No wonder why it consistently ranks high among worst airlines.

Flight was delayed from 10:09pm back to 12:41am and actually took off closer to 1am as they were waiting for an additional flight attendant. Plane was new and crew was fine once we got moving but the delay was rough. Also Spirit (have flown this twice) lands at the satellite gates at BNA and there is a ground shuttle to get you back to the main terminal that adds outdoor elements, extra walking and about 20 min total to the arrival timing. BNA may eventually connect this concourse in a better way as they grow but it’s notable.

Spirit has improved a lot since I flew with it in 2011. I give the airline a huge thumbs up!!

Customer feedback I sent to Spirited today: “I will never fly Spirit Airlines again and will work hard to convince my friends and family to boycott/avoid Spirit Airlines at all costs. I booked three seats for me and my 8 and 10 year old children on NK 1222 from Orlando to Kansas City for 12/7/25 leaving Orlando at 10:37AM. This itinerary was abandoned by Spirit and we were rebooked onto Spirit flight NK 213 leaving at 9:06PM without any notice. Then the nightmare really began. Flight 213 was delayed a total of 12 times, finally leaving at 6:35AM the following day. The gate was changed 5 times and our electronic boarding passes were invalidated at midnight. The worst part was that the 12 separate delays were incremental making it impossible to plan for accommodations for my family. My kids missed a day of school and barely slept under the harsh lights with lots of noise on the filthy airport floor. The customer service agent at Spirit Airlines told us we would be emailed a voucher for a hotel which never happened. I asked about it multiple times and it never arrived in my email inbox. This whole unfortunate situation could’ve been avoided if spirit had taken a realistic approach and delayed the flight from 9 PM until 6 AM from the beginning. My son gleefully deleted the Spirit app from my phone once we landed and we will never fly with Spirit again.”

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Terrible seat, no in flight entertainment. No complimentary food or drinks. Seats really hurt my back after flying spirit for the day.

It was delayed, and the airport had cockroaches jumping on our bags. The flight crew was great, the seats were pretty comfortable.

Again, when I use Kayak I expect to pay the total amount and that´s it. Someone added an additional charge few days later after purchasing the tickets.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports