$170 Find Cheap Flights from Orlando Sanford Intl to Caribbean

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 Sanford Intl to Caribbean departing on 10/29. 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

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Cheap Flights from Orlando Sanford Intl to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stops$486
Montego Bay
Montego Bay2 stops$486

Book Cheap Orlando Sanford Intl to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Orlando Sanford Intl to Caribbean 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 Sanford Intl to Caribbean

Thu, Nov 6 - Mon, Nov 10
Multiple Airlines Logo
1:41 pm - 12:40 pmSFB-SJU
21h 59m2 stops
Multiple Airlines Logo
6:00 am - 10:38 pmSJU-SFB
17h 38m2 stops
$419Multiple Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
Multiple Airlines Logo
9:55 pm - 4:23 pmSFB-SJU
41h 28m3 stops
Multiple Airlines Logo
6:00 am - 10:38 pmSJU-SFB
17h 38m2 stops
$448Multiple Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 3
Multiple Airlines Logo
8:50 pm - 1:19 pmSFB-SJU
16h 29m2 stops
Multiple Airlines Logo
11:02 am - 11:25 amSJU-SFB
25h 23m1 stop
$483Multiple Airlines
Find Deal
Thu, Nov 6 - Sun, Nov 9
Multiple Airlines Logo
1:41 pm - 12:40 pmSFB-SJU
21h 59m2 stops
Multiple Airlines Logo
3:59 am - 10:38 pmSJU-SFB
19h 39m3 stops
$487Multiple Airlines
Find Deal
Thu, Nov 6 - Sun, Nov 9
Multiple Airlines Logo
9:55 pm - 4:23 pmSFB-SJU
41h 28m3 stops
Multiple Airlines Logo
3:59 am - 10:38 pmSJU-SFB
19h 39m3 stops
$515Multiple Airlines
Find Deal
Thu, Oct 23 - Fri, Oct 31
Multiple Airlines Logo
1:25 pm - 11:29 pmSFB-SJU
10h 04m2 stops
Multiple Airlines Logo
11:02 am - 4:10 pmSJU-SFB
5h 08m1 stop
$518Multiple Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
Multiple Airlines Logo
8:00 am - 11:29 pmSFB-SJU
15h 29m2 stops
Multiple Airlines Logo
11:03 am - 12:25 pmSJU-SFB
25h 22m1 stop
$528Multiple Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 3
Multiple Airlines Logo
1:32 pm - 4:23 pmSFB-SJU
26h 51m3 stops
Multiple Airlines Logo
6:18 pm - 10:05 pmSJU-SFB
28h 47m3 stops
$551Multiple Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
Multiple Airlines Logo
9:55 pm - 4:23 pmSFB-SJU
41h 28m3 stops
Multiple Airlines Logo
5:28 pm - 10:18 pmSJU-SFB
29h 50m3 stops
$568Multiple Airlines
Find Deal
Thu, Oct 9 - Sun, Oct 19
Multiple Airlines Logo
1:32 pm - 4:23 pmSFB-SJU
26h 51m3 stops
Multiple Airlines Logo
7:05 am - 2:20 pmSJU-SFB
31h 15m3 stops
$735Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Orlando Sanford Intl to Caribbean flights

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

What is the cheapest Orlando Sanford Intl Airport to Caribbean flight route?

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

The cheapest ticket to Caribbean from Orlando Sanford Intl Airport found in the last 72 hours was to Punta Cana, at $108 round-trip. The most popular route is from Orlando Sanford Intl Airport (SFB) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $108.

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

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 $659, prices are generally cheapest when you fly direct.

What’s the cheapest day of the week to fly from Orlando Sanford Intl to Caribbean?

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

Your flight ticket price will generally be cheaper if you fly to Caribbean on a Saturday and more expensive on a Monday. On your return trip to Orlando Sanford Intl, you should consider flying back on a Thursday, and avoid Saturdays for better deals.

Good to know

Low seasonApril
Cheapest flight$170
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 32% lower on average.
Flight from Orlando Sanford Intl to San Juan

FAQs - booking Caribbean flights

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

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

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

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $223 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $245.

Reviews of the top airlines flying from Orlando Sanford Intl to Caribbean

 
Need help choosing which airline to fly with from Orlando Sanford Intl 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.
6.3
Spirit AirlinesOverall score based on 8019 reviews
5.0Entertainment
5.1Food
5.9Comfort
6.6Boarding
7.0Crew
Airline reviews

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.

8.0 ExcellentAnonymous, Aug 2025MCO - SJO
Read more Spirit Airlines reviews

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.

I didn’t mind being delayed due to weather, but continuing to post (and not update) that we would be delayed until after the flight was already supposed to have taken off was a bit much. In the future, please announce the delay even if the time is still unknown.

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Friendly employees, good seat, on time, Great flight. Pilot and attendants greeted passengers as we deplaned. However, I could not ever understand what the flight attendant was saying on the mic. It was too fast, and too loud.

The flight was canceled and was bounced around time wise with my elderly parents. That being said the gentleman in custody service was amazingly helpful

Easy boarding and good flight. Need to work on the beverage and snack situation

While on the flight we had a delay and had to sit on the plane while maintenance fixed it. It’s ended up taking an hour and a half longer to leave than expected. I had an unruly passenger sitting behind me that vaped during the flight and was rude and loud for the majority of the flight.

Not great. Overpriced and charge you for everything. All but breathing was an extra charge. Never again! Oh if you didn’t check a carry on, you couldn’t use the overhead bins. Crew said those spaces were not available. Personal items MUST go on floor. Yet, there was only 50% capacity at best! So ridiculous.

It was fine, Can’t blame you about airport issues.

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. 😕

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.

The confirmation # CK8GNW and my name was not recognized/in Frontier system. I was able to check in on Frintier app so i went to the Frontier ticket agent, at time they told me that my name/ confirmation did not show up as a purchased ticket. I had to purchase a new ticket that cost $289.00 one way.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

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

Everything you need to know for your flight to Caribbean

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