$170 Find Cheap Flights from Orlando Sanford Intl 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 Sanford Intl to Caribbean Islands 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

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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Orlando Sanford Intl to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stops$546
Montego Bay
Montego Bay2 stops$546

Book Cheap Orlando Sanford Intl 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 Sanford Intl 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 Sanford Intl to Caribbean Islands

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, Nov 6 - Mon, Nov 10
Multiple Airlines Logo
1:41 pm - 12:40 pmSFB-SJU
21h 59m2 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, Oct 2 - Sun, Oct 5
Multiple Airlines Logo
3:26 pm - 11:04 amSFB-SJU
19h 38m2 stops
Multiple Airlines Logo
11:51 am - 2:20 pmSJU-SFB
26h 29m2 stops
$494Multiple Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
Multiple Airlines Logo
3:26 pm - 11:04 amSFB-SJU
19h 38m2 stops
Multiple Airlines Logo
5:18 pm - 11:06 pmSJU-SFB
29h 48m3 stops
$499Multiple 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 2 - Sun, Oct 5
Multiple Airlines Logo
11:58 am - 11:04 amSFB-SJU
23h 06m3 stops
Multiple Airlines Logo
5:18 pm - 11:06 pmSJU-SFB
29h 48m3 stops
$538Multiple Airlines
Find Deal
Booking Insights

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

Get data-powered insights and trends into flights from Orlando Sanford Intl to Caribbean Islands 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 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 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 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 $177, prices are generally cheapest when you fly direct.

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

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

For Orlando Sanford Intl to Caribbean Islands, Saturday is the cheapest day to fly on average and Monday is the most expensive. Flying from Caribbean Islands back to Orlando Sanford Intl, the best deals are generally found on Thursday, with Saturday being the most expensive.

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 Islands flights

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

  • 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 Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Orlando Sanford Intl 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 Sanford Intl 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 Sanford Intl 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 Sanford Intl 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 Sanford Intl 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 $223 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $245.

Reviews of the top airline flying from Orlando Sanford Intl 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 Sanford Intl 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.
6.3
Spirit AirlinesOverall score based on 8015 reviews
5.1Food
5.9Comfort
5.0Entertainment
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. 😕

Everything you need to know for your flight to Caribbean Islands

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