$138 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 11/14. 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, 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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Flight Deals

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 27 - Mon, Dec 1
Multiple Airlines Logo
11:01 am - 11:27 amSFB-SJU
23h 26m2 stops
Multiple Airlines Logo
4:17 pm - 12:45 pmSJU-SFB
21h 28m1 stop
$423Multiple Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
Multiple Airlines Logo
6:35 am - 11:56 pmSFB-SJU
16h 21m2 stops
Multiple Airlines Logo
8:45 pm - 2:15 pmSJU-SFB
18h 30m1 stop
$425Multiple Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
Multiple Airlines Logo
8:00 am - 12:22 pmSFB-SJU
27h 22m1 stop
Multiple Airlines Logo
8:45 pm - 2:15 pmSJU-SFB
18h 30m1 stop
$434Multiple Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 17
Multiple Airlines Logo
10:00 am - 11:49 pmSFB-SJU
36h 49m2 stops
Multiple Airlines Logo
7:33 pm - 1:35 pmSJU-SFB
19h 02m1 stop
$454Multiple Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
Multiple Airlines Logo
7:00 am - 11:25 pmSFB-SJU
39h 25m3 stops
Multiple Airlines Logo
6:00 am - 5:25 pmSJU-SFB
36h 25m3 stops
$459Multiple Airlines
Find Deal
Thu, Nov 13 - Fri, Nov 14
Multiple Airlines Logo
6:05 am - 12:18 amSFB-SJU
17h 13m2 stops
Multiple Airlines Logo
11:02 am - 3:10 pmSJU-SFB
5h 08m1 stop
$521Multiple Airlines
Find Deal
Fri, Nov 21 - Wed, Nov 26
Multiple Airlines Logo
5:45 pm - 8:27 pmSFB-SJU
25h 42m2 stops
Multiple Airlines Logo
11:55 am - 10:10 amSJU-SFB
23h 15m2 stops
$582Multiple Airlines
Find Deal
Tue, Nov 25 - Tue, Dec 2
Multiple Airlines Logo
2:15 pm - 7:45 pmSFB-SJU
28h 30m1 stop
Multiple Airlines Logo
9:15 am - 4:03 pmSJU-SFB
31h 48m2 stops
$587Multiple Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 17
Multiple Airlines Logo
10:00 am - 11:05 amSFB-SJU
24h 05m3 stops
Multiple Airlines Logo
7:52 pm - 5:51 pmSJU-SFB
22h 59m3 stops
$590Multiple Airlines
Find Deal
Wed, Dec 17 - Sun, Dec 21
Multiple Airlines Logo
6:40 pm - 12:41 amSFB-SJU
29h 01m2 stops
Multiple Airlines Logo
6:28 pm - 6:25 pmSJU-SFB
24h 57m2 stops
$628Multiple 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 $220 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 $220.

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 $202, 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$138
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 36% 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.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Orlando Sanford Intl to the following destinations at these prices or less: Punta Cana $140 one-way - $275 round-trip

Reviews of the top airlines 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.
7.1
ArajetOverall score based on 36 reviews
7.6Crew
6.8Comfort
5.7Food
5.0Entertainment
7.1Boarding
Airline reviews

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

2.0 MediocreAnonymous, Aug 2025SDQ - SJO
Read more Arajet reviews

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

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.

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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