$143 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 1/12. 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, Jan 8 - Mon, Jan 12
Multiple Airlines Logo
10:00 am - 11:44 pm
SFB
-
SJU
36h 44m2 stops
Multiple Airlines Logo
12:21 pm - 12:45 pm
SJU
-
SFB
25h 24m1 stop
$409Multiple Airlines
Fri, Mar 27 - Fri, Apr 10
Multiple Airlines Logo
5:40 pm - 1:47 pm
SFB
-
SJU
20h 07m1 stop
Multiple Airlines Logo
7:00 am - 4:10 pm
SJU
-
SFB
9h 10m1 stop
$470Multiple Airlines
Fri, Mar 27 - Fri, Apr 10
Multiple Airlines Logo
12:57 pm - 9:44 pm
SFB
-
SJU
32h 47m2 stops
Multiple Airlines Logo
7:00 am - 4:10 pm
SJU
-
SFB
9h 10m1 stop
$480Multiple Airlines
Sun, Mar 15 - Sat, Mar 21
Multiple Airlines Logo
8:43 pm - 2:26 pm
SFB
-
SJU
17h 43m2 stops
Multiple Airlines Logo
1:29 am - 5:54 pm
SJU
-
SFB
16h 25m2 stops
$694Multiple Airlines
Fri, Mar 27 - Fri, Apr 10
Multiple Airlines Logo
8:08 pm - 6:54 pm
SFB
-
SJU
22h 46m2 stops
Multiple Airlines Logo
3:36 pm - 11:30 am
SJU
-
SFB
19h 54m2 stops
$826Multiple Airlines
Fri, Mar 27 - Thu, Apr 9
Multiple Airlines Logo
8:08 pm - 6:54 pm
SFB
-
SJU
22h 46m2 stops
Multiple Airlines Logo
12:59 am - 11:30 am
SJU
-
SFB
34h 31m3 stops
$936Multiple Airlines
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 $200 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 $200.

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 $210, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Orlando Sanford Intl 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 Sanford Intl 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 Sanford Intl Airport to Caribbean Islands is April, when tickets cost $108 (return) on average. On the other hand, the most expensive months are August and September, when the average cost of round-trip tickets is $310 and $300 respectively.

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 seasonAugust
Cheapest flight$143
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly with an average 6% increase in price.
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 $162 one-way - $225 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.
6.8
ArajetOverall score based on 38 reviews
7.3Crew
6.6Comfort
4.8Entertainment
5.5Food
6.8Boarding
Airline reviews

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

2.0 MediocrePatrick, Dec 2025
SDQ - BOS
Read more Arajet reviews

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

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

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.

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports