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Cheap flights from Orlando Sanford Intl Airport to Caribbean Islands from $148

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando Sanford Intl Airport to Caribbean Islands departing on 1/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Orlando Sanford Intl Airport to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:49 pm - 4:22 pm
SFB
-
SJU
18h 33m2 stops
Multiple Airlines Logo
2:59 am - 7:05 pm
SJU
-
SFB
41h 06m3 stops
$337Multiple Airlines
Fri, Jan 30 - Sat, Jan 31
Multiple Airlines Logo
8:49 pm - 4:22 pm
SFB
-
SJU
18h 33m2 stops
Multiple Airlines Logo
5:50 pm - 11:24 pm
SJU
-
SFB
30h 34m3 stops
$367Multiple Airlines
Mon, Jan 12 - Wed, Jan 14
Multiple Airlines Logo
10:35 am - 3:31 pm
SFB
-
SJU
27h 56m2 stops
Multiple Airlines Logo
7:08 pm - 1:35 pm
SJU
-
SFB
19h 27m1 stop
$407Multiple Airlines
Thu, Feb 19 - Sat, Feb 28
Multiple Airlines Logo
1:28 pm - 3:31 pm
SFB
-
SJU
49h 03m2 stops
Multiple Airlines Logo
7:08 pm - 1:35 pm
SJU
-
SFB
19h 27m1 stop
$412Multiple Airlines
Sun, Feb 15 - Sat, Feb 28
Multiple Airlines Logo
3:05 pm - 5:19 pm
SFB
-
SJU
25h 14m1 stop
Multiple Airlines Logo
7:10 am - 7:53 pm
SJU
-
SFB
37h 43m2 stops
$423Multiple Airlines
Sun, Feb 15 - Wed, Mar 4
Multiple Airlines Logo
10:35 am - 3:31 pm
SFB
-
SJU
27h 56m2 stops
Multiple Airlines Logo
1:49 pm - 12:45 pm
SJU
-
SFB
23h 56m1 stop
$426Multiple Airlines
Thu, Feb 19 - Mon, Mar 2
Multiple Airlines Logo
3:05 pm - 5:19 pm
SFB
-
SJU
25h 14m1 stop
Multiple Airlines Logo
7:08 pm - 1:35 pm
SJU
-
SFB
19h 27m1 stop
$430Multiple Airlines
Sun, Feb 15 - Sat, Feb 28
Multiple Airlines Logo
10:35 am - 3:31 pm
SFB
-
SJU
27h 56m2 stops
Multiple Airlines Logo
1:49 pm - 12:45 pm
SJU
-
SFB
23h 56m1 stop
$431Multiple Airlines
Thu, Feb 19 - Mon, Mar 2
Multiple Airlines Logo
3:05 pm - 5:19 pm
SFB
-
SJU
25h 14m1 stop
Multiple Airlines Logo
2:59 am - 9:55 am
SJU
-
SFB
31h 56m2 stops
$435Multiple Airlines
Sun, Feb 15 - Sat, Feb 28
Multiple Airlines Logo
1:24 pm - 8:24 pm
SFB
-
SJU
30h 00m2 stops
Multiple Airlines Logo
7:08 pm - 1:35 pm
SJU
-
SFB
19h 27m1 stop
$438Multiple Airlines
Wed, Feb 18 - Sat, Feb 28

momondo Fare Finder

 
Customize your flight search to find flights from Orlando Sanford Intl Airport to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 16, 2025.
Use the filters below to find and compare flights from Orlando Sanford Intl Airport to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 1/30

8:49 pm-4:22 pm

2 stops18h 33m

San Juan Luis Munoz Marin Intl

Sat 1/31

2:59 am-7:05 pm

3 stops41h 06m

$337

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Mon 1/12

8:49 pm-4:22 pm

2 stops18h 33m

San Juan Luis Munoz Marin Intl

Wed 1/14

5:50 pm-11:24 pm

3 stops30h 34m

$367

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Thu 2/19

10:35 am-3:31 pm

2 stops27h 56m

San Juan Luis Munoz Marin Intl

Sat 2/28

7:08 pm-1:35 pm

1 stop19h 27m

$407

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 2/15

1:28 pm-3:31 pm

2 stops49h 03m

San Juan Luis Munoz Marin Intl

Sat 2/28

7:08 pm-1:35 pm

1 stop19h 27m

$412

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 2/15

3:05 pm-5:19 pm

1 stop25h 14m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:10 am-7:53 pm

2 stops37h 43m

$423

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Thu 2/19

10:35 am-3:31 pm

2 stops27h 56m

San Juan Luis Munoz Marin Intl

Mon 3/2

1:49 pm-12:45 pm

1 stop23h 56m

$426

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 2/15

3:05 pm-5:19 pm

1 stop25h 14m

San Juan Luis Munoz Marin Intl

Sat 2/28

7:08 pm-1:35 pm

1 stop19h 27m

$430

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Thu 2/19

10:35 am-3:31 pm

2 stops27h 56m

San Juan Luis Munoz Marin Intl

Mon 3/2

1:49 pm-12:45 pm

1 stop23h 56m

$431

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 2/15

3:05 pm-5:19 pm

1 stop25h 14m

San Juan Luis Munoz Marin Intl

Sat 2/28

2:59 am-9:55 am

2 stops31h 56m

$435

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Wed 2/18

1:24 pm-8:24 pm

2 stops30h 00m

San Juan Luis Munoz Marin Intl

Sat 2/28

7:08 pm-1:35 pm

1 stop19h 27m

$438

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Orlando Sanford Intl Airport to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of April is, on average, the cheapest month to fly to Caribbean Islands from Orlando Sanford Intl Airport, with most prices found around $108. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Orlando Sanford Intl Airport averaging around $159.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Orlando Sanford Intl Airport to Caribbean Islands is on a Saturday. Travelers who choose to depart for Caribbean Islands on a Saturday will often find tickets for as low as $175. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $336. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Orlando Sanford Intl Airport to Caribbean Islands in the evening for as low as $223. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $245. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fly from Orlando Sanford Intl to Punta Cana for the best Orlando Sanford Intl - Caribbean Islands flight prices

What cabin class options are available on Orlando Sanford Intl to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Orlando Sanford Intl to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Orlando Sanford Intl Airport to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Orlando Sanford Intl Airport to Caribbean Islands.

Cheap Orlando Sanford Intl Airport to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Orlando Sanford Intl Airport to Caribbean Islands

Fastest flight time

10h 10m

Direct flights

None
The fastest flight from Orlando Sanford Intl Airport to Caribbean Islands takes 10h 10m
There are no direct flights from Orlando Sanford Intl Airport to Caribbean Islands. There are no popular flight routes from Orlando Sanford Intl Airport to Caribbean Islands.
Search flight deals

  • When did momondo last update prices for flights from Orlando Sanford Intl Airport to Caribbean Islands?

    Prices for flights from Orlando Sanford Intl Airport to Caribbean Islands are updated daily.

  • How many operators does momondo search for flights from Orlando Sanford Intl Airport to Caribbean Islands?

  • How old do you have to be to fly from Orlando Sanford Intl Airport to Caribbean Islands?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando Sanford Intl Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Orlando Sanford Intl Airport to Caribbean Islands?

Best airlines flying from Orlando Sanford Intl Airport to Caribbean Islands

Compare and see reviews for airlines that fly from Orlando Sanford Intl Airport to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $139Free CancellationRating
5.8
3,082 reviews
Search Frontier flights
ArajetPriceFrom $204Free CancellationRating
6.8
38 reviews
Search Arajet flights

Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Caribbean Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Orlando to Caribbean Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Orlando to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Orlando to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Orlando to Caribbean Islands?

Once all potential Orlando to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Orlando to Caribbean Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Orlando to Caribbean Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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