What airlines fly to Caribbean Islands?

Arajet, WorldTicket and Frontier are the top three most popular airlines that fly to Caribbean Islands from Orlando Sanford Intl Airport according to our data. Arajet is the first choice among our users, with 92% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 3 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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

There is 1 operator available for flights from Orlando Sanford Intl Airport to Caribbean Islands as of March 2026.

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.

$169 Cheap Flights from Orlando Sanford Intl Airport to Caribbean Islands in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:05 am - 12:33 pm

SFB

SJU

30h 28m

2 stops

6:55 pm - 12:25 pm

SJU

SFB

17h 30m

1 stop

$394Multiple Airlines

Fri, Apr 10 - Mon, Apr 13

6:05 am - 11:43 pm

SFB

SJU

17h 38m

2 stops

6:59 pm - 12:25 pm

SJU

SFB

17h 26m

1 stop

$400Multiple Airlines

Fri, Apr 17 - Mon, Apr 20

5:40 pm - 2:41 pm

SFB

SJU

21h 01m

1 stop

12:57 pm - 11:30 am

SJU

SFB

22h 33m

2 stops

$413Multiple Airlines

Fri, Apr 24 - Fri, May 1

5:40 pm - 2:26 pm

SFB

SJU

20h 46m

1 stop

2:05 pm - 12:25 pm

SJU

SFB

22h 20m

1 stop

$424Multiple Airlines

Fri, Apr 10 - Mon, Apr 13

11:48 am - 12:05 am

SFB

SJU

12h 17m

2 stops

6:15 am - 2:35 pm

SJU

SFB

8h 20m

1 stop

$452Multiple Airlines

Thu, Apr 9 - Sun, Apr 12

4:05 pm - 9:45 pm

SFB

SJU

5h 40m

1 stop

12:57 pm - 1:51 pm

SJU

SFB

48h 54m

2 stops

$456Multiple Airlines

Sun, May 10 - Fri, May 15

8:15 am - 12:33 pm

SFB

SJU

28h 18m

2 stops

6:30 pm - 12:25 pm

SJU

SFB

17h 55m

1 stop

$462Multiple Airlines

Thu, May 7 - Mon, May 11

8:15 am - 12:33 pm

SFB

SJU

28h 18m

2 stops

6:30 pm - 4:10 pm

SJU

SFB

21h 40m

1 stop

$486Multiple Airlines

Thu, May 7 - Thu, May 14

5:40 pm - 4:44 pm

SFB

SJU

23h 04m

1 stop

5:56 pm - 6:22 pm

SJU

SFB

24h 26m

2 stops

$533Multiple Airlines

Fri, May 22 - Fri, May 29

12:20 pm - 12:33 pm

SFB

SJU

24h 13m

2 stops

4:34 pm - 2:22 pm

SJU

SFB

21h 48m

1 stop

$538Multiple Airlines

Sat, May 9 - Sun, May 17

momondo Fare Finder

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

Cheapest round-trip

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 4/10

6:05 am-12:33 pm

2 stops30h 28m

San Juan Luis Munoz Marin Intl

Mon 4/13

6:55 pm-12:25 pm

1 stop17h 30m

$394

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 4/17

6:05 am-11:43 pm

2 stops17h 38m

San Juan Luis Munoz Marin Intl

Mon 4/20

6:59 pm-12:25 pm

1 stop17h 26m

$400

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 4/24

5:40 pm-2:41 pm

1 stop21h 01m

San Juan Luis Munoz Marin Intl

Fri 5/1

12:57 pm-11:30 am

2 stops22h 33m

$413

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 4/10

5:40 pm-2:26 pm

1 stop20h 46m

San Juan Luis Munoz Marin Intl

Mon 4/13

2:05 pm-12:25 pm

1 stop22h 20m

$424

Quickest round-trip

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Thu 4/9

11:48 am-12:05 am

2 stops12h 17m

San Juan Luis Munoz Marin Intl

Sun 4/12

6:15 am-2:35 pm

1 stop8h 20m

$452

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 5/10

4:05 pm-9:45 pm

1 stop5h 40m

San Juan Luis Munoz Marin Intl

Fri 5/15

12:57 pm-1:51 pm

2 stops48h 54m

$456

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Thu 5/7

8:15 am-12:33 pm

2 stops28h 18m

San Juan Luis Munoz Marin Intl

Mon 5/11

6:30 pm-12:25 pm

1 stop17h 55m

$462

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Thu 5/7

8:15 am-12:33 pm

2 stops28h 18m

San Juan Luis Munoz Marin Intl

Thu 5/14

6:30 pm-4:10 pm

1 stop21h 40m

$486

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 5/22

5:40 pm-4:44 pm

1 stop23h 04m

San Juan Luis Munoz Marin Intl

Fri 5/29

5:56 pm-6:22 pm

2 stops24h 26m

$533

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sat 5/9

12:20 pm-12:33 pm

2 stops24h 13m

San Juan Luis Munoz Marin Intl

Sun 5/17

4:34 pm-2:22 pm

1 stop21h 48m

$538

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of May is, on average, the cheapest month to fly to Caribbean Islands from Orlando Sanford Intl Airport, with most prices found around $188. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Orlando Sanford Intl Airport averaging around $209.

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	5h 40m
Direct flights	None

The fastest flight from Orlando Sanford Intl Airport to Caribbean Islands takes 5h 40m

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?
There is 1 operator available for flights from Orlando Sanford Intl Airport to Caribbean Islands as of March 2026.
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?
Based on momondo bookings for flights between Orlando Sanford Intl Airport and Caribbean Islands, the leading plane model is Airbus A320-100/200, making up 31.35% of the total bookings. Other popular models include Boeing 737 MAX 8 with 30.05%, Airbus A319 with 13.65%, and Boeing 737 with 5.73%.

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
Frontier	PriceFrom $139	Free Cancellation	Rating 5.7 3,038 reviews		Search Frontier flights
Arajet	PriceFrom $204	Free Cancellation	Rating 6.4 46 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.