Caribbean Islands

$50+ Cheap flights from Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Mar 31 — Apr 71
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Find flights from Caribbean Islands

Cheapest flights from Caribbean Islands
Explore the most affordable flight options available from Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on March 26, 2025.

Sat 4/196:38 pmSJU - FLL
Nonstop2h 47mSpirit Airlines
Sat 4/263:03 pmFLL - SJU
Nonstop2h 30mSpirit Airlines
Deal found 3/25$90
Tue 4/223:56 amSJU - MCO
Nonstop3h 19mFrontier
Sun 4/2711:59 pmMCO - SJU
Nonstop2h 50mFrontier
Deal found 3/25$112
Thu 4/249:30 pmSJU - MCO
Nonstop3h 16mMultiple Airlines
Sun 4/275:30 amMCO - SJU
Nonstop2h 48mMultiple Airlines
Deal found 3/25$115
Fri 4/114:20 pmSJU - FLL
Nonstop3h 00mMultiple Airlines
Sun 4/136:05 amFLL - SJU
1 stop13h 35mMultiple Airlines
Deal found 3/26$117
Fri 4/114:20 pmSJU - FLL
Nonstop3h 00mFrontier
Mon 4/148:20 pmFLL - SJU
Nonstop2h 37mFrontier
Deal found 3/25$121
Tue 5/69:30 pmSJU - JFK
Nonstop4h 05mFrontier
Fri 5/911:30 amJFK - SJU
Nonstop4h 00mFrontier
Deal found 3/25$126
Fri 5/98:12 pmSJU - MCO
1 stop11h 00mSpirit Airlines
Mon 5/1210:17 pmMCO - SJU
1 stop13h 12mSpirit Airlines
Deal found 3/25$130
Thu 5/86:15 amSJU - EWR
Nonstop4h 07mFrontier
Sat 5/1011:24 amEWR - SJU
Nonstop4h 00mFrontier
Deal found 3/25$134
Tue 4/86:15 amSJU - EWR
Nonstop4h 10mMultiple Airlines
Tue 4/83:18 pmEWR - SJU
1 stop17h 08mMultiple Airlines
Deal found 3/25$153
Wed 4/235:10 pmSJU - EWR
1 stop15h 39mSpirit Airlines
Wed 4/305:45 amEWR - SJU
1 stop9h 50mSpirit Airlines
Deal found 3/25$161
Fri 8/156:45 pmSJU - FLL
Nonstop2h 41mJetBlue
Mon 8/188:00 amFLL - SJU
Nonstop2h 40mJetBlue
Deal found 3/25$170
Thu 5/81:05 amSJU - EWR
Nonstop4h 09mUnited Airlines
Mon 5/127:53 pmEWR - SJU
Nonstop4h 04mUnited Airlines
Deal found 3/25$186

Find flights from Caribbean Islands within your budget

Find flights departing from Caribbean Islands that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on March 26, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Orlando

Route

Depart

Return

Price

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Fri 4/4

5:39 pm-8:33 pm

Nonstop2h 54m

Fort Lauderdale

Wed 4/9

2:35 pm-5:04 pm

Nonstop2h 29m

$90

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Tue 4/22

3:56 am-7:15 am

Nonstop3h 19m

Orlando

Sun 4/27

11:59 pm-2:49 am

Nonstop2h 50m

$112

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Fri 4/4

5:39 pm-8:33 pm

Nonstop2h 54m

Fort Lauderdale

Mon 4/7

8:20 pm-10:57 pm

Nonstop2h 37m

$112

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 4/24

9:30 pm-12:46 am

Nonstop3h 16m

Orlando

Sun 4/27

5:30 am-8:18 am

Nonstop2h 48m

$115

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Tue 5/6

9:30 pm-1:35 am

Nonstop4h 05m

New York John F Kennedy Intl

Fri 5/9

11:30 am-3:30 pm

Nonstop4h 00m

$126

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 5/9

8:12 pm-7:12 am

1 stop11h 00m

Orlando

Mon 5/12

10:17 pm-11:29 am

1 stop13h 12m

$130

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Thu 5/8

6:15 am-10:22 am

Nonstop4h 07m

Newark

Sat 5/10

11:24 am-3:24 pm

Nonstop4h 00m

$134

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Tue 4/8

6:15 am-10:25 am

Nonstop4h 10m

Newark

Tue 4/8

3:18 pm-8:26 am

1 stop17h 08m

$153

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Fri 4/11

5:10 pm-9:08 am

1 stop15h 58m

Newark

Wed 4/23

4:00 pm-8:26 am

1 stop16h 26m

$156

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Fri 5/2

1:10 pm-4:03 pm

Nonstop2h 53m

Fort Lauderdale

Tue 5/6

6:54 pm-9:30 pm

Nonstop2h 36m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 60 results
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Best time to book a flight from Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly from Caribbean Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Caribbean Islands

Get recent, data-driven insights about flights from Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Caribbean Islands?

Currently, October is the cheapest month in which you can book a flight from Caribbean Islands (average of $60). Flying from Caribbean Islands in July will prove the most costly (average of $104). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Orlando. Price data was last updated on December 16, 2024.

Those who are seeking the cheapest fare on flights departing from Caribbean Islands would be wise to consider leaving during Friday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Monday at noon when fares are usually the most expensive.

Airline reviews for flights from Caribbean Islands

Read reviews and ratings of airlines operating flights from Caribbean Islands. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Caribbean Islands travel. Please note that the reviews are sourced from user searches and were last updated on March 26, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Reviews

1 / 8
4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Reviews

1 / 8
4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Reviews

1 / 8
4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.
8.0
Very good

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Reviews

1 / 8
4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Reviews

1 / 8
4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Reviews

1 / 8
4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

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Related info for your journey

Access useful and relevant information related to your journey from Caribbean Islands. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated March 26, 2025.
  • What is the cheapest airport to fly out of Caribbean Islands?

    Istanbul airport offers the cheapest routes to Dubai, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What is the cheapest month to fly from Caribbean Islands?

    October is currently the cheapest month to fly from Caribbean Islands. At this moment in time July is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Caribbean Islands?

    Check out the cheapest flights from Caribbean Islands to embark to:
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Riga to Stockholm from $32 round trip
    Fly from Athens to Thera from $33 round trip
    Fly from New York to Nashville from $35 round trip

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