Caribbean Islands

$64+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Aug 3 — Aug 101
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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 July 29, 2025.

Thu 10/1612:06 pmSJU - FLL
Nonstop2h 46mSpirit Airlines
Thu 10/238:40 amFLL - SJU
Nonstop2h 31mSpirit Airlines
Deal found 7/28$99
Mon 10/209:00 amSJU - FLL
Nonstop2h 48mFrontier
Fri 10/2412:43 pmFLL - SJU
Nonstop2h 43mFrontier
Deal found 7/27$112
Fri 10/244:51 pmSJU - EWR
Nonstop4h 13mFrontier
Sat 11/110:00 pmEWR - SJU
Nonstop4h 03mFrontier
Deal found 7/27$125
Thu 9/259:26 pmSJU - JFK
Nonstop3h 59mFrontier
Thu 10/26:00 amJFK - SJU
Nonstop3h 56mFrontier
Deal found 7/28$130
Mon 10/139:00 amSJU - FLL
Nonstop2h 48mMultiple Airlines
Mon 10/277:05 amFLL - SJU
1 stop7h 06mMultiple Airlines
Deal found 7/27$138
Thu 8/1410:04 amSJU - MCO
Nonstop3h 07mFrontier
Sun 8/176:05 amMCO - SJU
Nonstop2h 59mFrontier
Deal found 7/27$144
Wed 8/132:11 amSJU - MCO
Nonstop3h 00mSpirit Airlines
Sun 8/1712:10 pmMCO - SJU
Nonstop3h 00mSpirit Airlines
Deal found 7/28$147
Thu 11/66:43 pmSJU - EWR
1 stop7h 16mDelta
Tue 11/116:00 amEWR - SJU
1 stop7h 15mDelta
Deal found 7/28$155
Wed 9/244:51 pmSJU - EWR
Nonstop4h 11mMultiple Airlines
Sat 9/276:56 pmEWR - SJU
1 stop16h 08mMultiple Airlines
Deal found 7/28$158
Fri 8/154:05 pmSJU - LGA
1 stop7h 24mSpirit Airlines
Tue 8/194:57 pmLGA - SJU
1 stop7h 00mSpirit Airlines
Deal found 7/27$167
Thu 8/711:59 pmSJU - EWR
Nonstop4h 12mSpirit Airlines
Mon 8/117:00 pmEWR - SJU
Nonstop4h 00mSpirit Airlines
Deal found 7/28$177
Thu 9/113:39 amSJU - MCO
Nonstop3h 01mMultiple Airlines
Mon 9/1511:18 amMCO - SJU
Nonstop2h 53mMultiple Airlines
Deal found 7/29$188

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 July 29, 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

Thu 10/16

12:06 pm-2:52 pm

Nonstop2h 46m

Fort Lauderdale

Thu 10/23

8:40 am-11:11 am

Nonstop2h 31m

$99

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Mon 10/20

9:00 am-11:48 am

Nonstop2h 48m

Fort Lauderdale

Fri 10/24

12:43 pm-3:26 pm

Nonstop2h 43m

$112

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Fri 10/24

4:51 pm-9:04 pm

Nonstop4h 13m

Newark

Sat 11/1

10:00 pm-2:03 am

Nonstop4h 03m

$125

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Thu 9/25

9:26 pm-1:25 am

Nonstop3h 59m

New York John F Kennedy Intl

Thu 10/2

6:00 am-9:56 am

Nonstop3h 56m

$130

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Mon 10/13

9:00 am-11:48 am

Nonstop2h 48m

Fort Lauderdale

Mon 10/27

7:05 am-2:11 pm

1 stop7h 06m

$138

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 8/14

10:04 am-1:11 pm

Nonstop3h 07m

Orlando

Sun 8/17

6:05 am-9:04 am

Nonstop2h 59m

$144

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Wed 8/13

2:11 am-5:11 am

Nonstop3h 00m

Orlando

Sun 8/17

12:10 pm-3:10 pm

Nonstop3h 00m

$147

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Thu 11/6

6:43 pm-12:59 am

1 stop7h 16m

Newark

Tue 11/11

6:00 am-2:15 pm

1 stop7h 15m

$155

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Wed 9/24

4:51 pm-9:02 pm

Nonstop4h 11m

Newark

Sat 9/27

6:56 pm-11:04 am

1 stop16h 08m

$158

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Fri 8/15

4:05 pm-11:29 pm

1 stop7h 24m

New York LaGuardia

Tue 8/19

4:57 pm-11:57 pm

1 stop7h 00m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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 $63). Flying from Caribbean Islands in July will prove the most costly (average of $117). 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 July 29, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Peruse reviews from past customers who have flown Caribbean Airlines, Delta, and Southwest from Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

8.1

Entertainment

6.7

Comfort

7.9

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

Boarding

8.1

Overall

8.1

Entertainment

6.7

Comfort

7.9

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
8.0
Very good

Boarding

8.1

Overall

8.1

Entertainment

6.7

Comfort

7.9

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

Boarding

8.1

Overall

8.1

Entertainment

6.7

Comfort

7.9

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

Boarding

8.1

Overall

8.1

Entertainment

6.7

Comfort

7.9

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

Boarding

8.1

Overall

8.1

Entertainment

6.7

Comfort

7.9

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

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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 July 29, 2025.
  • What is the cheapest airport to fly out of Caribbean Islands?

    Istanbul airport offers the cheapest routes to Toronto, 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 Medellín to Cartagena from $26 round trip
    Fly from New York to Charlotte from $29 round trip
    Fly from Detroit to Atlanta from $29 round trip

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