Caribbean Islands

$55+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Apr 22 — Apr 291
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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 April 17, 2025.

Wed 4/305:10 pmSJU - MIA
Nonstop2h 53mSpirit Airlines
Sun 5/46:00 amMIA - SJU
Nonstop2h 26mSpirit Airlines
Deal found 4/16$104
Sat 5/108:12 pmSJU - FLL
Nonstop2h 51mSpirit Airlines
Sat 5/176:00 amFLL - SJU
1 stop4h 45mSpirit Airlines
Deal found 4/17$112
Fri 4/259:30 pmSJU - MIA
Nonstop3h 02mMultiple Airlines
Tue 4/296:00 amMIA - SJU
Nonstop2h 26mMultiple Airlines
Deal found 4/16$125
Fri 5/96:21 pmSJU - MCO
Nonstop3h 13mSpirit Airlines
Sun 5/117:54 amMCO - SJU
Nonstop2h 51mSpirit Airlines
Deal found 4/17$127
Fri 5/99:30 pmSJU - MCO
Nonstop3h 13mFrontier
Tue 5/138:00 amMCO - SJU
Nonstop2h 56mFrontier
Deal found 4/16$134
Fri 5/99:30 pmSJU - MIA
Nonstop2h 56mFrontier
Mon 5/127:15 amMIA - SJU
Nonstop2h 35mFrontier
Deal found 4/17$136
Fri 5/96:21 pmSJU - MCO
Nonstop3h 13mMultiple Airlines
Tue 5/1311:59 pmMCO - SJU
Nonstop2h 52mMultiple Airlines
Deal found 4/17$140
Fri 5/26:15 amSJU - EWR
Nonstop4h 07mFrontier
Sun 5/45:59 amEWR - SJU
Nonstop4h 00mFrontier
Deal found 4/17$163
Wed 5/219:30 pmSJU - JFK
Nonstop4h 05mFrontier
Tue 5/2711:29 amJFK - SJU
Nonstop4h 00mFrontier
Deal found 4/17$166
Thu 5/158:45 amSJU - FLL
Nonstop2h 47mJetBlue
Mon 5/197:00 amFLL - SJU
Nonstop2h 36mJetBlue
Deal found 4/16$170
Sun 5/116:15 amSJU - EWR
Nonstop4h 07mMultiple Airlines
Tue 5/138:07 pmEWR - SJU
1 stop15h 24mMultiple Airlines
Deal found 4/17$183
Thu 5/81:59 amSJU - EWR
1 stop11h 00mSpirit Airlines
Tue 5/209:55 pmEWR - SJU
1 stop12h 50mSpirit Airlines
Deal found 4/17$195

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 April 17, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Orlando

Route

Depart

Return

Price

San JuanMiami

SJU - MIA

SJUMIA

San Juan Luis Munoz Marin Intl

Fri 4/25

9:30 pm-12:32 am

Nonstop3h 02m

Miami

Tue 4/29

7:15 am-9:50 am

Nonstop2h 35m

$101

San JuanMiami

SJU - MIA

SJUMIA

San Juan Luis Munoz Marin Intl

Wed 4/30

5:10 pm-8:03 pm

Nonstop2h 53m

Miami

Sun 5/4

6:00 am-8:26 am

Nonstop2h 26m

$104

San JuanMiami

SJU - MIA

SJUMIA

San Juan Luis Munoz Marin Intl

Tue 4/29

9:30 pm-12:32 am

Nonstop3h 02m

Miami

Tue 5/6

11:05 am-7:40 pm

1 stop8h 35m

$110

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Sat 5/10

8:12 pm-11:03 pm

Nonstop2h 51m

Fort Lauderdale

Sat 5/17

6:00 am-10:45 am

1 stop4h 45m

$112

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 5/9

6:21 pm-9:34 pm

Nonstop3h 13m

Orlando

Sun 5/11

7:54 am-10:45 am

Nonstop2h 51m

$127

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 5/9

9:30 pm-12:43 am

Nonstop3h 13m

Orlando

Tue 5/13

8:00 am-10:56 am

Nonstop2h 56m

$134

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fri 5/9

6:21 pm-9:34 pm

Nonstop3h 13m

Orlando

Tue 5/13

11:59 pm-2:51 am

Nonstop2h 52m

$140

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Fri 5/2

9:30 pm-1:37 am

Nonstop4h 07m

Newark

Sun 5/4

11:24 am-3:24 pm

Nonstop4h 00m

$163

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Wed 5/21

9:30 pm-1:35 am

Nonstop4h 05m

New York John F Kennedy Intl

Tue 5/27

11:29 am-3:29 pm

Nonstop4h 00m

$166

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Thu 5/15

8:45 am-11:32 am

Nonstop2h 47m

Fort Lauderdale

Mon 5/19

7:00 am-9:36 am

Nonstop2h 36m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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 $99). 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 April 17, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
8.0
Very good

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

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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 April 17, 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 Miami to Mexico City from $30 round trip
    Fly from Dallas to Cancún from $33 round trip
    Fly from Budapest to Milan from $33 round trip

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