Caribbean

$58+ Cheap flights from Caribbean

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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Mai 3 — Mai 101
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What to know about flights from Caribbean

Discover essential information about flights departing from Caribbean, including flight schedules, destinations, airlines operating at the Caribbean airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated April 28, 2025.

Good round-trip deal

$41 or less

Good one-way deal

$33 or less
Price to beat on a round-trip flight from Caribbean.
Price to beat on a one-way flight from Caribbean.

Find flights from Caribbean

Cheapest flights from Caribbean
Explore the most affordable flight options available from Caribbean. Find the lowest fares based on data from user searches, with prices last updated on April 28, 2025.

Sa 6/79:30 pmSJU - MIA
Nonstop2h 51mFrontier
Mo 6/166:04 pmMIA - SJU
Nonstop2h 50mFrontier
Deal found 4/27$95
Fr 5/167:45 pmSJU - MIA
Nonstop2h 49mMultiple Airlines
Mo 5/197:15 amMIA - SJU
Nonstop2h 35mMultiple Airlines
Deal found 4/27$109
Do 5/88:57 pmSJU - MIA
Nonstop2h 50mSpirit Airlines
Sa 5/107:25 pmMIA - SJU
1 stop14h 18mSpirit Airlines
Deal found 4/28$126
Do 5/298:12 pmSJU - EWR
1 stop12h 55mMultiple Airlines
Di 6/310:00 pmEWR - SJU
Nonstop4h 01mMultiple Airlines
Deal found 4/27$140
Do 5/298:12 pmSJU - EWR
1 stop12h 55mSpirit Airlines
Mo 6/25:15 amEWR - SJU
1 stop13h 52mSpirit Airlines
Deal found 4/27$151
Mi 5/147:30 pmSJU - MCO
Nonstop3h 22mFrontier
Mo 5/197:07 pmMCO - SJU
Nonstop2h 54mFrontier
Deal found 4/28$152
Fr 5/98:12 pmSJU - MCO
1 stop10h 55mSpirit Airlines
So 5/117:54 amMCO - SJU
Nonstop2h 51mSpirit Airlines
Deal found 4/27$154
Fr 5/169:30 pmSJU - EWR
Nonstop4h 07mFrontier
So 5/185:59 amEWR - SJU
Nonstop4h 00mFrontier
Deal found 4/28$163
Sa 6/76:20 amSJU - JFK
Nonstop4h 07mFrontier
Di 6/1011:30 amJFK - SJU
Nonstop3h 58mFrontier
Deal found 4/27$166
Fr 5/98:12 pmSJU - MCO
1 stop10h 55mMultiple Airlines
Mi 5/1411:59 pmMCO - SJU
Nonstop2h 52mMultiple Airlines
Deal found 4/26$176
Fr 5/2310:40 pmSJU - EWR
Nonstop4h 06mJetBlue
Mi 5/289:45 pmEWR - SJU
Nonstop4h 01mJetBlue
Deal found 4/27$196
Mi 6/117:00 amSJU - JFK
Nonstop4h 07mDelta
Do 6/127:30 pmJFK - SJU
Nonstop4h 24mDelta
Deal found 4/28$196

Find flights from Caribbean within your budget

Find flights departing from Caribbean 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 28, 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

Sa 6/7

9:30 pm-12:21 am

Nonstop2h 51m

Miami

Mo 6/16

6:04 pm-8:54 pm

Nonstop2h 50m

$95

San JuanMiami

SJU - MIA

SJUMIA

San Juan Luis Munoz Marin Intl

Fr 5/16

7:45 pm-10:34 pm

Nonstop2h 49m

Miami

Mo 5/19

7:15 am-9:50 am

Nonstop2h 35m

$109

San JuanMiami

SJU - MIA

SJUMIA

San Juan Luis Munoz Marin Intl

Do 5/8

8:57 pm-11:47 pm

Nonstop2h 50m

Miami

Sa 5/10

7:25 pm-9:43 am

1 stop14h 18m

$126

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Do 5/29

8:12 pm-9:07 am

1 stop12h 55m

Newark

Di 6/3

10:00 pm-2:01 am

Nonstop4h 01m

$140

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Do 8/7

9:30 pm-12:38 am

Nonstop3h 08m

Orlando

Mi 8/13

11:40 pm-2:39 am

Nonstop2h 59m

$145

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Do 5/29

8:12 pm-9:07 am

1 stop12h 55m

Newark

Mo 6/2

5:15 am-7:07 pm

1 stop13h 52m

$151

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fr 5/9

8:12 pm-7:07 am

1 stop10h 55m

Orlando

So 5/11

7:54 am-10:45 am

Nonstop2h 51m

$154

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Fr 5/16

9:30 pm-1:37 am

Nonstop4h 07m

Newark

So 5/18

5:59 am-9:59 am

Nonstop4h 00m

$163

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Sa 6/7

6:20 am-10:27 am

Nonstop4h 07m

New York John F Kennedy Intl

Di 6/10

11:30 am-3:28 pm

Nonstop3h 58m

$166

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Fr 5/9

8:12 pm-7:07 am

1 stop10h 55m

Orlando

Mo 5/12

9:10 pm-12:05 am

Nonstop2h 55m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

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

Have a flexible travel schedule? Discover the best time to fly from Caribbean 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

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

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

Currently, October is the cheapest month in which you can book a flight from Caribbean (average of $60). Flying from Caribbean 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?

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

Those who are seeking the cheapest fare on flights departing from Caribbean 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

Read reviews and ratings of airlines operating flights from Caribbean. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Caribbean travel. Please note that the reviews are sourced from user searches and were last updated on April 28, 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

Food

6.8

Entertainment

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

Food

6.8

Entertainment

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

Food

6.8

Entertainment

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

Food

6.8

Entertainment

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

Food

6.8

Entertainment

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

Food

6.8

Entertainment

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. 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 28, 2025.
  • What is the cheapest airport to fly out of Caribbean?

    San Juan Luis Munoz Marin Intl airport offers the cheapest routes to Panama City, from $95; whereas Montego Bay Sangster Intl airport is typically cheaper if you're flying to Atlanta, from $173. 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?

    October is currently the cheapest month to fly from Caribbean. 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?

    Check out the cheapest flights from Caribbean to embark to:
    Fly from San Juan to Fort Lauderdale from $95 round trip
    Fly from San Juan to Houston from $100 round trip
    Fly from San Juan to Miami from $106 round trip
    Fly from San Juan to Baltimore from $137 round trip
    Fly from San Juan to Atlanta from $143 round trip

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