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$73+ Cheap flights from Florida Keys to 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Florida Keys to Caribbean

Keep the following information in mind while searching for Florida Keys to Caribbean flight deals. Data was last updated June 12, 2025.

Round-trip from

$128
(Kiwi.com)

One-way from

$74
(CheapOair)
From Florida Keys to Caribbean
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One-way flight from Florida Keys to Caribbean
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Find flight deals from Florida Keys to Caribbean

Cheapest flights from Florida Keys to Caribbean
Explore the most affordable flight options available from Florida Keys to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/256:33 pmMIA - SJU
Nonstop2h 31mSpirit Airlines
Thu 6/267:36 pmSJU - MIA
Nonstop2h 50mSpirit Airlines
Deal found 6/11$128
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/243:40 pmMIA - SJU
Nonstop2h 49mMultiple Airlines
Thu 6/267:36 pmSJU - MIA
Nonstop2h 50mMultiple Airlines
Deal found 6/11$132
This Priceline deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/314:10 pmMIA - SJU
1 stop7h 48mFrontier
Sat 11/11:11 amSJU - MIA
1 stop22h 50mFrontier
Deal found 6/11$145
This Mytrip deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/152:09 pmMIA - SDQ
Nonstop2h 20mArajet
Sun 8/243:35 pmSDQ - MIA
Nonstop2h 20mArajet
Deal found 6/12$203
This Cheapflightsfares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/185:12 pmMIA - PUJ
Nonstop2h 42mFrontier
Sat 6/219:09 pmPUJ - MIA
Nonstop2h 40mFrontier
Deal found 6/10$222
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/141:55 pmMIA - PUJ
Nonstop2h 36mArajet
Sat 10/189:38 amPUJ - MIA
Nonstop2h 47mArajet
Deal found 6/12$225
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/185:18 pmMIA - PUJ
Nonstop2h 36mMultiple Airlines
Tue 7/2211:46 amPUJ - MIA
Nonstop2h 34mMultiple Airlines
Deal found 6/11$239
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1612:10 pmMIA - SJU
Nonstop2h 43mAmerican Airlines
Mon 9/297:05 pmSJU - MIA
Nonstop2h 45mAmerican Airlines
Deal found 6/11$240
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/16:25 pmMIA - SDQ
Nonstop2h 20mAmerican Airlines
Wed 8/67:20 pmSDQ - MIA
Nonstop2h 20mAmerican Airlines
Deal found 6/10$266
This Priceline deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1610:00 amMIA - NAS
Nonstop1h 00mBahamasair
Mon 10/207:45 amNAS - MIA
Nonstop1h 05mBahamasair
Deal found 6/12$266
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2410:05 amMIA - NAS
Nonstop1h 20mAmerican Airlines
Sun 10/261:10 pmNAS - MIA
Nonstop1h 15mAmerican Airlines
Deal found 6/12$267
This Trip.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/145:30 amMIA - SDQ
1 stop11h 50mMultiple Airlines
Thu 9/183:35 pmSDQ - MIA
Nonstop2h 20mMultiple Airlines
Deal found 6/10$269

Cheapflights Fare Finder

Customize your flight search to find flights from Florida Keys to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Florida Keys to Caribbean that are best for you.

Fly from

Florida Keys

Fly to

Caribbean

Route

Depart

Return

Price

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Wed 6/25

6:33 pm-9:04 pm

Nonstop2h 31m

San Juan Luis Munoz Marin Intl

Thu 6/26

7:36 pm-10:26 pm

Nonstop2h 50m

$128

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Tue 6/24

3:40 pm-6:29 pm

Nonstop2h 49m

San Juan Luis Munoz Marin Intl

Thu 6/26

7:36 pm-10:26 pm

Nonstop2h 50m

$132

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Fri 10/31

4:10 pm-11:58 pm

1 stop7h 48m

San Juan Luis Munoz Marin Intl

Sat 11/1

1:11 am-12:01 am

1 stop22h 50m

$145

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Fri 8/15

2:09 pm-4:29 pm

Nonstop2h 20m

Santo Domingo Las Americas

Sun 8/24

3:35 pm-5:55 pm

Nonstop2h 20m

$203

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Wed 6/25

5:12 pm-7:54 pm

Nonstop2h 42m

Punta Cana

Tue 7/1

11:46 am-2:30 pm

Nonstop2h 44m

$223

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Tue 10/14

1:55 pm-4:31 pm

Nonstop2h 36m

Punta Cana

Sat 10/18

9:38 am-12:25 pm

Nonstop2h 47m

$225

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Fri 7/18

5:18 pm-7:54 pm

Nonstop2h 36m

Punta Cana

Tue 7/22

11:46 am-2:20 pm

Nonstop2h 34m

$239

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Tue 9/16

12:10 pm-2:53 pm

Nonstop2h 43m

San Juan Luis Munoz Marin Intl

Mon 9/29

7:05 pm-9:50 pm

Nonstop2h 45m

$240

MiamiNassau

MIA - NAS

MIANAS

Miami

Wed 9/10

7:45 pm-8:45 pm

Nonstop1h 00m

Nassau Intl

Tue 9/16

12:15 pm-1:15 pm

Nonstop1h 00m

$266

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Tue 7/1

6:25 pm-8:45 pm

Nonstop2h 20m

Santo Domingo Las Americas

Wed 8/6

7:20 pm-9:40 pm

Nonstop2h 20m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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

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

Cheapflights Insights

Everything you need to know about your flight from Florida Keys to Caribbean

What is the cheapest time of day to fly from EOA to CB?

Find hourly flight availability from Florida Keys to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Florida Keys to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated June 12, 2025.
Caribbean Airlines
8.2
Very good
157 reviews

Boarding

8.2

Food

6.8

Crew

8.5

Comfort

7.9

Overall

8.2

Entertainment

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Caribbean Airlines
8.2
Very good
157 reviews
Caribbean Airlines
8.2
Very good
157 reviews

Boarding

8.2

Food

6.8

Crew

8.5

Comfort

7.9

Overall

8.2

Entertainment

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Delta
8.0
Very good
7,950 reviews
Caribbean Airlines
8.2
Very good
157 reviews

Boarding

8.2

Food

6.8

Crew

8.5

Comfort

7.9

Overall

8.2

Entertainment

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Southwest
8.0
Very good
4,287 reviews
Caribbean Airlines
8.2
Very good
157 reviews

Boarding

8.2

Food

6.8

Crew

8.5

Comfort

7.9

Overall

8.2

Entertainment

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
KLM
7.8
Good
1,358 reviews
Caribbean Airlines
8.2
Very good
157 reviews

Boarding

8.2

Food

6.8

Crew

8.5

Comfort

7.9

Overall

8.2

Entertainment

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.5
Good
1,451 reviews
Caribbean Airlines
8.2
Very good
157 reviews

Boarding

8.2

Food

6.8

Crew

8.5

Comfort

7.9

Overall

8.2

Entertainment

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

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

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Florida Keys to Caribbean one-way?

    One-way options have recently been found by users for as low as $74 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $76 and Southwest from $84 one-way.

  • Can I find deals for flights from Florida Keys to Caribbean that include hotel bookings?

    Yes. In addition to deals on Florida Keys to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida Keys to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida Keys to Caribbean.

  • Can I find deals for business class flights from Florida Keys to Caribbean?

    Yes. Cheapflights offers flight deals from Florida Keys to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, September is the cheapest month in which you can book a flight from Florida Keys to Caribbean (average of $254). Flying from Florida Keys to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida Keys to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Florida Keys to Caribbean

Discover the top airline that operate flights from Florida Keys to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$474FlexibilityNo cancel feeOn-time71%

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