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Caribbean

$67+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$152
(Kiwi.com)

One-way from

$67
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$448
From Florida Keys to Caribbean
Search Deals
One-way flight from Florida Keys to Caribbean
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Highest demand for flights based on searches. 6% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 31, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/63:40 pmMIA - SJU
Nonstop2h 51mMultiple Airlines
Thu 8/148:00 pmSJU - MIA
Nonstop2h 34mMultiple Airlines
Deal found 7/30$152
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:51 pmMIA - SJU
Nonstop2h 43mFrontier
Mon 10/139:39 pmSJU - MIA
Nonstop2h 50mFrontier
Deal found 7/29$153
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1211:44 amMIA - SJU
1 stop10h 06mSpirit Airlines
Thu 8/218:00 pmSJU - MIA
Nonstop2h 34mSpirit Airlines
Deal found 7/29$155
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 8/169:20 pmMIA - SJU
Nonstop2h 39mAmerican Airlines
Mon 8/187:05 pmSJU - MIA
Nonstop2h 45mAmerican Airlines
Deal found 7/30$180
This flugladen.de deal was found by Cheapflights users on 7/30. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/187:25 pmMIA - SDQ
Nonstop2h 20mArajet
Mon 10/610:19 amSDQ - MIA
Nonstop2h 20mArajet
Deal found 7/30$213
This CheapOair deal was found by Cheapflights users on 7/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/271:55 pmMIA - PUJ
Nonstop2h 36mArajet
Sat 10/49:38 amPUJ - MIA
Nonstop2h 47mArajet
Deal found 7/31$224
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Wed 8/138:00 amMIA - PUJ
Nonstop2h 32mFrontier
Mon 8/189:04 pmPUJ - MIA
Nonstop2h 36mFrontier
Deal found 7/29$233
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Tue 8/51:55 pmMIA - PUJ
Nonstop2h 36mMultiple Airlines
Wed 8/1311:46 amPUJ - MIA
Nonstop2h 34mMultiple Airlines
Deal found 7/29$242
This Booking.com deal was found by Cheapflights users on 7/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/48:00 amMIA - SDQ
Nonstop2h 00mMultiple Airlines
Mon 8/1810:19 amSDQ - MIA
Nonstop2h 20mMultiple Airlines
Deal found 7/30$261
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 8/147:10 amMIA - SDQ
Nonstop2h 15mAmerican Airlines
Sun 8/177:20 pmSDQ - MIA
Nonstop2h 20mAmerican Airlines
Deal found 7/29$264
This LATAM Airlines deal was found by Cheapflights users on 7/30. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:20 amMIA - PUJ
Nonstop2h 20mLATAM Airlines
Mon 12/84:40 pmPUJ - MIA
Nonstop2h 45mLATAM Airlines
Deal found 7/30$269
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Mon 10/2010:27 amMIA - SXM
Nonstop3h 10mAmerican Airlines
Fri 10/242:40 pmSXM - MIA
Nonstop3h 15mAmerican Airlines
Deal found 7/30$271

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 July 31, 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 8/6

3:40 pm-6:31 pm

Nonstop2h 51m

San Juan Luis Munoz Marin Intl

Thu 8/14

8:00 pm-10:34 pm

Nonstop2h 34m

$152

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Fri 10/10

5:51 pm-8:34 pm

Nonstop2h 43m

San Juan Luis Munoz Marin Intl

Mon 10/13

9:39 pm-12:29 am

Nonstop2h 50m

$153

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Tue 8/12

11:44 am-9:50 pm

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Thu 8/21

8:00 pm-10:34 pm

Nonstop2h 34m

$155

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Sat 8/16

9:20 pm-11:59 pm

Nonstop2h 39m

San Juan Luis Munoz Marin Intl

Mon 8/18

7:05 pm-9:50 pm

Nonstop2h 45m

$180

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Thu 9/18

7:25 pm-9:45 pm

Nonstop2h 20m

Santo Domingo Las Americas

Mon 10/6

10:19 am-12:39 pm

Nonstop2h 20m

$213

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Sat 9/27

1:55 pm-4:31 pm

Nonstop2h 36m

Punta Cana

Sat 10/4

9:38 am-12:25 pm

Nonstop2h 47m

$224

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Wed 8/13

8:00 am-10:32 am

Nonstop2h 32m

Punta Cana

Mon 8/18

9:04 pm-11:40 pm

Nonstop2h 36m

$233

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Sun 8/10

8:30 am-10:50 am

Nonstop2h 20m

Punta Cana

Wed 8/13

11:46 am-2:20 pm

Nonstop2h 34m

$246

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Thu 8/14

7:10 am-9:25 am

Nonstop2h 15m

Santo Domingo Las Americas

Sun 8/17

7:20 pm-9:40 pm

Nonstop2h 20m

$264

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Sat 12/6

8:20 am-11:40 am

Nonstop2h 20m

Punta Cana

Mon 12/8

4:40 pm-6:25 pm

Nonstop2h 45m

$269

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 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 July 31, 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.

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 July 31, 2025.
Get a feel of what it's like to fly with Caribbean Airlines, Delta, and Southwest from Florida Keys to Caribbean by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.1
Very good
166 reviews

Comfort

7.9

Boarding

8.1

Food

6.8

Crew

8.4

Overall

8.1

Entertainment

6.7

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Caribbean Airlines
8.1
Very good
166 reviews
Caribbean Airlines
8.1
Very good
166 reviews

Comfort

7.9

Boarding

8.1

Food

6.8

Crew

8.4

Overall

8.1

Entertainment

6.7

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Delta
8.0
Very good
7,981 reviews
Caribbean Airlines
8.1
Very good
166 reviews

Comfort

7.9

Boarding

8.1

Food

6.8

Crew

8.4

Overall

8.1

Entertainment

6.7

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Southwest
8.0
Very good
4,246 reviews
Caribbean Airlines
8.1
Very good
166 reviews

Comfort

7.9

Boarding

8.1

Food

6.8

Crew

8.4

Overall

8.1

Entertainment

6.7

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Copa Airlines
7.5
Good
1,493 reviews
Caribbean Airlines
8.1
Very good
166 reviews

Comfort

7.9

Boarding

8.1

Food

6.8

Crew

8.4

Overall

8.1

Entertainment

6.7

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
LATAM Airlines
7.5
Good
1,822 reviews
Caribbean Airlines
8.1
Very good
166 reviews

Comfort

7.9

Boarding

8.1

Food

6.8

Crew

8.4

Overall

8.1

Entertainment

6.7

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

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

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 $67 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $68 and American Airlines from $90 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$304Average$491FlexibilityNo cancel feeOn-time71%

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