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Caribbean

$80+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Round-trip from

$151
(Frontier)

One-way from

$80
(Kiwi.com)
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 October 30, 2025.

This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 amMIA - SJU
Nonstop2h 40mFrontier
Thu 11/279:30 pmSJU - MIA
Nonstop2h 55mFrontier
Deal found 10/28$151
This Priceline deal was found by Cheapflights users on 10/28. 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 11/79:45 pmMIA - SJU
Nonstop2h 47mFrontier
Sun 11/99:45 amSJU - MIA
Nonstop2h 47mFrontier
Deal found 10/28$152
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/124:10 pmMIA - SJU
Nonstop2h 40mMultiple Airlines
Thu 12/183:54 amSJU - MIA
Nonstop3h 06mMultiple Airlines
Deal found 10/29$153
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1712:27 pmMIA - SJU
Nonstop2h 43mFrontier
Fri 11/289:30 pmSJU - MIA
Nonstop2h 55mFrontier
Deal found 10/28$154
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/149:45 pmMIA - SJU
Nonstop2h 47mFrontier
Thu 11/279:30 pmSJU - MIA
Nonstop2h 55mFrontier
Deal found 10/28$156
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1712:27 pmMIA - SJU
Nonstop2h 43mFrontier
Sun 11/239:30 pmSJU - MIA
Nonstop2h 55mFrontier
Deal found 10/28$157
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Mon 11/246:00 amMIA - SJU
Nonstop2h 40mMultiple Airlines
Tue 12/28:00 amSJU - MIA
Nonstop2h 50mMultiple Airlines
Deal found 10/28$158
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/311:27 pmMIA - SJU
Nonstop2h 43mFrontier
Thu 11/66:54 pmSJU - MIA
Nonstop2h 51mFrontier
Deal found 10/29$159
This CheapOair deal was found by Cheapflights users on 10/29. 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 10/311:27 pmMIA - SJU
Nonstop2h 43mFrontier
Sun 11/29:45 amSJU - MIA
Nonstop2h 47mFrontier
Deal found 10/29$160
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3010:45 pmMIA - SJU
Nonstop2h 47mFrontier
Sun 11/29:45 amSJU - MIA
Nonstop2h 47mFrontier
Deal found 10/29$161
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:05 amMIA - SJU
Nonstop2h 40mFrontier
Fri 11/149:30 amSJU - MIA
Nonstop2h 47mFrontier
Deal found 10/28$163
This Expedia deal was found by Cheapflights users on 10/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/21:57 pmMIA - PUJ
Nonstop2h 36mArajet
Fri 12/51:01 pmPUJ - MIA
Nonstop2h 47mArajet
Deal found 10/29$230

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 October 30, 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

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Wed 2/18

4:18 pm-7:54 pm

Nonstop2h 36m

Punta Cana

Wed 2/25

1:01 pm-2:48 pm

Nonstop2h 47m

$231

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Thu 12/4

12:55 pm-4:31 pm

Nonstop2h 36m

Punta Cana

Thu 12/11

9:38 am-11:25 am

Nonstop2h 47m

$231

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Fri 2/6

4:18 pm-7:54 pm

Nonstop2h 36m

Punta Cana

Fri 2/13

1:01 pm-2:48 pm

Nonstop2h 47m

$233

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Mon 1/26

6:55 am-2:55 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Thu 1/29

5:40 am-4:10 pm

2 stops11h 30m

$234

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Sat 11/15

6:20 am-5:25 pm

1 stop10h 05m

San Juan Luis Munoz Marin Intl

Wed 11/19

3:55 pm-9:50 pm

1 stop6h 55m

$234

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Mon 1/26

5:20 pm-12:35 am

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Fri 1/30

5:40 am-4:10 pm

2 stops11h 30m

$234

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Tue 11/11

1:30 pm-11:20 pm

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Thu 11/13

11:55 am-10:05 pm

1 stop11h 10m

$234

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Sat 11/15

6:00 am-2:17 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Wed 11/19

1:57 pm-12:46 am

1 stop11h 49m

$237

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Tue 1/27

6:25 pm-9:45 pm

Nonstop2h 20m

Santo Domingo Las Americas

Tue 2/3

3:35 pm-4:55 pm

Nonstop2h 20m

$243

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Tue 12/2

1:57 pm-5:33 pm

Nonstop2h 36m

Punta Cana

Thu 12/4

2:05 am-11:39 am

1 stop10h 34m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 October 30, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 15% on flights from Florida Keys to Caribbean by exploring options for tickets in the evening.

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 October 30, 2025.
Get a feel of what it's like to fly with American Airlines, Spirit Airlines, and Frontier 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.
American Airlines
7.2
Good
11,034 reviews

Comfort

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,034 reviews
American Airlines
7.2
Good
11,034 reviews

Comfort

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
Spirit Airlines
6.3
Okay
8,116 reviews
American Airlines
7.2
Good
11,034 reviews

Comfort

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
Frontier
5.8
Fair
3,123 reviews
American Airlines
7.2
Good
11,034 reviews

Comfort

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
Bahamasair
5.7
Fair
64 reviews
American Airlines
7.2
Good
11,034 reviews

Comfort

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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.

  • How long is the flight from Florida Keys to Caribbean?

    Arajet, Southwest, and Delta can get you from Florida Keys to Caribbean in just under 2h 36m. Your travel time can differ by up to 4h 41m. The distance from Florida Keys to Caribbean is about 910 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $94 on Delta. Other airlines that offer cheap prices include American Airlines from $96 and Spirit Airlines from $99 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.

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$360Average$526FlexibilityNo cancel feeOn-time71%

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