HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$64+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Florida Keys to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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.
Thu 12/253:38 pmMIA - SJU
Nonstop2h 35mSpirit Airlines
Fri 1/1611:52 amSJU - MIA
Nonstop2h 58mSpirit Airlines
Deal found 12/17$136
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/2611:05 pmMIA - SJU
Nonstop2h 34mFrontier
Sun 12/283:54 amSJU - MIA
Nonstop3h 06mFrontier
Deal found 12/16$145
This Frontier deal was found by Cheapflights users on 12/17. 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 12/265:05 amMIA - SJU
Nonstop2h 34mFrontier
Mon 1/125:45 amSJU - MIA
Nonstop3h 06mFrontier
Deal found 12/17$146
This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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.
Thu 12/183:38 pmMIA - SJU
Nonstop2h 35mSpirit Airlines
Sun 12/2112:53 pmSJU - MIA
Nonstop2h 50mSpirit Airlines
Deal found 12/15$148
This Super.com deal was found by Cheapflights users on 12/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2911:05 pmMIA - SJU
Nonstop2h 34mFrontier
Tue 12/303:54 amSJU - MIA
Nonstop3h 06mFrontier
Deal found 12/16$154
This Priceline deal was found by Cheapflights users on 12/17. 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.
Sat 12/273:38 pmMIA - SJU
Nonstop2h 35mMultiple Airlines
Thu 1/154:35 pmSJU - MIA
1 stop9h 07mMultiple Airlines
Deal found 12/17$155
This Frontier deal was found by Cheapflights users on 12/17. 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.
Sat 12/2711:05 pmMIA - SJU
Nonstop2h 34mFrontier
Sun 12/289:49 amSJU - MIA
Nonstop3h 00mFrontier
Deal found 12/17$157
This Super.com deal was found by Cheapflights users on 12/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:05 amMIA - SJU
Nonstop2h 34mFrontier
Thu 1/810:47 pmSJU - MIA
Nonstop3h 02mFrontier
Deal found 12/17$158
This Frontier deal was found by Cheapflights users on 12/17. 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 12/2611:05 pmMIA - SJU
Nonstop2h 34mFrontier
Sun 12/289:49 amSJU - MIA
Nonstop3h 00mFrontier
Deal found 12/17$162
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/316:33 pmMIA - SDQ
1 stop7h 57mMultiple Airlines
Tue 1/2012:52 pmSDQ - MIA
Nonstop2h 35mMultiple Airlines
Deal found 12/16$241
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/246:33 pmMIA - SDQ
1 stop7h 57mMultiple Airlines
Mon 12/296:04 pmSDQ - MIA
Nonstop2h 35mMultiple Airlines
Deal found 12/16$245
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/291:25 pmMIA - SDQ
Nonstop2h 24mFrontier
Fri 1/93:02 pmSDQ - MIA
Nonstop2h 37mFrontier
Deal found 12/16$246

Find 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 December 18, 2025.

Round-trip from

$133
(Frontier)

One-way from

$64
(Super.com)
From Florida Keys to Caribbean
Search Deals
One-way flight from Florida Keys to Caribbean
Search Deals

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 December 18, 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

Mon 1/26

11:26 am-3:06 pm

Nonstop2h 40m

San Juan Luis Munoz Marin Intl

Thu 1/29

4:22 pm-12:47 am

1 stop9h 25m

$141

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Fri 12/26

5:05 am-8:39 am

Nonstop2h 34m

San Juan Luis Munoz Marin Intl

Mon 1/12

5:45 am-7:51 am

Nonstop3h 06m

$146

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 1/8

9:01 am-12:35 pm

Nonstop2h 34m

San Juan Luis Munoz Marin Intl

Sun 1/11

11:52 am-1:50 pm

Nonstop2h 58m

$165

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 1/22

3:25 pm-11:45 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Tue 1/27

6:27 pm-12:51 am

1 stop7h 24m

$185

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Sun 1/18

8:51 pm-3:35 pm

3 stops41h 44m

San Juan Luis Munoz Marin Intl

Mon 1/26

8:15 am-10:16 am

Nonstop3h 01m

$190

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 1/15

12:53 pm-11:40 pm

1 stop9h 47m

San Juan Luis Munoz Marin Intl

Mon 1/26

8:15 am-10:16 am

Nonstop3h 01m

$190

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Sun 12/28

5:05 am-8:39 am

Nonstop2h 34m

San Juan Luis Munoz Marin Intl

Wed 12/31

2:44 pm-8:24 pm

1 stop30h 40m

$218

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 2/12

2:04 pm-1:37 am

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Tue 2/17

2:59 am-12:57 pm

1 stop10h 58m

$224

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Sat 3/7

6:55 am-9:00 pm

1 stop13h 05m

San Juan Luis Munoz Marin Intl

Tue 3/17

5:55 am-11:45 am

1 stop5h 50m

$232

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Mon 1/19

5:53 pm-9:29 pm

Nonstop2h 36m

Punta Cana

Fri 1/23

1:01 pm-2:48 pm

Nonstop2h 47m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
1
2
3
...
6

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 December 18, 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 December 18, 2025.
Get a feel of what it's like to fly with American Airlines, Frontier, and Bahamasair 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
11,055 reviews

Crew

8.0

Food

6.5

Overall

7.2

Comfort

7.2

Boarding

7.5

Entertainment

6.9

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
11,055 reviews
American Airlines
7.2
Good
11,055 reviews

Crew

8.0

Food

6.5

Overall

7.2

Comfort

7.2

Boarding

7.5

Entertainment

6.9

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
3,081 reviews
American Airlines
7.2
Good
11,055 reviews

Crew

8.0

Food

6.5

Overall

7.2

Comfort

7.2

Boarding

7.5

Entertainment

6.9

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
65 reviews
American Airlines
7.2
Good
11,055 reviews

Crew

8.0

Food

6.5

Overall

7.2

Comfort

7.2

Boarding

7.5

Entertainment

6.9

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?

    Frontier, Delta, and Arajet can get you from Florida Keys to Caribbean in just under 2h 36m. Your travel time can differ by up to 4h 44m. 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 $40 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $45 and Arajet from $67 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

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.
Fort Lauderdale to Newark flights
Miami to John F Kennedy Intl flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Miami to LaGuardia flights
Fort Lauderdale to LaGuardia flights
Tampa to John F Kennedy Intl flights
Miami to Newark flights
Tampa to LaGuardia flights
Orlando to Luis Munoz Marin Intl flights
Orlando to Las Vegas flights
Orlando to Newark flights
Miami to Jose Maria Cordova Intl flights
West Palm Beach to Newark flights
Orlando to LaGuardia flights
Miami to Madrid flights
Tampa to Newark flights
Miami to Denver flights
Orlando to Denver flights
Fort Lauderdale to Las Vegas flights
Fort Lauderdale to Jose Maria Cordova Intl flights
Tampa to Luis Munoz Marin Intl flights
Orlando to Dallas/Fort Worth flights
Tampa to Denver flights
West Palm Beach to John F Kennedy Intl flights
Orlando to Punta Cana flights
Orlando to Los Angeles flights
Miami to Las Vegas flights
Miami to Cancún flights
Fort Lauderdale to Denver flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Jacksonville to John F Kennedy Intl flights
Miami to Mexico City flights
Tampa to Las Vegas flights
Orlando to Cancún flights
Fort Lauderdale to Santo Domingo flights
Miami to Bogotá flights
Fort Lauderdale to Dallas/Fort Worth flights
Miami to Santo Domingo flights
Miami to Punta Cana flights
Fort Lauderdale to Punta Cana flights
Miami to Los Angeles flights
Fort Lauderdale to Atlanta flights
Tampa to Dallas/Fort Worth flights
Orlando to Seattle flights
Fort Lauderdale to Los Angeles flights
Miami to Dallas/Fort Worth flights
Miami to Lima flights
Miami to Ministro Pistarini flights
Jacksonville to LaGuardia flights

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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$360Average$526FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.