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$79+ Cheap flights from Fort Myers (RSW) 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
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Cheap flight deals from Fort Myers to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 17, 2025.

Round-trip from

$124
(Frontier)

One-way from

$79
(Trip.com)
From Fort Myers SW Florida Intl to Caribbean
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One-way flight from Fort Myers SW Florida Intl to Caribbean
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Find flight deals from Fort Myers to Caribbean

Cheapest flights from Fort Myers to Caribbean
Explore the most affordable flight options available from Fort Myers to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 17, 2025.

This Frontier deal was found by Cheapflights users on 1/14. 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 2/2810:40 amRSW - SJU
1 stop14h 52mFrontier
Mon 3/36:15 amSJU - RSW
1 stop13h 40mFrontier
Deal found 1/14$124
This CheapOair deal was found by Cheapflights users on 1/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/110:02 amRSW - SJU
1 stop10h 39mMultiple Airlines
Sat 2/89:26 pmSJU - RSW
1 stop13h 03mMultiple Airlines
Deal found 1/15$177
This Mytrip deal was found by Cheapflights users on 1/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/810:52 amRSW - SJU
2 stops21h 29mSpirit Airlines
Tue 2/118:40 pmSJU - RSW
2 stops22h 43mSpirit Airlines
Deal found 1/15$233
This Gotogate deal was found by Cheapflights users on 1/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/210:28 pmRSW - PUJ
1 stop13h 32mFrontier
Sun 2/92:15 pmPUJ - RSW
1 stop30h 44mFrontier
Deal found 1/15$239
This FlightHub deal was found by Cheapflights users on 1/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/277:58 pmRSW - SDQ
1 stop14h 46mFrontier
Mon 3/3112:04 pmSDQ - RSW
1 stop22h 34mFrontier
Deal found 1/16$273
This Mytrip deal was found by Cheapflights users on 1/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/58:00 amRSW - STT
3 stops25h 46mSpirit Airlines
Tue 2/1111:51 amSTT - RSW
3 stops31h 32mSpirit Airlines
Deal found 1/16$306
This American Airlines deal was found by Cheapflights users on 1/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:52 pmRSW - SJU
1 stop14h 58mAmerican Airlines
Thu 11/64:50 pmSJU - RSW
1 stop17h 15mAmerican Airlines
Deal found 1/16$335
This Delta deal was found by Cheapflights users on 1/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/279:43 amRSW - SJU
1 stop9h 56mDelta
Wed 4/3012:55 pmSJU - RSW
1 stop8h 23mDelta
Deal found 1/15$345
This Mytrip deal was found by Cheapflights users on 1/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/310:00 amRSW - STT
2 stops23h 46mMultiple Airlines
Sun 2/92:43 pmSTT - RSW
2 stops24h 12mMultiple Airlines
Deal found 1/16$370
This JetBlue deal was found by Cheapflights users on 1/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/57:30 pmRSW - SJU
1 stop7h 20mJetBlue
Tue 2/1111:45 amSJU - RSW
1 stop10h 25mJetBlue
Deal found 1/15$380
This Delta deal was found by Cheapflights users on 1/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/96:50 amRSW - NAS
1 stop8h 35mDelta
Wed 7/162:20 pmNAS - RSW
1 stop8h 43mDelta
Deal found 1/16$386
This Priceline deal was found by Cheapflights users on 1/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/226:00 amRSW - PUJ
2 stops15h 00mMultiple Airlines
Tue 1/282:15 pmPUJ - RSW
1 stop30h 44mMultiple Airlines
Deal found 1/15$398

Find flights from Fort Myers to Caribbean within your budget

Customize your flight search to find flights from Fort Myers 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 January 17, 2025.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Fri 2/28

10:40 am-2:32 am

1 stop14h 52m

San Juan Luis Munoz Marin Intl

Mon 3/3

6:15 am-6:55 pm

1 stop13h 40m

$124

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sat 2/1

10:02 am-9:41 pm

1 stop10h 39m

San Juan Luis Munoz Marin Intl

Fri 2/7

9:26 pm-9:29 am

1 stop13h 03m

$177

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sat 2/8

10:52 am-9:21 am

2 stops21h 29m

San Juan Luis Munoz Marin Intl

Tue 2/11

8:40 pm-6:23 pm

2 stops22h 43m

$233

Fort MyersPunta Cana

RSW - PUJ

RSWPUJ

Fort Myers SW Florida Intl

Sun 2/2

10:28 pm-1:00 pm

1 stop13h 32m

Punta Cana

Sun 2/9

2:15 pm-7:59 pm

1 stop30h 44m

$239

Fort MyersSanto Domingo

RSW - SDQ

RSWSDQ

Fort Myers SW Florida Intl

Thu 3/27

7:58 pm-10:44 am

1 stop14h 46m

Santo Domingo Las Americas

Mon 3/31

12:04 pm-10:38 am

1 stop22h 34m

$273

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Wed 2/5

8:00 am-10:46 am

3 stops25h 46m

Saint Thomas Island Cyril E King

Tue 2/11

11:51 am-6:23 pm

3 stops31h 32m

$306

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sun 4/27

9:43 am-7:39 pm

1 stop9h 56m

San Juan Luis Munoz Marin Intl

Wed 4/30

12:55 pm-9:18 pm

1 stop8h 23m

$345

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Thu 4/24

7:40 pm-4:50 am

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Tue 4/29

7:15 am-10:20 pm

1 stop15h 05m

$355

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Mon 2/3

10:00 am-10:46 am

2 stops23h 46m

Saint Thomas Island Cyril E King

Sun 2/9

2:43 pm-1:55 pm

2 stops24h 12m

$370

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Wed 2/5

7:30 pm-3:50 am

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Tue 2/11

11:45 am-9:10 pm

1 stop10h 25m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

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

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

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

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

Currently, September is the cheapest month in which you can book a flight from Fort Myers to Caribbean (average of $254). Flying from Fort Myers to Caribbean in March is currently the most expensive (average of $378). 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.

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

Find hourly flight availability from Fort Myers 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 January 17, 2025.

When flying from Fort Myers to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 17, 2025.
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,964 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

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

  • What airport do you fly from for flights from Fort Myers to Caribbean?

    Most people fly from Fort Myers SW Florida Intl (RSW) if they book a flight from Fort Myers to Caribbean. Fort Myers SW Florida Intl is conveniently located just 10.0 mi from Fort Myers’s city center.

  • What are the cheapest airlines to fly from Fort Myers to Caribbean one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $79. Spirit Airlines flights start at $115 while deals on JetBlue start at $148 one-way.

  • What are the most popular routes from Fort Myers to Caribbean?

    When deciding which route to take from Fort Myers to Caribbean consider Fort Myers SW Florida Intl - San Juan Luis Munoz Marin Intl, Fort Myers SW Florida Intl - Montego Bay Sangster Intl or Fort Myers SW Florida Intl - Nassau Intl as they are the most popular.

  • Can I find deals for flights from Fort Myers to Caribbean that include hotel bookings?

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

  • How can I find direct flights from Fort Myers to Caribbean?

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

  • Can I find deals for business class flights from Fort Myers to Caribbean?

    Yes. Cheapflights offers flight deals from Fort Myers 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 Fort Myers to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Fort Myers to Caribbean (average of $254). Flying from Fort Myers to Caribbean in March is currently the most expensive (average of $378). 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

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Alternative routes for Fort Myers to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Fort Myers to Caribbean

Discover the top 6 airlines that operate flights from Fort Myers 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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$114Average$181FlexibilityNo cancel feeOn-time65%
FrontierCheapest$122Average$208FlexibilityNo cancel feeOn-time62%
DeltaCheapest$224Average$582FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$580FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$346Average$557FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$418Average$501FlexibilityNo cancel feeOn-time62%
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