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Cayman Islands

$241+ Cheap flights from Fort Myers (RSW) to the Cayman Islands

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 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — GCM
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Find flight deals from Fort Myers to Cayman Islands

Cheapest flights from Fort Myers to Cayman Islands
Explore the most affordable flight options available from Fort Myers to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Sat 11/222:40 pmRSW - GCM
1 stop23h 04mMultiple Airlines
Mon 11/242:50 pmGCM - RSW
1 stop20h 10mMultiple Airlines
Deal found 11/18$725

Cheap flight deals from Fort Myers to Cayman Islands

Keep the following information in mind while searching for Fort Myers to Cayman Islands flight deals. Data was last updated November 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$568
(Delta)

One-way from

$241
(Kiwi.com)
Provider with most accurate pricing for Fort Myers SW Florida Intl-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-George Town Owen Roberts Intl flights.
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From Fort Myers SW Florida Intl to Cayman Islands
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One-way flight from Fort Myers SW Florida Intl to Cayman Islands
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers to Cayman Islands 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 November 20, 2025.
Use the filters below to find and compare flights from Fort Myers to the Cayman Islands that are best for you.

Fly from

Fort Myers

Fly to

Cayman Islands

Route

Depart

Return

Price

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 1/31

7:20 pm-1:53 pm

2 stops18h 33m

George Town Owen Roberts Intl

Thu 2/5

2:49 pm-11:01 am

2 stops20h 12m

$385

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 1/31

6:55 pm-2:35 pm

1 stop19h 40m

George Town Owen Roberts Intl

Thu 2/5

3:40 pm-6:30 pm

1 stop26h 50m

$434

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 1/31

7:22 am-1:53 pm

2 stops30h 31m

George Town Owen Roberts Intl

Thu 2/5

2:50 pm-10:55 am

1 stop20h 05m

$463

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sun 3/1

5:35 am-12:35 pm

1 stop7h 00m

George Town Owen Roberts Intl

Sun 3/8

1:00 pm-11:04 pm

1 stop9h 04m

$568

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sun 2/8

5:35 am-12:40 pm

1 stop7h 05m

George Town Owen Roberts Intl

Mon 2/9

2:05 pm-11:03 pm

1 stop8h 58m

$611

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Fri 1/2

5:35 am-12:36 pm

1 stop7h 01m

George Town Owen Roberts Intl

Fri 1/9

2:05 pm-9:38 pm

1 stop7h 33m

$663

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Fri 1/2

3:18 pm-4:55 pm

3 stops25h 37m

George Town Owen Roberts Intl

Fri 1/9

1:30 pm-11:48 pm

2 stops34h 18m

$664

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sun 2/8

6:00 am-2:45 pm

2 stops8h 45m

George Town Owen Roberts Intl

Mon 2/9

3:45 pm-12:07 pm

2 stops20h 22m

$726

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sun 12/21

9:55 pm-11:35 am

2 stops37h 40m

$241

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Mon 12/29

9:10 pm-12:35 pm

2 stops15h 25m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 15 results
1
2

Best time to book a flight from Fort Myers to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands 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.

Cheapflights Insights

Everything you need to know about your flight from Fort Myers to the Cayman Islands
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated November 20, 2025.
Get a feel of what it's like to fly with Delta from Fort Myers to the Cayman Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,002 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Fort Myers to Cayman Islands. 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 Cayman Islands?

    For a flight from Fort Myers to Cayman Islands, you will be flying from SW Florida Intl. Fort Myers SW Florida Intl (RSW) is just 10.0 mi from the center of the city.

  • How long is the flight from Fort Myers to Cayman Islands?

    There are many flights that can get you from Fort Myers to Cayman Islands in 18h 33m. Fly via Spirit Airlines or JetBlue to get the fastest option. Airlines will cover a distance of 501 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Fort Myers to Cayman Islands 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

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Top airline flying from Fort Myers to Cayman Islands

Discover the top airline that operate flights from Fort Myers to Cayman Islands. 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$452Average$570FlexibilityNo cancel feeOn-timeN/A

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