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Cayman Islands

$476+ Cheap flights from Fort Myers (RSW) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — GCM
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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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 August 18, 2025.

Round-trip from

$476
(Southwest)
From Fort Myers SW Florida Intl to Cayman Islands
Search Deals

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 August 18, 2025.

This Southwest deal was found by Cheapflights users on 8/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amRSW - GCM
1 stop6h 00mSouthwest
Mon 12/81:30 pmGCM - RSW
1 stop8h 20mSouthwest
Deal found 8/16$536
This Expedia deal was found by Cheapflights users on 8/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:40 pmRSW - GCM
1 stop15h 40mMultiple Airlines
Mon 12/86:50 pmGCM - RSW
2 stops46h 37mMultiple Airlines
Deal found 8/16$597
This Delta deal was found by Cheapflights users on 8/16. 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.
Sat 9/65:35 amRSW - GCM
1 stop7h 02mDelta
Sat 9/1312:52 pmGCM - RSW
1 stop10h 42mDelta
Deal found 8/16$600
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/57:05 amRSW - GCM
1 stop6h 25mUnited Airlines
Sat 10/111:35 pmGCM - RSW
1 stop7h 05mUnited Airlines
Deal found 8/16$649
This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3011:40 amRSW - GCM
2 stops28h 50mMultiple Airlines
Sat 9/68:50 amGCM - RSW
3 stops26h 01mMultiple Airlines
Deal found 8/17$912
This Expedia deal was found by Cheapflights users on 8/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:40 pmRSW - GCM
2 stops19h 51mJetBlue
Mon 12/83:40 pmGCM - RSW
2 stops22h 31mJetBlue
Deal found 8/16$1,380

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 August 18, 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

Mon 1/5

7:15 am-12:35 pm

1 stop5h 20m

George Town Owen Roberts Intl

Sat 1/10

1:25 pm-9:20 pm

1 stop7h 55m

$476

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 12/6

7:00 am-1:00 pm

1 stop6h 00m

George Town Owen Roberts Intl

Mon 12/8

1:30 pm-9:50 pm

1 stop8h 20m

$536

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 12/6

8:40 pm-12:20 pm

1 stop15h 40m

George Town Owen Roberts Intl

Mon 12/8

6:50 pm-5:27 pm

2 stops46h 37m

$597

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 9/6

5:35 am-11:37 am

1 stop7h 02m

George Town Owen Roberts Intl

Sat 9/13

12:52 pm-12:34 am

1 stop10h 42m

$600

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sun 10/5

7:05 am-12:30 pm

1 stop6h 25m

George Town Owen Roberts Intl

Sat 10/11

1:35 pm-9:40 pm

1 stop7h 05m

$649

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 8/30

11:40 am-3:30 pm

2 stops28h 50m

George Town Owen Roberts Intl

Sat 9/6

8:50 am-11:51 am

3 stops26h 01m

$912

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 12/6

6:40 pm-2:31 pm

2 stops19h 51m

George Town Owen Roberts Intl

Mon 12/8

3:40 pm-2:11 pm

2 stops22h 31m

$1,380

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

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 August 18, 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
8.0
Very good
7,981 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

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 5h 20m. Fly via Southwest, Delta, or United Airlines 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.

  • What is the cheapest month to book a flight from Fort Myers to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Fort Myers to Cayman Islands (average of $467). Flying from Fort Myers to Cayman Islands in March is currently the most expensive (average of $594). 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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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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$452Average$570FlexibilityNo cancel feeOn-timeN/A

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