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Cayman Islands

$413+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — GCM
Feb 24 — Mar 31
Tue 2/24
Tue 3/3
1 adult, Economy
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Cheap 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 January 25, 2026.

This Flysmarter deal was found by Cheapflights users on 1/24. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:00 am
RSW
-
GCM
1 stop8h 35m
JetBlue
Sat 3/143:00 pm
GCM
-
RSW
1 stop17h 44m
JetBlue
Deal found 1/24$413
This Southwest deal was found by Cheapflights users on 1/24. 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.
Mon 2/239:15 pm
RSW
-
GCM
2 stops15h 40m
Southwest
Thu 2/261:50 pm
GCM
-
RSW
1 stop8h 50m
Southwest
Deal found 1/24$463
This Southwest deal was found by Cheapflights users on 1/25. 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.
Tue 2/247:15 am
RSW
-
GCM
1 stop5h 40m
Southwest
Tue 3/31:50 pm
GCM
-
RSW
1 stop7h 50m
Southwest
Deal found 1/25$533
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 1/288:50 pm
RSW
-
GCM
1 stop16h 54m
Multiple Airlines
Sat 1/312:34 pm
GCM
-
RSW
2 stops28h 07m
Multiple Airlines
Deal found 1/23$560
This Air Canada deal was found by Cheapflights users on 1/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/288:40 pm
RSW
-
GCM
1 stop15h 45m
Air Canada
Fri 1/301:30 pm
GCM
-
RSW
1 stop22h 00m
Air Canada
Deal found 1/24$567
This Delta deal was found by Cheapflights users on 1/24. 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.
Mon 2/235:35 am
RSW
-
GCM
1 stop6h 54m
Delta
Thu 2/261:54 pm
GCM
-
RSW
1 stop10h 39m
Delta
Deal found 1/24$571
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Tue 2/246:00 am
RSW
-
GCM
2 stops34h 05m
Multiple Airlines
Tue 3/35:25 pm
GCM
-
RSW
1 stop17h 30m
Multiple Airlines
Deal found 1/25$575
This Delta deal was found by Cheapflights users on 1/23. 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.
Tue 3/36:35 am
RSW
-
GCM
1 stop5h 54m
Delta
Sat 3/712:25 pm
GCM
-
RSW
1 stop12h 08m
Delta
Deal found 1/23$596
This Mytrip deal was found by Cheapflights users on 1/24. 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 1/288:40 pm
RSW
-
GCM
1 stop15h 45m
Multiple Airlines
Fri 1/304:45 pm
GCM
-
RSW
2 stops30h 39m
Multiple Airlines
Deal found 1/24$599

Find 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 January 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$413
(Flysmarter)
Provider with most accurate pricing for Fort Myers SW Florida Intl-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-George Town Owen Roberts Intl flights.
Search Deals
From Fort Myers SW Florida Intl to Cayman Islands
Search Deals

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 January 25, 2026.
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

Fri 3/6

6:00 am-2:35 pm

1 stop8h 35m

George Town Owen Roberts Intl

Sat 3/14

3:00 pm-9:44 am

1 stop17h 44m

$413

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Mon 2/23

9:15 pm-12:55 pm

2 stops15h 40m

George Town Owen Roberts Intl

Thu 2/26

1:50 pm-10:40 pm

1 stop8h 50m

$463

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Tue 2/24

7:15 am-12:55 pm

1 stop5h 40m

George Town Owen Roberts Intl

Tue 3/3

1:50 pm-9:40 pm

1 stop7h 50m

$533

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Mon 2/23

5:35 am-12:29 pm

1 stop6h 54m

George Town Owen Roberts Intl

Thu 2/26

1:54 pm-12:33 am

1 stop10h 39m

$571

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Tue 3/3

6:35 am-12:29 pm

1 stop5h 54m

George Town Owen Roberts Intl

Sat 3/7

12:25 pm-12:33 am

1 stop12h 08m

$596

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Fri 2/20

5:35 am-12:29 pm

1 stop6h 54m

George Town Owen Roberts Intl

Fri 2/27

1:54 pm-11:17 pm

1 stop9h 23m

$596

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sun 4/5

8:45 pm-12:44 pm

1 stop16h 59m

George Town Owen Roberts Intl

Sat 4/11

1:15 pm-8:24 am

2 stops18h 09m

$612

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

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.

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 8h 35m. Fly via JetBlue or Southwest 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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