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Cayman Islands

$131+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — GCM
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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Cheap flight deals from Fort Myers to Cayman Islands

Best flights from Fort Myers to Cayman Islands
Discover carefully curated flight deals from Fort Myers to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 4, 2025.

This Mytrip deal was found by Cheapflights users on 12/2. 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 1/178:55 pmRSW - GCM
3 stops16h 58mSpirit Airlines
Sat 1/242:34 pmGCM - RSW
2 stops20h 27mSpirit Airlines
Deal found 12/2$362
This Southwest deal was found by Cheapflights users on 12/3. 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.
Sun 1/117:10 amRSW - GCM
1 stop5h 45mSouthwest
Tue 1/201:50 pmGCM - RSW
1 stop7h 50mSouthwest
Deal found 12/3$428
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 1/178:50 pmRSW - GCM
1 stop16h 54mMultiple Airlines
Sat 1/242:34 pmGCM - RSW
2 stops20h 27mMultiple Airlines
Deal found 12/2$454
This Expedia deal was found by Cheapflights users on 12/2. 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 1/1710:10 amRSW - GCM
1 stop28h 22mJetBlue
Sat 1/243:55 pmGCM - RSW
1 stop18h 56mJetBlue
Deal found 12/2$458
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Fri 3/136:45 amRSW - GCM
1 stop9h 45mUnited Airlines
Mon 3/164:45 pmGCM - RSW
1 stop16h 57mUnited Airlines
Deal found 12/3$719
This Southwest deal was found by Cheapflights users on 12/4. 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 1/137:15 amRSW - GCM
1 stop5h 40mSouthwest
Tue 1/201:50 pmGCM - RSW
1 stop7h 50mSouthwest
Deal found 12/4$448
This Kiwi.com deal was found by Cheapflights users on 12/4. 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 1/137:45 pmRSW - GCM
2 stops39h 50mMultiple Airlines
Tue 1/205:25 pmGCM - RSW
1 stop17h 35mMultiple Airlines
Deal found 12/4$470

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 December 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$362
(Mytrip)

One-way from

$131
(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 December 4, 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 1/17

8:55 pm-1:53 pm

3 stops16h 58m

George Town Owen Roberts Intl

Sat 1/24

2:34 pm-11:01 am

2 stops20h 27m

$362

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sun 1/11

7:10 am-12:55 pm

1 stop5h 45m

George Town Owen Roberts Intl

Tue 1/20

1:50 pm-9:40 pm

1 stop7h 50m

$428

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Tue 1/13

7:15 am-12:55 pm

1 stop5h 40m

George Town Owen Roberts Intl

Tue 1/20

1:50 pm-9:40 pm

1 stop7h 50m

$448

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 1/17

8:50 pm-1:44 pm

1 stop16h 54m

George Town Owen Roberts Intl

Sat 1/24

2:34 pm-11:01 am

2 stops20h 27m

$454

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Sat 1/17

10:10 am-2:32 pm

1 stop28h 22m

George Town Owen Roberts Intl

Sat 1/24

3:55 pm-10:51 am

1 stop18h 56m

$458

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Tue 1/13

7:45 pm-11:35 am

2 stops39h 50m

George Town Owen Roberts Intl

Tue 1/20

5:25 pm-11:00 am

1 stop17h 35m

$470

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Fri 3/13

6:45 am-3:30 pm

1 stop9h 45m

George Town Owen Roberts Intl

Mon 3/16

4:45 pm-10:42 am

1 stop16h 57m

$719

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Wed 1/21

2:34 pm-1:53 pm

3 stops23h 19m

$151

Fort MyersGeorge Town

RSW - GCM

RSWGCM

Fort Myers SW Florida Intl

Wed 1/21

7:15 am-12:55 pm

1 stop5h 40m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

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 December 4, 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
8,011 reviews

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

7.9

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
8,011 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

7.9

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 45m. Fly via Spirit Airlines 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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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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$452Average$569FlexibilityNo cancel feeOn-timeN/A

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