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Cayman Islands

$131+ Cheap flights from Clearwater, FL 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
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Cheap flight deals from Clearwater to Cayman Islands

Cheapest flights from Clearwater to Cayman Islands
Explore the most affordable flight options available from Clearwater to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.

This CheapOair deal was found by Cheapflights users on 5/20. 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.
Thu 10/294:30 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Mon 11/212:40 pm
GCM
-
TPA
Nonstop2h 50m
Cayman Airways
Deal found 5/20$327
This CheapOair deal was found by Cheapflights users on 5/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/44:30 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Sun 6/712:40 pm
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/17$337
This CheapOair deal was found by Cheapflights users on 5/20. 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.
Thu 9/34:30 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Mon 9/712:40 pm
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/20$343
This CheapOair deal was found by Cheapflights users on 5/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/293:15 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Fri 6/511:25 am
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/18$348
This eDestinos deal was found by Cheapflights users on 5/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/193:15 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Mon 6/2212:40 pm
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/18$349
This CheapOair deal was found by Cheapflights users on 5/20. 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 8/13:15 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Thu 8/612:40 pm
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/20$368
This CheapOair deal was found by Cheapflights users on 5/20. 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.
Fri 7/103:15 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Sat 7/1811:25 am
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/20$379
This SmartFares deal was found by Cheapflights users on 5/17. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/143:30 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Thu 12/1712:40 pm
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/17$380
This FlightHub deal was found by Cheapflights users on 5/20. 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.
Fri 12/112:15 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Fri 12/1811:25 am
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/20$385
This Kiwi.com deal was found by Cheapflights users on 5/18. 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.
Fri 7/33:15 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Sat 7/411:25 am
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/18$394
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
Fri 7/33:15 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Fri 7/1011:25 am
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/20$395
This Expedia deal was found by Cheapflights users on 5/19. 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.
Fri 8/143:15 pm
TPA
-
GCM
Nonstop1h 50m
Cayman Airways
Mon 8/1712:40 pm
GCM
-
TPA
Nonstop1h 50m
Cayman Airways
Deal found 5/19$397

Find flight deals from Clearwater to Cayman Islands

Keep the following information in mind while searching for Clearwater to Cayman Islands flight deals. Data was last updated May 20, 2026.

Round-trip from

$327
(CheapOair)

One-way from

$131
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$337
From Clearwater to Cayman Islands
Search Deals
One-way flight from Clearwater to Cayman Islands
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Clearwater 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 May 20, 2026.
Use the filters below to find and compare flights from Clearwater to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Wed 7/29

6:00 am-4:10 pm

1 stop11h 10m

George Town Owen Roberts Intl

Wed 8/5

2:10 pm-9:58 pm

1 stop6h 48m

$416
Quickest round-trip

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 7/2

4:30 pm-5:20 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Fri 7/10

11:25 am-2:15 pm

Nonstop1h 50m

$477

TampaLittle Cayman

TPA - LYB

TPALYB

Tampa

Mon 8/31

4:30 pm-3:05 pm

1 stop23h 35m

Little Cayman

Wed 9/2

4:00 pm-3:30 pm

1 stop22h 30m

$479

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Mon 6/15

7:38 pm-11:01 am

1 stop16h 23m

George Town Owen Roberts Intl

Sun 6/21

5:12 pm-8:15 am

1 stop14h 03m

$511

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 6/4

8:00 am-12:45 pm

1 stop5h 45m

George Town Owen Roberts Intl

Mon 6/8

12:40 pm-3:30 pm

Nonstop1h 50m

$513

TampaLittle Cayman

TPA - LYB

TPALYB

Tampa

Mon 6/1

4:30 pm-8:35 am

2 stops41h 05m

Little Cayman

Sat 6/6

4:05 pm-3:30 pm

1 stop22h 25m

$515

TampaLittle Cayman

TPA - LYB

TPALYB

Tampa

Fri 6/5

3:15 pm-10:10 am

1 stop19h 55m

Little Cayman

Sun 6/7

7:50 am-3:30 pm

2 stops30h 40m

$515

TampaLittle Cayman

TPA - LYB

TPALYB

Tampa

Sun 5/31

4:30 pm-3:50 pm

2 stops24h 20m

Little Cayman

Sun 6/7

10:50 am-3:30 pm

2 stops27h 40m

$521

TampaLittle Cayman

TPA - LYB

TPALYB

Tampa

Thu 6/4

4:30 pm-3:50 pm

2 stops24h 20m

Little Cayman

Thu 6/11

3:15 pm-2:15 pm

2 stops46h 00m

$521

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Fri 7/10

4:51 pm-10:55 am

2 stops19h 04m

George Town Owen Roberts Intl

Sat 7/18

4:07 pm-8:08 am

1 stop15h 01m

$525

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/16

Showing 1-10 of 25 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Clearwater to Cayman Islands

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

What is the cheapest time of day to fly from CL9 to KY?

Find hourly flight availability from Clearwater to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 20, 2026.

It’s optimal to fly from Clearwater to Cayman Islands in the afternoon. By choosing this option you can save up to 41% on the cost of your flight, compared to a flight in the morning.

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 May 20, 2026.
Get a feel of what it's like to fly with American Airlines from Clearwater 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.
American Airlines
7.1
Good
11,641 reviews

Crew

7.9

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,641 reviews
American Airlines
7.1
Good
11,641 reviews

Crew

7.9

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

Related info for your journey

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

  • How long is the flight from Clearwater to Cayman Islands?

    Airlines like American Airlines and Cayman Airways fly from Clearwater to Cayman Islands in about 1h 50m. The time it takes to get you to your destination can typically vary by up to 9h 20m. There are 604 mi between Clearwater and Cayman Islands. This flight may include one or multiple stops.

  • What are the cheapest flights from Clearwater to Cayman Islands?

    Looking for the cheapest flight from Clearwater to Cayman Islands? While on average our users pay $612, our data indicates the cheapest price to be $532. The most popular route (Tampa - George Town Owen Roberts Intl), is priced around $327.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Clearwater 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Clearwater to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Clearwater to Cayman Islands

Discover the top 3 airlines that operate flights from Clearwater 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 May 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$316Average$366FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$343Average$476FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$460Average$612FlexibilityNo cancel feeOn-time63%

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