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Cayman Islands

$56+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap 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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$238
(Priceline)

One-way from

$56
(Priceline)

Popular in

December

Cheapest in

September

Average price

$355
Provider with most accurate pricing for Tampa-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Tampa-George Town Owen Roberts Intl flights.
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From Clearwater to Cayman Islands
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One-way flight from Clearwater to Cayman Islands
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Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 January 8, 2026.

This Priceline deal was found by Cheapflights users on 1/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/248:38 amTPA - GCM
1 stop5h 00mSpirit Airlines
Thu 1/292:49 pmGCM - TPA
1 stop6h 00mSpirit Airlines
Deal found 1/5$238
This Priceline deal was found by Cheapflights users on 1/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/108:38 amTPA - GCM
1 stop5h 00mSpirit Airlines
Thu 1/222:49 pmGCM - TPA
1 stop6h 00mSpirit Airlines
Deal found 1/6$247
This FlightHub deal was found by Cheapflights users on 1/7. 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.
Thu 1/298:38 amTPA - GCM
1 stop5h 15mSpirit Airlines
Thu 2/52:49 pmGCM - TPA
1 stop6h 00mSpirit Airlines
Deal found 1/7$249
This Expedia deal was found by Cheapflights users on 1/5. 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 1/248:38 amTPA - GCM
1 stop5h 00mMultiple Airlines
Tue 1/273:30 pmGCM - TPA
1 stop6h 06mMultiple Airlines
Deal found 1/5$254
This FlightHub deal was found by Cheapflights users on 1/7. 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.
Thu 2/58:38 amTPA - GCM
1 stop5h 15mSpirit Airlines
Sun 2/82:49 pmGCM - TPA
1 stop6h 00mSpirit Airlines
Deal found 1/7$261
This Expedia deal was found by Cheapflights users on 1/6. 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 1/178:38 amTPA - GCM
1 stop5h 00mMultiple Airlines
Tue 1/203:30 pmGCM - TPA
1 stop6h 06mMultiple Airlines
Deal found 1/6$263
This FlightHub deal was found by Cheapflights users on 1/8. 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.
Thu 1/228:38 amTPA - GCM
1 stop5h 15mSpirit Airlines
Sun 1/252:49 pmGCM - TPA
1 stop6h 00mSpirit Airlines
Deal found 1/8$269
This Priceline deal was found by Cheapflights users on 1/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/298:38 amTPA - GCM
1 stop5h 15mSpirit Airlines
Sun 2/12:49 pmGCM - TPA
1 stop6h 00mSpirit Airlines
Deal found 1/5$271
This FlightHub deal was found by Cheapflights users on 1/8. 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.
Sun 1/258:38 amTPA - GCM
1 stop5h 15mSpirit Airlines
Thu 1/292:49 pmGCM - TPA
1 stop6h 00mSpirit Airlines
Deal found 1/8$280
This Priceline deal was found by Cheapflights users on 1/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/128:30 amTPA - GCM
1 stop5h 13mSpirit Airlines
Sun 2/152:49 pmGCM - TPA
1 stop6h 11mSpirit Airlines
Deal found 1/6$283
This JetBlue deal was found by Cheapflights users on 1/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:00 amTPA - GCM
1 stop5h 50mJetBlue
Sat 2/282:50 pmGCM - TPA
1 stop7h 15mJetBlue
Deal found 1/7$289
This Gotogate deal was found by Cheapflights users on 1/8. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/123:30 pmTPA - LYB
1 stop16h 10mCayman Airways
Sun 2/158:50 amLYB - TPA
1 stop5h 40mCayman Airways
Deal found 1/8$448

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 January 8, 2026.
Use the filters below to find and compare flights from Clearwater to the Cayman Islands that are best for you.

Fly from

Clearwater

Fly to

Cayman Islands

Route

Depart

Return

Price

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 3/19

8:00 am-12:56 pm

1 stop5h 56m

George Town Owen Roberts Intl

Tue 3/24

2:25 pm-9:16 pm

1 stop5h 51m

$287

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Sat 2/21

8:00 am-1:50 pm

1 stop5h 50m

George Town Owen Roberts Intl

Sat 2/28

2:50 pm-10:05 pm

1 stop7h 15m

$289

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 2/5

8:38 am-1:53 pm

1 stop5h 15m

George Town Owen Roberts Intl

Sun 2/8

2:49 pm-8:49 pm

1 stop6h 00m

$291

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Sun 2/22

8:30 am-1:43 pm

1 stop5h 13m

George Town Owen Roberts Intl

Sun 3/1

2:49 pm-7:35 am

1 stop16h 46m

$313

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Sun 3/1

8:30 am-1:43 pm

1 stop5h 13m

George Town Owen Roberts Intl

Sun 3/8

1:49 pm-9:00 pm

1 stop6h 11m

$320

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 1/22

3:30 pm-5:20 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Sun 1/25

12:40 pm-2:30 pm

Nonstop1h 50m

$327

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 2/5

3:30 pm-5:20 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Thu 2/12

2:49 pm-9:00 pm

1 stop6h 11m

$330

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Fri 4/3

3:15 pm-4:05 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Thu 4/9

2:05 pm-9:15 pm

1 stop6h 10m

$340

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 1/22

8:38 am-1:53 pm

1 stop5h 15m

George Town Owen Roberts Intl

Mon 1/26

1:30 pm-11:02 pm

1 stop9h 32m

$340

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Fri 1/23

2:15 pm-4:05 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Tue 1/27

3:30 pm-9:36 pm

1 stop6h 06m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 23 results
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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 month to book a flight from Clearwater to Cayman Islands?

Currently, December is the cheapest month in which you can book a flight from Clearwater to Cayman Islands (average of $143). Flying from Clearwater to Cayman Islands in July is currently the most expensive (average of $355). 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.

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 January 8, 2026.

It’s optimal to fly from Clearwater to Cayman Islands in the afternoon. By choosing this option you can save up to 40% 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 January 8, 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
7.2
Good
11,095 reviews

Crew

8.0

Overall

7.2

Food

6.4

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,095 reviews
American Airlines
7.2
Good
11,095 reviews

Crew

8.0

Overall

7.2

Food

6.4

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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 JetBlue, Spirit Airlines, and Cayman Airways fly from Clearwater to Cayman Islands in about 5h 15m. The time it takes to get you to your destination can typically vary by up to 15h 15m. 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 $491, our data indicates the cheapest price to be $241. The most popular route (Tampa - George Town Owen Roberts Intl), is priced around $249.

  • 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.

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

    Currently, December is the cheapest month in which you can book a flight from Clearwater to Cayman Islands (average of $143). Flying from Clearwater to Cayman Islands in July is currently the most expensive (average of $355). 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 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$325Average$368FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$363Average$475FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$474Average$618FlexibilityNo cancel feeOn-time63%

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