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Cayman Islands

$135+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
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 August 18, 2025.

Round-trip from

$309
(FlightHub)

One-way from

$135
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$395
From Clearwater to Cayman Islands
Search Deals
One-way flight from Clearwater to Cayman Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 18, 2025.

This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:46 amTPA - GCM
1 stop4h 14mSpirit Airlines
Sun 12/711:55 amGCM - TPA
1 stop10h 23mSpirit Airlines
Deal found 8/16$309
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/204:30 pmTPA - GCM
Nonstop1h 50mCayman Airways
Mon 10/2712:40 pmGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/17$315
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/103:15 pmTPA - GCM
Nonstop1h 50mCayman Airways
Mon 10/1312:40 pmGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/17$325
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:46 amTPA - GCM
1 stop4h 14mSpirit Airlines
Sun 12/1411:55 amGCM - TPA
1 stop10h 23mSpirit Airlines
Deal found 8/17$329
This CheapOair deal was found by Cheapflights users on 8/18. 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.
Mon 12/83:30 pmTPA - GCM
Nonstop1h 50mCayman Airways
Mon 12/1512:40 pmGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/18$330
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/43:15 pmTPA - GCM
Nonstop1h 50mCayman Airways
Sat 10/1111:25 amGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/17$335
This CheapOair deal was found by Cheapflights users on 8/18. 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.
Thu 8/284:30 pmTPA - GCM
Nonstop1h 50mCayman Airways
Mon 9/112:40 pmGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/18$345
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/303:15 pmTPA - GCM
Nonstop1h 50mCayman Airways
Sat 9/611:25 amGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/17$350
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/293:15 pmTPA - GCM
Nonstop1h 45mCayman Airways
Mon 9/112:40 pmGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/17$355
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/223:15 pmTPA - GCM
Nonstop1h 45mCayman Airways
Sun 8/2412:40 pmGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/17$365
This Trip.com deal was found by Cheapflights users on 8/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/163:30 pmTPA - GCM
Nonstop1h 50mCayman Airways
Thu 11/2012:40 pmGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/18$380
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:15 pmTPA - GCM
Nonstop1h 50mCayman Airways
Mon 12/1512:40 pmGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 8/17$384

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 August 18, 2025.
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 12/4

6:46 am-11:00 am

1 stop4h 14m

George Town Owen Roberts Intl

Sun 12/7

11:55 am-10:18 pm

1 stop10h 23m

$309

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Mon 10/20

4:30 pm-5:20 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Mon 10/27

12:40 pm-3:30 pm

Nonstop1h 50m

$315

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 9/11

4:30 pm-5:20 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Thu 9/18

12:40 pm-3:30 pm

Nonstop1h 50m

$315

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 11/13

3:30 pm-5:20 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Mon 11/17

12:40 pm-2:30 pm

Nonstop1h 50m

$315

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Fri 10/10

3:15 pm-4:05 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Mon 10/13

12:40 pm-3:30 pm

Nonstop1h 50m

$325

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 11/13

3:30 pm-5:20 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Sun 11/16

12:40 pm-2:30 pm

Nonstop1h 50m

$325

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 12/4

3:30 pm-5:20 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Sun 12/7

12:40 pm-2:30 pm

Nonstop1h 50m

$325

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Sat 12/6

6:46 am-11:00 am

1 stop4h 14m

George Town Owen Roberts Intl

Sun 12/14

11:55 am-10:18 pm

1 stop10h 23m

$329

TampaLittle Cayman

TPA - LYB

TPALYB

Tampa

Sat 11/1

3:15 pm-10:35 am

1 stop20h 20m

Little Cayman

Sat 11/8

4:05 pm-2:30 pm

1 stop22h 25m

$450

TampaLittle Cayman

TPA - LYB

TPALYB

Tampa

Mon 12/29

3:30 pm-7:40 am

1 stop16h 10m

Little Cayman

Wed 12/31

4:00 pm-2:30 pm

1 stop22h 30m

$557

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 19 results
1
2

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, January is the cheapest month in which you can book a flight from Clearwater to Cayman Islands (average of $467). Flying from Clearwater 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.

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 August 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Clearwater to Cayman Islands as you normally would.

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 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
10,000 reviews

Entertainment

6.9

Food

6.5

Comfort

7.2

Boarding

7.5

Crew

8.0

Overall

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.5

Comfort

7.2

Boarding

7.5

Crew

8.0

Overall

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 Spirit 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 2h 24m. 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 $731, our data indicates the cheapest price to be $581. The most popular route (Tampa - George Town Owen Roberts Intl), is priced around $309.

  • 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, January is the cheapest month in which you can book a flight from Clearwater to Cayman Islands (average of $467). Flying from Clearwater 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 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$326Average$465FlexibilityNo cancel feeOn-time52%
SouthwestCheapest$379Average$588FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$385Average$463FlexibilityNo cancel feeOn-time71%

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