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Cayman Islands

$91+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$283
(Delta)

One-way from

$91
(Priceline)

Popular in

December

Cheapest in

September

Average price

$370
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. 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 November 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 November 6, 2025.

This Delta deal was found by Cheapflights users on 11/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:30 amTPA - GCM
1 stop7h 05mDelta
Mon 12/223:42 pmGCM - TPA
1 stop7h 21mDelta
Deal found 11/6$290
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:09 amTPA - GCM
1 stop5h 36mSpirit Airlines
Sun 12/142:40 pmGCM - TPA
1 stop16h 31mSpirit Airlines
Deal found 11/6$308
This CheapOair deal was found by Cheapflights users on 11/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:30 pmTPA - GCM
Nonstop1h 50mCayman Airways
Fri 12/1211:25 amGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 11/6$326
This CheapOair deal was found by Cheapflights users on 11/5. 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 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 11/5$331
This CheapOair deal was found by Cheapflights users on 11/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/62:15 pmTPA - GCM
Nonstop1h 50mCayman Airways
Sun 12/1412:40 pmGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 11/5$336
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:09 amTPA - GCM
1 stop5h 36mMultiple Airlines
Sun 12/142:40 pmGCM - TPA
2 stops28h 06mMultiple Airlines
Deal found 11/6$340
This American Airlines deal was found by Cheapflights users on 11/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amTPA - GCM
1 stop6h 24mAmerican Airlines
Wed 12/101:25 pmGCM - TPA
1 stop4h 40mAmerican Airlines
Deal found 11/4$358
This CheapOair deal was found by Cheapflights users on 11/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/13:30 pmTPA - GCM
Nonstop1h 50mCayman Airways
Fri 12/511:25 amGCM - TPA
Nonstop1h 50mCayman Airways
Deal found 11/5$361
This Delta deal was found by Cheapflights users on 11/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:30 amTPA - GCM
1 stop6h 05mDelta
Fri 12/121:50 pmGCM - TPA
1 stop10h 29mDelta
Deal found 11/6$369
This Mytrip deal was found by Cheapflights users on 11/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/510:36 pmTPA - GCM
2 stops18h 19mMultiple Airlines
Mon 12/812:40 pmGCM - TPA
Nonstop1h 50mMultiple Airlines
Deal found 11/6$372
This CheapOair deal was found by Cheapflights users on 11/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:25 amTPA - GCM
1 stop5h 30mJetBlue
Sun 12/143:40 pmGCM - TPA
1 stop18h 53mJetBlue
Deal found 11/6$381
This Cayman Airways deal was found by Cheapflights users on 11/4. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/293:30 pmTPA - LYB
1 stop16h 10mCayman Airways
Wed 12/314:00 pmLYB - TPA
1 stop22h 30mCayman Airways
Deal found 11/4$638

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 November 6, 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

Mon 1/12

5:30 am-12:40 pm

1 stop7h 10m

George Town Owen Roberts Intl

Fri 1/16

2:05 pm-9:12 pm

1 stop7h 07m

$283

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Sat 1/10

5:30 am-2:00 pm

1 stop8h 30m

George Town Owen Roberts Intl

Fri 1/16

2:05 pm-9:12 pm

1 stop7h 07m

$283

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Thu 12/18

5:30 am-12:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Mon 12/22

1:52 pm-8:27 pm

1 stop6h 35m

$290

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Tue 1/13

8:30 am-1:55 pm

1 stop5h 25m

George Town Owen Roberts Intl

Thu 1/22

3:30 pm-9:36 pm

1 stop6h 06m

$340

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Sat 2/21

5:30 am-11:00 am

1 stop5h 30m

George Town Owen Roberts Intl

Wed 2/25

2:00 pm-12:01 am

1 stop10h 01m

$340

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Wed 12/3

6:00 am-12:24 pm

1 stop6h 24m

George Town Owen Roberts Intl

Wed 12/10

1:25 pm-6:05 pm

1 stop4h 40m

$358

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Sun 1/11

7:00 am-2:35 pm

1 stop7h 35m

George Town Owen Roberts Intl

Tue 1/20

3:30 pm-9:36 pm

1 stop6h 06m

$371

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Fri 3/6

2:15 pm-4:05 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Sat 3/7

11:25 am-1:15 pm

Nonstop1h 50m

$396

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Sun 1/11

3:30 pm-5:20 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Thu 1/22

12:40 pm-2:30 pm

Nonstop1h 50m

$396

TampaGeorge Town

TPA - GCM

TPAGCM

Tampa

Sat 2/28

2:15 pm-4:05 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Mon 3/9

12:40 pm-3:30 pm

Nonstop1h 50m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

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, August is the cheapest month in which you can book a flight from Clearwater to Cayman Islands (average of $241). 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 November 6, 2025.

It’s optimal to fly from Clearwater to Cayman Islands at noon. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight in the evening.

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 November 6, 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
11,040 reviews

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Crew

8.0

Food

6.4

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
11,040 reviews
American Airlines
7.2
Good
11,040 reviews

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Crew

8.0

Food

6.4

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 Delta and Cayman Airways fly from Clearwater to Cayman Islands in about 7h 10m. The time it takes to get you to your destination can typically vary by up to 19h 05m. There are 604 mi between Clearwater and Cayman Islands. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Clearwater to Cayman Islands one-way?

    One-way options have recently been found by users for as low as $91 on JetBlue. Other airlines that offer cheap prices include Delta from $118 and American Airlines from $153 one-way.

  • 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 $236, our data indicates the cheapest price to be $206. The most popular route (Tampa - George Town Owen Roberts Intl), is priced around $290.

  • 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, August is the cheapest month in which you can book a flight from Clearwater to Cayman Islands (average of $241). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$325Average$366FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$363Average$475FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$451Average$594FlexibilityNo cancel feeOn-time63%

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