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Cayman Islands

$516+ Cheap flights from Tallahassee (TLH) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — GCM
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
1 adult, Economy
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Cheap flight deals from Tallahassee to Cayman Islands

Keep the following information in mind while searching for Tallahassee to Cayman Islands flight deals. Data was last updated January 6, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$516
(American Airlines)
Provider with most accurate pricing for Tallahassee-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Tallahassee-George Town Owen Roberts Intl flights.
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From Tallahassee to Cayman Islands
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Find flight deals from Tallahassee to Cayman Islands

Cheapest flights from Tallahassee to Cayman Islands
Explore the most affordable flight options available from Tallahassee to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 6, 2026.

This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 amTLH - GCM
1 stop9h 25mAmerican Airlines
Fri 2/278:45 amGCM - TLH
1 stop11h 33mAmerican Airlines
Deal found 1/5$516
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/215:30 amTLH - GCM
1 stop7h 10mDelta
Fri 1/232:05 pmGCM - TLH
1 stop6h 40mDelta
Deal found 1/5$727
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/216:00 amTLH - GCM
2 stops14h 20mAmerican Airlines
Fri 1/233:45 pmGCM - TLH
1 stop8h 12mAmerican Airlines
Deal found 1/5$732

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tallahassee 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 6, 2026.
Use the filters below to find and compare flights from Tallahassee to the Cayman Islands that are best for you.

Fly from

Tallahassee

Fly to

Cayman Islands

Route

Depart

Return

Price

TallahasseeGeorge Town

TLH - GCM

TLHGCM

Tallahassee

Tue 2/24

6:04 am-8:15 pm

1 stop14h 11m

George Town Owen Roberts Intl

Fri 2/27

12:55 pm-11:59 pm

1 stop11h 04m

$516

TallahasseeGeorge Town

TLH - GCM

TLHGCM

Tallahassee

Wed 1/21

7:21 am-12:40 pm

1 stop5h 19m

George Town Owen Roberts Intl

Fri 1/23

2:05 pm-10:20 pm

1 stop8h 15m

$727

TallahasseeGeorge Town

TLH - GCM

TLHGCM

Tallahassee

Wed 1/21

7:00 am-8:20 pm

2 stops13h 20m

George Town Owen Roberts Intl

Fri 1/23

1:05 pm-7:57 pm

1 stop6h 52m

$732

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

Best time to book a flight from Tallahassee to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Tallahassee 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 Tallahassee to the Cayman Islands
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Tallahassee 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 Tallahassee to Cayman Islands?

    Located just 5.0 mi from the city center, Tallahassee (TLH) is the airport most travelers will use when flying to Cayman Islands from Tallahassee.

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

    Airlines like American Airlines fly from Tallahassee to Cayman Islands in about 14h 11m. The time it takes to get you to your destination can typically vary by up to . The distance between Tallahassee and Cayman Islands is about 789 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Tallahassee 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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