HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$590+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — GCM
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Tallahassee to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 October 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$590
(American Airlines)
Provider with most accurate pricing for Tallahassee-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tallahassee-George Town Owen Roberts Intl flights.
Search Deals
From Tallahassee to Cayman Islands
Search Deals

Find flight deals from Tallahassee to Cayman Islands

Best flights from Tallahassee to Cayman Islands
Discover carefully curated flight deals from Tallahassee to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 2, 2025.

This American Airlines deal was found by Cheapflights users on 9/29. 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.
Mon 3/28:43 pmTLH - GCM
1 stop14h 58mAmerican Airlines
Fri 3/61:35 pmGCM - TLH
1 stop10h 30mAmerican Airlines
Deal found 9/29$590

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 October 2, 2025.
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

Mon 3/2

8:43 pm-11:41 am

1 stop14h 58m

George Town Owen Roberts Intl

Fri 3/6

1:35 pm-12:05 am

1 stop10h 30m

$590

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/29

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 58m. 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.

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Tallahassee to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
Orlando to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Miami to Luis Munoz Marin Intl flights
Miami to Santo Domingo flights
Fort Lauderdale to Santo Domingo flights
Fort Lauderdale to Montego Bay flights
Fort Lauderdale to Punta Cana flights
Orlando to Santiago de los Caballeros flights
Orlando to Montego Bay flights
Fort Lauderdale to Kingston flights
Miami to Punta Cana flights
Orlando to Santo Domingo flights
Orlando to Ponce flights
Miami to Nassau flights
Orlando to Punta Cana flights
Miami to Port of Spain flights
Miami to Oranjestad flights
Miami to Cap Haitien flights
Orlando to Aguadilla flights
Miami to Willemstad flights
Jacksonville to Luis Munoz Marin Intl flights
Miami to Havana flights
Fort Lauderdale to Nassau flights
Orlando to Nassau flights
Miami to Simpson Bay flights
Orlando to Oranjestad flights
West Palm Beach to Luis Munoz Marin Intl flights
Miami to Montego Bay flights
Miami to Saint Thomas Island flights
Miami to Providenciales flights
Miami to Bridgetown flights
Fort Lauderdale to Saint Thomas Island flights
Miami to Santiago de los Caballeros flights
Miami to Castries flights
Daytona Beach to Luis Munoz Marin Intl flights
Fort Lauderdale to Santiago de los Caballeros flights
Melbourne to Luis Munoz Marin Intl flights
Orlando to Saint Thomas Island flights
Tampa to Punta Cana flights
Jacksonville to Montego Bay flights
Tampa to Oranjestad flights
Miami to Road Town flights
Miami to Roseau flights
Miami to St. John's flights
Tampa to Santo Domingo flights
Miami to Kingston flights
Fort Lauderdale to Aguadilla flights
Miami to Georgetown flights
Tampa to Christiansted flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.