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Grand Cayman

$590+ Cheap flights from Tallahassee (TLH) to Grand Cayman

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 24 — Dec 11
Mon 11/24
Mon 12/1
1 adult, Economy
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Cheap flight deals from Tallahassee to Grand Cayman

Keep the following information in mind while searching for Tallahassee to Grand Cayman flight deals. Data was last updated October 25, 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.
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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 Grand Cayman
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Find flight deals from Tallahassee to Grand Cayman

Best flights from Tallahassee to Grand Cayman
Discover carefully curated flight deals from Tallahassee to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2025.

This American Airlines deal was found by Cheapflights users on 10/22. 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 3/23:24 pmTLH - GCM
1 stop4h 27mAmerican Airlines
Fri 3/64:15 pmGCM - TLH
1 stop8h 09mAmerican Airlines
Deal found 10/22$590

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tallahassee to Grand Cayman 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 25, 2025.
Use the filters below to find and compare flights from Tallahassee to Grand Cayman that are best for you.

Fly from

Tallahassee

Fly to

Grand Cayman

Route

Depart

Return

Price

TallahasseeGeorge Town

TLH - GCM

TLHGCM

Tallahassee

Mon 3/2

3:24 pm-7:51 pm

1 stop4h 27m

George Town Owen Roberts Intl

Fri 3/6

4:15 pm-12:24 am

1 stop8h 09m

$590

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Best time to book a flight from Tallahassee to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman
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Related info for your journey

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

    Tallahassee (TLH), located 5.0 mi from the city center, is the airport you fly out of when you book flights from Tallahassee to Grand Cayman.

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

    For as low as $590, American Airlines can have you in Grand Cayman from Tallahassee in 4h 27m. Airlines will cover a distance of 789 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Tallahassee to Grand Cayman by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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