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Cayman Islands

$465+ Cheap flights from Charlottesville (CHO) 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — GCM
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Charlottesville to Cayman Islands

Keep the following information in mind while searching for Charlottesville to Cayman Islands flight deals. Data was last updated August 18, 2025.

Round-trip from

$465
(American Airlines)
From Charlottesville Albemarle to Cayman Islands
Search Deals

Find flight deals from Charlottesville to Cayman Islands

Cheapest flights from Charlottesville to Cayman Islands
Explore the most affordable flight options available from Charlottesville to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:54 amCHO - GCM
1 stop7h 37mAmerican Airlines
Fri 12/125:35 pmGCM - CHO
1 stop6h 21mAmerican Airlines
Deal found 8/16$474

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charlottesville 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 Charlottesville to the Cayman Islands that are best for you.

Fly from

Charlottesville

Fly to

Cayman Islands

Route

Depart

Return

Price

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 1/10

8:20 pm-12:00 pm

1 stop15h 40m

George Town Owen Roberts Intl

Fri 3/6

3:45 pm-11:48 pm

1 stop8h 03m

$465

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Mon 12/8

5:00 am-12:05 pm

1 stop7h 05m

George Town Owen Roberts Intl

Fri 12/12

5:35 pm-8:37 am

1 stop15h 02m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Best time to book a flight from Charlottesville to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Charlottesville 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 Charlottesville to the Cayman Islands

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

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

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.
Peruse reviews from past customers who have flown with American Airlines from Charlottesville to the Cayman Islands to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.5

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

Comfort

7.2

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.5

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 Charlottesville 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 Charlottesville to Cayman Islands?

    Most people fly from Charlottesville Albemarle (CHO) if they book a flight from Charlottesville to Cayman Islands. Charlottesville Albemarle is conveniently located just 7.6 mi from Charlottesville’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Charlottesville 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 Charlottesville to Cayman Islands?

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

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Top airline flying from Charlottesville to Cayman Islands

Discover the top airline that operate flights from Charlottesville 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
American AirlinesCheapest$532Average$686FlexibilityNo cancel feeOn-time71%

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