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Cayman Islands

$339+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — GCM
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/28. 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 2/47:09 pm
CHO
-
GCM
2 stops19h 36m
American Airlines
Sun 2/83:45 pm
GCM
-
CHO
2 stops18h 14m
American Airlines
Deal found 1/28$339
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/138:29 pm
CHO
-
GCM
2 stops16h 16m
United Airlines
Fri 3/201:25 pm
GCM
-
CHO
2 stops19h 27m
United Airlines
Deal found 1/27$431
This American Airlines deal was found by Cheapflights users on 1/27. 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 3/26:06 pm
CHO
-
GCM
2 stops17h 59m
American Airlines
Fri 3/273:30 pm
GCM
-
CHO
2 stops20h 42m
American Airlines
Deal found 1/27$433
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sun 2/157:57 pm
CHO
-
GCM
1 stop16h 11m
American Airlines
Sun 2/224:25 pm
GCM
-
CHO
2 stops20h 47m
American Airlines
Deal found 1/27$520
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:45 am
CHO
-
GCM
1 stop7h 00m
United Airlines
Thu 3/52:50 pm
GCM
-
CHO
1 stop9h 19m
United Airlines
Deal found 1/28$540
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 9/35:00 am
CHO
-
GCM
1 stop7h 25m
American Airlines
Tue 9/812:25 pm
GCM
-
CHO
1 stop10h 47m
American Airlines
Deal found 1/28$559
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/42:17 pm
CHO
-
GCM
1 stop23h 28m
United Airlines
Sun 2/82:50 pm
GCM
-
CHO
1 stop22h 52m
United Airlines
Deal found 1/28$582
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:29 pm
CHO
-
GCM
2 stops17h 16m
United Airlines
Sat 3/214:30 pm
GCM
-
CHO
2 stops16h 39m
United Airlines
Deal found 1/28$605

Find 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 January 29, 2026.

Round-trip from

$431
(United Airlines)
From Charlottesville Albemarle to Cayman Islands
Search Deals

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 January 29, 2026.
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

Fri 3/13

8:29 pm-11:45 am

2 stops16h 16m

George Town Owen Roberts Intl

Fri 3/20

1:25 pm-9:52 am

2 stops19h 27m

$431

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Mon 3/2

6:06 pm-12:05 pm

2 stops17h 59m

George Town Owen Roberts Intl

Fri 3/27

3:30 pm-1:12 pm

2 stops20h 42m

$433

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Mon 3/2

6:45 am-1:45 pm

1 stop7h 00m

George Town Owen Roberts Intl

Thu 3/5

2:50 pm-12:09 am

1 stop9h 19m

$540

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 3/14

8:29 pm-12:45 pm

2 stops17h 16m

George Town Owen Roberts Intl

Sat 3/21

4:30 pm-10:09 am

2 stops16h 39m

$605

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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, August is the cheapest month in which you can book a flight from Charlottesville to Cayman Islands (average of $244). Flying from Charlottesville to Cayman Islands in June is currently the most expensive (average of $480). 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.

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.

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

    For as low as $431, United Airlines can have you in Cayman Islands from Charlottesville in 16h 16m. Charlottesville and Cayman Islands are separated by a distance of 1313 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, August is the cheapest month in which you can book a flight from Charlottesville to Cayman Islands (average of $244). Flying from Charlottesville to Cayman Islands in June is currently the most expensive (average of $480). 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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