$296 Find Cheap Flights from Charlottesville to the Cayman Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to the Cayman Islands departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Charlottesville to the Cayman Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlottesville to the Cayman Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Charlottesville to the Cayman Islands

Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
6:00 am - 11:26 am
CHO
-
GCM
5h 26m1 stop
American Airlines Logo
12:16 pm - 8:55 pm
GCM
-
CHO
8h 39m1 stop
$296American Airlines
Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
5:20 pm - 11:50 am
CHO
-
GCM
18h 30m2 stops
American Airlines Logo
1:05 pm - 11:58 am
GCM
-
CHO
22h 53m2 stops
$301American Airlines
Wed, Jan 14 - Tue, Jan 20
American Airlines Logo
5:20 pm - 11:50 am
CHO
-
GCM
18h 30m2 stops
American Airlines Logo
3:45 pm - 11:58 am
GCM
-
CHO
20h 13m2 stops
$326American Airlines
Sat, Jan 10 - Fri, Mar 6
United Airlines Logo
10:35 am - 4:35 pm
CHO
-
GCM
6h 00m1 stop
United Airlines Logo
2:50 pm - 12:09 am
GCM
-
CHO
9h 19m1 stop
$410United Airlines
Sat, Jan 10 - Fri, Mar 6
United Airlines Logo
10:35 am - 1:45 pm
CHO
-
GCM
27h 10m2 stops
United Airlines Logo
2:50 pm - 12:09 am
GCM
-
CHO
9h 19m1 stop
$415United Airlines
Sat, Jan 10 - Fri, Mar 6
United Airlines Logo
5:39 pm - 1:45 pm
CHO
-
GCM
20h 06m1 stop
United Airlines Logo
2:50 pm - 12:09 am
GCM
-
CHO
9h 19m1 stop
$418United Airlines
Sat, Jan 10 - Fri, Mar 6
American Airlines Logo
7:10 am - 2:26 pm
CHO
-
GCM
7h 16m1 stop
American Airlines Logo
3:45 pm - 1:09 pm
GCM
-
CHO
21h 24m2 stops
$420American Airlines
Sat, Feb 7 - Sat, Feb 14
United Airlines Logo
5:39 pm - 1:45 pm
CHO
-
GCM
20h 06m1 stop
United Airlines Logo
5:45 pm - 6:47 pm
GCM
-
CHO
25h 02m2 stops
$422United Airlines
Sat, Feb 7 - Sat, Feb 14
United Airlines Logo
5:39 pm - 1:45 pm
CHO
-
GCM
20h 06m1 stop
United Airlines Logo
5:30 pm - 6:47 pm
GCM
-
CHO
25h 17m1 stop
$423United Airlines
Tue, Jan 27 - Thu, Jan 29
United Airlines Logo
10:35 am - 1:15 pm
CHO
-
GCM
26h 40m2 stops
United Airlines Logo
2:25 pm - 1:42 pm
GCM
-
CHO
23h 17m2 stops
$426United Airlines
Booking Insights

KAYAK's insights & trends for Charlottesville to the Cayman Islands flights

Get data-powered insights and trends into flights from Charlottesville to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Charlottesville and Cayman Islands?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Charlottesville to the Cayman Islands.

There is just one airline that flies from Charlottesville to the Cayman Islands direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is to George Town (GCM) and costs $474.

Good to know

Cheapest flight$296
Flight from Charlottesville to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Charlottesville to the Cayman Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Charlottesville to the Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charlottesville to the Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Charlottesville to the Cayman Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Charlottesville to the Cayman Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Charlottesville to the Cayman Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charlottesville to the Cayman Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Charlottesville to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $593 on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $593.

Reviews of the top airline flying from Charlottesville to the Cayman Islands

 
Need help choosing which airline to fly with from Charlottesville to the Cayman Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11054 reviews
8.0Crew
7.5Boarding
6.9Entertainment
7.2Comfort
6.5Food
Airline reviews

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

6.0 GoodRush, Dec 2025
EWN - CLT
Read more American Airlines reviews

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Flight was late and boarding was confusing because gate changed and I didn’t get a notification

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Everything you need to know for your flight from Charlottesville to the Cayman Islands

Information on your arrival and departure airports