$468 Find Cheap Flights from Charlottesville to Grand Cayman

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 Grand Cayman 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

KAYAK searches hundreds of travel sites at once for deals on flights to Grand Cayman

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlottesville to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlottesville to Grand Cayman, as well as popular online travel agencies
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Cheap Flights from Charlottesville to Grand Cayman

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town1 stop$468
George Town
George Town1 stop$468

Book Cheap Charlottesville to Grand Cayman 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 Grand Cayman 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 Grand Cayman

Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
6:43 am - 12:00 pmCHO-GCM
5h 17m1 stop
American Airlines Logo
1:40 pm - 9:46 pmGCM-CHO
8h 06m1 stop
$468American Airlines
Find Deal
Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
6:43 am - 12:00 pmCHO-GCM
5h 17m1 stop
American Airlines Logo
8:30 am - 11:53 pmGCM-CHO
15h 23m2 stops
$472American Airlines
Find Deal
Sat, Jan 10 - Fri, Mar 6
American Airlines Logo
8:20 pm - 12:00 pmCHO-GCM
15h 40m1 stop
American Airlines Logo
3:45 pm - 11:48 pmGCM-CHO
8h 03m1 stop
$502American Airlines
Find Deal
Sat, Jan 10 - Fri, Mar 6
American Airlines Logo
8:20 pm - 11:41 amCHO-GCM
15h 21m2 stops
American Airlines Logo
3:45 pm - 11:48 pmGCM-CHO
8h 03m1 stop
$506American Airlines
Find Deal
Sat, Jan 10 - Fri, Mar 6
American Airlines Logo
6:43 am - 12:00 pmCHO-GCM
5h 17m1 stop
American Airlines Logo
3:45 pm - 11:48 pmGCM-CHO
8h 03m1 stop
$536American Airlines
Find Deal
Sat, Jan 10 - Fri, Mar 6
American Airlines Logo
6:43 am - 7:51 pmCHO-GCM
13h 08m2 stops
American Airlines Logo
3:45 pm - 11:48 pmGCM-CHO
8h 03m1 stop
$540American Airlines
Find Deal
Mon, Dec 8 - Fri, Dec 12
United Airlines Logo
6:10 am - 4:30 pmCHO-GCM
34h 20m2 stops
United Airlines Logo
5:45 pm - 10:15 amGCM-CHO
16h 30m2 stops
$601United Airlines
Find Deal
Mon, Dec 8 - Fri, Dec 12
United Airlines Logo
10:49 am - 4:30 pmCHO-GCM
29h 41m2 stops
United Airlines Logo
5:45 pm - 1:34 pmGCM-CHO
19h 49m2 stops
$654United Airlines
Find Deal
Wed, Jan 7 - Wed, Jan 14
Delta Logo
6:00 am - 12:35 pmCHO-GCM
6h 35m1 stop
Delta Logo
2:00 pm - 10:40 pmGCM-CHO
8h 40m1 stop
$2,482Delta
Find Deal
Wed, Jan 7 - Wed, Jan 14
United Airlines Logo
2:45 pm - 1:15 pmCHO-GCM
22h 30m2 stops
United Airlines Logo
2:25 pm - 1:42 pmGCM-CHO
23h 17m2 stops
$2,503United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Charlottesville to Grand Cayman flights

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

Can I save money by flying with a layover from Charlottesville to Grand Cayman?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $548, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$468
Flight from Charlottesville to George Town

FAQs - booking Grand Cayman flights

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

    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 Grand Cayman.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Charlottesville to Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    The cheapest time of day to fly to Grand Cayman is generally in the morning, when round-trip flights cost $593 on average. The most expensive time of day to fly to Grand Cayman 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 Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying from Charlottesville to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Charlottesville to Grand Cayman? 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 10000 reviews
6.9Entertainment
8.0Crew
6.5Food
7.5Boarding
7.2Comfort
Airline reviews

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

2.0 MediocreAnonymous, Aug 2025JFK - MAD
Read more American Airlines reviews

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

The flight was canceled 3 hours after original take off time

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

The AA staff person who checked our bags was curt and almost rude. The FA also seemed unhappy doing her job. Overall it was like riding the school bus back in grade school.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports

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