$315 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 11/14. 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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Flight Deals

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

Fri, Nov 14 - Fri, Nov 21
Delta Logo
6:00 am - 12:35 pmCHO-GCM
6h 35m1 stop
Delta Logo
1:50 pm - 10:47 pmGCM-CHO
8h 57m1 stop
$340Delta
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Wed, Jan 7 - Wed, Jan 14
United Airlines Logo
2:31 pm - 1:45 pmCHO-GCM
23h 14m2 stops
United Airlines Logo
2:25 pm - 1:42 pmGCM-CHO
23h 17m2 stops
$401United Airlines
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Wed, Jan 7 - Wed, Jan 14
United Airlines Logo
2:17 pm - 1:45 pmCHO-GCM
23h 28m1 stop
United Airlines Logo
2:25 pm - 1:42 pmGCM-CHO
23h 17m2 stops
$408United Airlines
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Fri, Nov 14 - Fri, Nov 21
United Airlines Logo
8:10 pm - 1:45 pmCHO-GCM
17h 35m2 stops
United Airlines Logo
5:45 pm - 9:53 amGCM-CHO
40h 08m2 stops
$415United Airlines
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Fri, Nov 14 - Fri, Nov 21
United Airlines Logo
8:10 pm - 4:35 pmCHO-GCM
20h 25m1 stop
United Airlines Logo
5:45 pm - 9:53 amGCM-CHO
40h 08m2 stops
$421United Airlines
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Wed, Jan 7 - Wed, Jan 14
United Airlines Logo
2:31 pm - 1:45 pmCHO-GCM
23h 14m2 stops
United Airlines Logo
2:25 pm - 1:42 pmGCM-CHO
23h 17m2 stops
$455United Airlines
Find Deal
Wed, Jan 7 - Wed, Jan 14
United Airlines Logo
2:17 pm - 1:45 pmCHO-GCM
23h 28m1 stop
United Airlines Logo
2:25 pm - 1:42 pmGCM-CHO
23h 17m2 stops
$462United Airlines
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Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
6:00 am - 11:49 amCHO-GCM
5h 49m1 stop
American Airlines Logo
1:05 pm - 11:19 pmGCM-CHO
10h 14m1 stop
$484American Airlines
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Sat, Jan 10 - Fri, Mar 6
American Airlines Logo
7:09 pm - 11:49 amCHO-GCM
16h 40m1 stop
American Airlines Logo
3:45 pm - 11:48 pmGCM-CHO
8h 03m1 stop
$569American Airlines
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Sat, Jan 10 - Fri, Mar 6
American Airlines Logo
5:20 pm - 11:50 amCHO-GCM
18h 30m2 stops
American Airlines Logo
8:30 am - 11:48 pmGCM-CHO
15h 18m2 stops
$602American Airlines
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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 $417, prices are generally cheapest when you fly direct.

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Good to know

Cheapest flight$340
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 11043 reviews
7.2Comfort
8.0Crew
7.5Boarding
6.9Entertainment
6.4Food
Airline reviews

A couple ladies from the crew were so rude and nasty. Thought they were mad at having to be there especially if you asked a question. This will make me think twice next time if I book a flight with you.

6.0 GoodJean, Oct 2025TUS - DFW
Read more American Airlines reviews

A couple ladies from the crew were so rude and nasty. Thought they were mad at having to be there especially if you asked a question. This will make me think twice next time if I book a flight with you.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

Poor seat in rear of aircraft Food at Admiral’s Club Terminal D at DFW inedible

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Flight was delayed because of a bird strike. They had another plane available within 45 minutes.

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports

Charlottesville (CHO)

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