$91 Find Cheap Flights from Charlottesville to Grand Cayman

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to Grand Cayman departing on 1/1. 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

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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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

Tue, Jan 13 - Sat, Jan 17
Delta Logo
6:00 am - 12:40 pm
CHO
-
GCM
6h 40m1 stop
Delta Logo
2:05 pm - 9:00 pm
GCM
-
CHO
6h 55m1 stop
$300Delta
Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
7:09 pm - 11:50 am
CHO
-
GCM
16h 41m2 stops
American Airlines Logo
1:05 pm - 11:58 am
GCM
-
CHO
22h 53m2 stops
$301American Airlines
Tue, Jan 13 - Sat, Jan 17
American Airlines Logo
7:10 am - 8:20 pm
CHO
-
GCM
13h 10m2 stops
American Airlines Logo
12:16 pm - 11:49 pm
GCM
-
CHO
11h 33m1 stop
$326American Airlines
Sat, Feb 7 - Sat, Feb 14
United Airlines Logo
2:17 pm - 1:45 pm
CHO
-
GCM
23h 28m1 stop
United Airlines Logo
5:30 pm - 6:47 pm
GCM
-
CHO
25h 17m1 stop
$409United Airlines
Sat, Jan 10 - Fri, Mar 6
United Airlines Logo
10:35 am - 4:35 pm
CHO
-
GCM
6h 00m1 stop
United Airlines Logo
2:25 pm - 11:59 pm
GCM
-
CHO
33h 34m2 stops
$415United Airlines
Sat, Jan 10 - Fri, Mar 6
American Airlines Logo
7:09 pm - 11:26 am
CHO
-
GCM
16h 17m1 stop
American Airlines Logo
1:00 pm - 8:35 am
GCM
-
CHO
19h 35m2 stops
$420American Airlines
Sat, Feb 7 - Sat, Feb 14
United Airlines Logo
2:17 pm - 1:45 pm
CHO
-
GCM
23h 28m1 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
Thu, Jan 1 - Tue, Jan 6
American Airlines Logo
7:57 pm - 2:49 pm
CHO
-
GCM
18h 52m2 stops
American Airlines Logo
1:05 pm - 9:59 am
GCM
-
CHO
20h 54m2 stops
$431American Airlines
Sat, Jan 10 - Fri, Mar 6
American Airlines Logo
7:09 pm - 11:26 am
CHO
-
GCM
16h 17m1 stop
American Airlines Logo
3:15 pm - 8:35 am
GCM
-
CHO
17h 20m1 stop
$476American Airlines
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 $413, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$91
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 11045 reviews
6.5Food
6.9Entertainment
7.2Comfort
7.5Boarding
8.0Crew
Airline reviews

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

8.0 ExcellentConnie, Dec 2025
PHX - MKE
Read more American Airlines reviews

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

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

I liked the humor of the captain and crew on the flight from Flagstaff to Dallas. They were humorous.

AA delayed the flight for 3 hours and 50 minutes, but delayed the last 2 hours, 30 minutes at a time, so if we knew before, could have stayed at home and worked instead of being at the airport wasting time... The plane's crew was excellent, not their fault.

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports