$301 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 3/5. 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
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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

Thu, Mar 5 - Mon, Mar 9
United Airlines Logo
8:29 pm - 1:45 pm
CHO
-
GCM
17h 16m
2 stops
United Airlines Logo
1:50 pm - 12:09 am
GCM
-
CHO
9h 19m
1 stop
$301United Airlines
Mon, Mar 2 - Fri, Mar 27
American Airlines Logo
5:00 pm - 12:05 pm
CHO
-
GCM
19h 05m
2 stops
American Airlines Logo
11:40 am - 8:27 am
GCM
-
CHO
19h 47m
2 stops
$302American Airlines
Sat, Mar 7 - Mon, Mar 9
United Airlines Logo
6:20 am - 4:35 pm
CHO
-
GCM
10h 15m
1 stop
United Airlines Logo
1:50 pm - 12:09 am
GCM
-
CHO
9h 19m
1 stop
$324United Airlines
Thu, Mar 5 - Mon, Mar 9
American Airlines Logo
4:20 pm - 2:45 pm
CHO
-
GCM
22h 25m
2 stops
American Airlines Logo
2:15 pm - 6:01 pm
GCM
-
CHO
26h 46m
2 stops
$375American Airlines
Fri, Mar 6 - Mon, Mar 9
United Airlines Logo
8:29 pm - 1:45 pm
CHO
-
GCM
17h 16m
2 stops
United Airlines Logo
1:50 pm - 12:09 am
GCM
-
CHO
9h 19m
1 stop
$380United Airlines
Fri, Mar 6 - Mon, Mar 9
United Airlines Logo
8:29 pm - 1:45 pm
CHO
-
GCM
17h 16m
2 stops
United Airlines Logo
1:25 pm - 9:52 am
GCM
-
CHO
19h 27m
2 stops
$385United Airlines
Thu, Mar 5 - Sun, Mar 8
United Airlines Logo
8:29 pm - 1:15 pm
CHO
-
GCM
16h 46m
2 stops
United Airlines Logo
1:50 pm - 1:59 pm
GCM
-
CHO
23h 09m
2 stops
$420United Airlines
Thu, Mar 5 - Mon, Mar 9
United Airlines Logo
8:29 pm - 1:15 pm
CHO
-
GCM
16h 46m
2 stops
United Airlines Logo
1:50 pm - 10:09 am
GCM
-
CHO
19h 19m
1 stop
$423United Airlines
Thu, Mar 5 - Mon, Mar 9
United Airlines Logo
6:45 am - 1:45 pm
CHO
-
GCM
7h 00m
1 stop
United Airlines Logo
1:50 pm - 12:09 am
GCM
-
CHO
9h 19m
1 stop
$426United Airlines
Thu, Mar 5 - Mon, Mar 9
Delta Logo
6:00 am - 12:29 pm
CHO
-
GCM
6h 29m
1 stop
Delta Logo
1:12 pm - 10:48 pm
GCM
-
CHO
8h 36m
1 stop
$427Delta
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 $429, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$301
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.

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 11222 reviews
7.2Comfort
8.0Crew
6.4Food
7.5Boarding
6.9Entertainment
Airline reviews

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

8.0 ExcellentAnonymous, Feb 2026
SFO - ORD
Read more American Airlines reviews

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

did not have enough meal for first class passengers so offer us snack

Arrived 40 min early which was great - sat in runway for 35 min so no gain. Then waited for luggage 45 min. They need to staff accordingly knowing its one of the busiest week in Phx

Broke my luggage and I can't get a resolution yet.

My flight got rerouted due to crew rest. I was sent to Dallas customer service was not very polite. Was given a $40 room voucher for Motel 6 and $12 to eat with. It delayed me by a day. Where if I would have just stuck with my original flight Arizona was delayed to Cleveland and I could have made it home. They put me on a 9:00 flight out of Dallas to Cleveland without my knowledge or consent. When originally I was told it would be 8:45 a.m. on February 1st. I told them I could not take the 9:00 flight because I did not have anybody to pick me up from the airport at that time. I'm extremely disappointed in how I was treated. And I will not fly American Airlines again.

I am very appreciative of the help provided to me by Dennis and Whitney. I had lost my phone at EWR airport and they were very kind in assisting me. This included advice on how to file a report and also helping me connect with family. The pilot was also great about keeping passengers updated on the flight progress with regular communications over the system.

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

Old equipment, needs upgrade and seat comfort. Internet didn't work 75% or the time.

The screens were inoperable for movies and such, but everything else was just fine

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports