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Cheap flights from Charlottesville to the Cayman Islands from $178

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charlottesville to the Cayman Islands departing on 11/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Charlottesville to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:00 am - 8:20 pm
CHO
-
GCM
15h 20m
2 stops
American Airlines Logo
1:00 pm - 8:30 am
GCM
-
CHO
19h 30m
2 stops
$342American Airlines
Sat, Nov 7 - Wed, Nov 11
American Airlines Logo
5:00 am - 8:20 pm
CHO
-
GCM
15h 20m
2 stops
American Airlines Logo
1:00 pm - 8:30 am
GCM
-
CHO
19h 30m
2 stops
$346American Airlines
Sat, Nov 7 - Wed, Nov 11
American Airlines Logo
6:03 pm - 12:40 pm
CHO
-
GCM
18h 37m
1 stop
American Airlines Logo
1:00 pm - 8:30 am
GCM
-
CHO
19h 30m
2 stops
$348American Airlines
Sat, Nov 7 - Wed, Nov 11
American Airlines Logo
6:03 pm - 12:40 pm
CHO
-
GCM
18h 37m
1 stop
American Airlines Logo
1:00 pm - 8:30 am
GCM
-
CHO
19h 30m
2 stops
$352American Airlines
Sat, Nov 7 - Wed, Nov 11
American Airlines Logo
7:58 pm - 12:40 pm
CHO
-
GCM
16h 42m
1 stop
American Airlines Logo
1:40 pm - 11:56 pm
GCM
-
CHO
10h 16m
1 stop
$445American Airlines
Sat, Nov 7 - Wed, Nov 11
American Airlines Logo
7:58 pm - 12:40 pm
CHO
-
GCM
16h 42m
1 stop
American Airlines Logo
1:40 pm - 11:56 pm
GCM
-
CHO
10h 16m
1 stop
$447American Airlines
Sat, Nov 7 - Wed, Nov 11
American Airlines Logo
8:00 pm - 1:16 pm
CHO
-
GCM
18h 16m
2 stops
American Airlines Logo
4:00 pm - 8:35 am
GCM
-
CHO
15h 35m
1 stop
$464American Airlines
Fri, Jul 31 - Sat, Aug 8
American Airlines Logo
8:00 pm - 3:03 pm
CHO
-
GCM
20h 03m
1 stop
American Airlines Logo
4:00 pm - 8:35 am
GCM
-
CHO
15h 35m
1 stop
$466American Airlines
Fri, Jul 31 - Sat, Aug 8
American Airlines Logo
7:21 pm - 11:27 am
CHO
-
GCM
17h 06m
1 stop
American Airlines Logo
12:30 pm - 11:01 pm
GCM
-
CHO
9h 31m
1 stop
$468American Airlines
Thu, Sep 3 - Mon, Sep 7
American Airlines Logo
8:00 pm - 3:03 pm
CHO
-
GCM
20h 03m
1 stop
American Airlines Logo
2:10 pm - 9:50 am
GCM
-
CHO
18h 40m
2 stops
$474American Airlines
Fri, Jul 31 - Fri, Aug 7

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American Airlines flights from Charlottesville to Cayman Islands

Our best American Airlines deals on Charlottesville to Cayman Islands flight tickets
American Airlines
Nov 7
CHO5:00 amCharlottesville Albemarle
15h 20m
2 stops
GCM8:20 pmGeorge Town Owen Roberts Intl
Nov 11
GCM1:00 pmGeorge Town Owen Roberts Intl
19h 30m
2 stops
CHO8:30 amCharlottesville Albemarle
$342
American Airlines
Nov 7
CHO5:00 amCharlottesville Albemarle
15h 20m
2 stops
GCM8:20 pmGeorge Town Owen Roberts Intl
Nov 11
GCM1:00 pmGeorge Town Owen Roberts Intl
19h 30m
2 stops
CHO8:30 amCharlottesville Albemarle
$346
American Airlines
Nov 7
CHO6:03 pmCharlottesville Albemarle
18h 37m
1 stop
GCM12:40 pmGeorge Town Owen Roberts Intl
Nov 11
GCM1:00 pmGeorge Town Owen Roberts Intl
19h 30m
2 stops
CHO8:30 amCharlottesville Albemarle
$348

United Airlines flights from Charlottesville to Cayman Islands

Our best United Airlines deals on Charlottesville to Cayman Islands flight tickets
United Airlines
Aug 5
CHO2:56 pmCharlottesville Albemarle
22h 34m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
Aug 8
GCM2:40 pmGeorge Town Owen Roberts Intl
18h 16m
2 stops
CHO9:56 amCharlottesville Albemarle
$655
United Airlines
Jul 31
CHO10:45 amCharlottesville Albemarle
27h 45m
2 stops
GCM1:30 pmGeorge Town Owen Roberts Intl
Aug 8
GCM2:40 pmGeorge Town Owen Roberts Intl
18h 16m
2 stops
CHO9:56 amCharlottesville Albemarle
$766
United Airlines
Aug 1
CHO6:25 amCharlottesville Albemarle
31h 05m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
Aug 5
GCM1:35 pmGeorge Town Owen Roberts Intl
19h 21m
2 stops
CHO9:56 amCharlottesville Albemarle
$797

momondo Fare Finder

 
Customize your flight search to find flights from Charlottesville to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 25, 2026.
Use the filters below to find and compare flights from Charlottesville to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 11/7

5:00 am-8:20 pm

2 stops15h 20m

George Town Owen Roberts Intl

Wed 11/11

1:00 pm-8:30 am

2 stops19h 30m

$342

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 11/7

5:00 am-8:20 pm

2 stops15h 20m

George Town Owen Roberts Intl

Wed 11/11

1:00 pm-8:30 am

2 stops19h 30m

$346

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 11/7

6:03 pm-12:40 pm

1 stop18h 37m

George Town Owen Roberts Intl

Wed 11/11

1:00 pm-8:30 am

2 stops19h 30m

$348

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 11/7

6:03 pm-12:40 pm

1 stop18h 37m

George Town Owen Roberts Intl

Wed 11/11

1:00 pm-8:30 am

2 stops19h 30m

$352

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 11/7

7:58 pm-12:40 pm

1 stop16h 42m

George Town Owen Roberts Intl

Wed 11/11

1:40 pm-11:56 pm

1 stop10h 16m

$445

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 11/7

7:58 pm-12:40 pm

1 stop16h 42m

George Town Owen Roberts Intl

Wed 11/11

1:40 pm-11:56 pm

1 stop10h 16m

$447

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Fri 7/31

8:00 pm-1:16 pm

2 stops18h 16m

George Town Owen Roberts Intl

Sat 8/8

4:00 pm-8:35 am

1 stop15h 35m

$464

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Fri 7/31

8:00 pm-3:03 pm

1 stop20h 03m

George Town Owen Roberts Intl

Sat 8/8

4:00 pm-8:35 am

1 stop15h 35m

$466
Quickest round-trip

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Thu 9/3

7:21 pm-11:27 am

1 stop17h 06m

George Town Owen Roberts Intl

Mon 9/7

12:30 pm-11:01 pm

1 stop9h 31m

$468

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Fri 7/31

8:00 pm-3:03 pm

1 stop20h 03m

George Town Owen Roberts Intl

Fri 8/7

2:10 pm-9:50 am

2 stops18h 40m

$474

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Charlottesville to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Charlottesville Albemarle to Cayman Islands?

United Airlines is the most popular carrier operating from Charlottesville Albemarle to Cayman Islands

What airlines fly to Cayman Islands?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Cayman Islands from Charlottesville according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 4 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

Cheap Charlottesville to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Charlottesville to Cayman Islands

Fastest flight time

5h 31m

Direct flights

None
The fastest flight from Charlottesville to Cayman Islands takes 5h 31m
There are no direct flights from Charlottesville to Cayman Islands. There are no popular flight routes from Charlottesville to Cayman Islands.
Search flight deals

Frequently asked questions about flying from Charlottesville to the Cayman Islands

  • When did momondo last update prices for flights from Charlottesville Albemarle Airport to Cayman Islands?

    Prices for flights from Charlottesville Albemarle Airport to Cayman Islands are updated daily.

  • How old do you have to be to fly from Charlottesville Albemarle Airport to Cayman Islands?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charlottesville Albemarle Airport to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal from Charlottesville to Cayman Islands?

It is quick and easy to find Charlottesville to Cayman Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Cayman Islands that suits you.

Can I find flights from Charlottesville to Cayman Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Cayman Islands from Charlottesville which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Charlottesville to Cayman Islands?

Once you have performed a search for Charlottesville to Cayman Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Charlottesville to Cayman Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Cayman Islands from Charlottesville are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo
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