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Cheap flights from Charlottesville to Grand Cayman from $362

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Charlottesville to Grand Cayman departing on 11/7. 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 Grand Cayman

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:38 pm - 11:23 amCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
16h 45m2 stops Chicago O'Hare Intl Charlotte Douglas
American Airlines Logo
12:55 pm - 11:09 pmGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
10h 14m2 stops Miami Charlotte Douglas
$362American Airlines
Sat, Nov 7 - Wed, Nov 11
American Airlines Logo
7:17 pm - 11:55 amCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
16h 38m2 stops Charlotte Douglas Miami
American Airlines Logo
12:55 pm - 8:30 amGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
19h 35m2 stops Miami Charlotte Douglas
$367American Airlines
Wed, Dec 9 - Wed, Dec 16
American Airlines Logo
7:11 pm - 11:27 amCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
17h 16m1 stop Charlotte Douglas
American Airlines Logo
12:00 pm - 9:45 amGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
20h 45m2 stops Miami Charlotte Douglas
$368American Airlines
Thu, Sep 17 - Tue, Sep 22
American Airlines Logo
5:00 am - 8:15 pmCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
15h 15m2 stops Charlotte Douglas Miami
American Airlines Logo
3:14 pm - 8:35 amGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
17h 21m1 stop Charlotte Douglas
$373American Airlines
Wed, Dec 9 - Wed, Dec 16
American Airlines Logo
2:01 pm - 11:27 amCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
22h 26m2 stops New York LaGuardia Charlotte Douglas
American Airlines Logo
12:00 pm - 9:45 amGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
20h 45m2 stops Miami Charlotte Douglas
$375American Airlines
Tue, Sep 22 - Tue, Sep 29
American Airlines Logo
6:15 pm - 1:10 pmCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
19h 55m2 stops Charlotte Douglas Miami
American Airlines Logo
12:36 pm - 1:28 pmGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
23h 52m2 stops Charlotte Douglas New York LaGuardia
$380American Airlines
Sun, Sep 6 - Sun, Sep 13
American Airlines Logo
6:15 pm - 11:27 amCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
18h 12m1 stop Charlotte Douglas
American Airlines Logo
12:36 pm - 1:28 pmGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
23h 52m2 stops Charlotte Douglas New York LaGuardia
$387American Airlines
Sun, Sep 6 - Sun, Sep 13
American Airlines Logo
5:01 am - 11:23 amCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
6h 22m1 stop Charlotte Douglas
American Airlines Logo
12:13 pm - 9:19 pmGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
9h 06m1 stop Charlotte Douglas
$411American Airlines
Sun, Nov 1 - Sat, Nov 7
American Airlines Logo
6:42 pm - 11:55 amCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
17h 13m2 stops Chicago O'Hare Intl Miami
American Airlines Logo
3:45 pm - 10:32 amGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
18h 47m2 stops Miami Charlotte Douglas
$416American Airlines
Sun, Nov 1 - Sat, Nov 7
American Airlines Logo
5:01 am - 11:23 amCHO  Charlottesville Albemarle-GCM George Town Owen Roberts Intl
6h 22m1 stop Charlotte Douglas
American Airlines Logo
12:13 pm - 8:34 amGCM  George Town Owen Roberts Intl-CHO Charlottesville Albemarle
20h 21m1 stop Charlotte Douglas
$418American Airlines
Sun, Nov 1 - Sat, Nov 7

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American Airlines flights from Charlottesville to Grand Cayman

Our best American Airlines deals on Charlottesville to Grand Cayman flight tickets
American Airlines
Nov 7
CHO6:38 pmCharlottesville Albemarle
16h 45m
2 stops
GCM11:23 amGeorge Town Owen Roberts Intl
Nov 11
GCM12:55 pmGeorge Town Owen Roberts Intl
10h 14m
2 stops
CHO11:09 pmCharlottesville Albemarle
$362
American Airlines
Dec 9
CHO7:17 pmCharlottesville Albemarle
16h 38m
2 stops
GCM11:55 amGeorge Town Owen Roberts Intl
Dec 16
GCM12:55 pmGeorge Town Owen Roberts Intl
19h 35m
2 stops
CHO8:30 amCharlottesville Albemarle
$367
American Airlines
Sep 17
CHO7:11 pmCharlottesville Albemarle
17h 16m
1 stop
GCM11:27 amGeorge Town Owen Roberts Intl
Sep 22
GCM12:00 pmGeorge Town Owen Roberts Intl
20h 45m
2 stops
CHO9:45 amCharlottesville Albemarle
$368

United Airlines flights from Charlottesville to Grand Cayman

Our best United Airlines deals on Charlottesville to Grand Cayman flight tickets
United Airlines
Feb 8
CHO6:45 amCharlottesville Albemarle
7h 00m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Feb 12
GCM5:45 pmGeorge Town Owen Roberts Intl
25h 40m
2 stops
CHO7:25 pmCharlottesville Albemarle
$536
United Airlines
Feb 8
CHO6:45 amCharlottesville Albemarle
7h 00m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Feb 12
GCM2:50 pmGeorge Town Owen Roberts Intl
19h 21m
1 stop
CHO10:11 amCharlottesville Albemarle
$540
United Airlines
Feb 8
CHO6:45 amCharlottesville Albemarle
7h 00m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Feb 12
GCM5:45 pmGeorge Town Owen Roberts Intl
25h 40m
2 stops
CHO7:25 pmCharlottesville Albemarle
$556

momondo Fare Finder

 
Customize your flight search to find flights from Charlottesville to Grand Cayman 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 August 13, 2026.
Use the filters below to find and compare flights from Charlottesville to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Sat 11/7

6:38 pm-11:23 am

2 stops16h 45m

George Town Owen Roberts Intl

Wed 11/11

12:55 pm-11:09 pm

2 stops10h 14m

$362

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Wed 12/9

7:17 pm-11:55 am

2 stops16h 38m

George Town Owen Roberts Intl

Wed 12/16

12:55 pm-8:30 am

2 stops19h 35m

$367

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Thu 9/17

7:11 pm-11:27 am

1 stop17h 16m

George Town Owen Roberts Intl

Tue 9/22

12:00 pm-9:45 am

2 stops20h 45m

$368

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Wed 12/9

5:00 am-8:15 pm

2 stops15h 15m

George Town Owen Roberts Intl

Wed 12/16

3:14 pm-8:35 am

1 stop17h 21m

$373

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Tue 9/22

2:01 pm-11:27 am

2 stops22h 26m

George Town Owen Roberts Intl

Tue 9/29

12:00 pm-9:45 am

2 stops20h 45m

$375

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Sun 9/6

6:15 pm-1:10 pm

2 stops19h 55m

George Town Owen Roberts Intl

Sun 9/13

12:36 pm-1:28 pm

2 stops23h 52m

$380

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Sun 9/6

6:15 pm-11:27 am

1 stop18h 12m

George Town Owen Roberts Intl

Sun 9/13

12:36 pm-1:28 pm

2 stops23h 52m

$387
Quickest round-trip

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Sun 11/1

5:01 am-11:23 am

1 stop6h 22m

George Town Owen Roberts Intl

Sat 11/7

12:13 pm-9:19 pm

1 stop9h 06m

$411

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Sun 11/1

6:42 pm-11:55 am

2 stops17h 13m

George Town Owen Roberts Intl

Sat 11/7

3:45 pm-10:32 am

2 stops18h 47m

$416

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Sun 11/1

5:01 am-11:23 am

1 stop6h 22m

George Town Owen Roberts Intl

Sat 11/7

12:13 pm-8:34 am

1 stop20h 21m

$418

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

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

Can stopping save me money on Charlottesville to Grand Cayman flights?

You could potentially save up to 47% on your flight if you consider stops on a Charlottesville to Grand Cayman flight.

Cheap Charlottesville to Grand Cayman flight deals and tips

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

Fastest flight time

7h 00m

Direct flights

None
The fastest flight from Charlottesville to Grand Cayman takes 7h 00m
There are no direct flights from Charlottesville to Grand Cayman. There are no popular flight routes from Charlottesville to Grand Cayman.
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Frequently asked questions about flying from Charlottesville to Grand Cayman

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

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

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

    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 Grand Cayman.

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

    The necessary travel and health documents for your Grand Cayman trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Charlottesville to Grand Cayman?

Why use momondo?

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

It is quick and easy to find Charlottesville to Grand Cayman 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 Grand Cayman that suits you.

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

Flights from Charlottesville to Grand Cayman with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Charlottesville to Grand Cayman.

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

If you are not ready to book a flight from Charlottesville to Grand Cayman now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Grand Cayman and let you know when they change.

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