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Grand Cayman

$315+ Cheap flights from Charlottesville (CHO) to Grand Cayman

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — GCM
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Charlottesville to Grand Cayman

Keep the following information in mind while searching for Charlottesville to Grand Cayman flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$315
(American Airlines)
Provider with most accurate pricing for Charlottesville Albemarle-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Charlottesville Albemarle-George Town Owen Roberts Intl flights.
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From Charlottesville Albemarle to Grand Cayman
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Find flight deals from Charlottesville to Grand Cayman

Best flights from Charlottesville to Grand Cayman
Discover carefully curated flight deals from Charlottesville to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 3, 2025.

This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/75:20 pmCHO - GCM
2 stops18h 30mAmerican Airlines
Wed 1/141:05 pmGCM - CHO
2 stops20h 54mAmerican Airlines
Deal found 11/2$315
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/78:15 amCHO - GCM
1 stop29h 30mUnited Airlines
Wed 1/142:25 pmGCM - CHO
2 stops23h 17mUnited Airlines
Deal found 11/2$432
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/107:09 pmCHO - GCM
1 stop16h 17mAmerican Airlines
Fri 3/64:30 pmGCM - CHO
2 stops20h 37mAmerican Airlines
Deal found 11/2$480
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/710:35 amCHO - GCM
1 stop6h 00mUnited Airlines
Sat 2/145:30 pmGCM - CHO
1 stop5h 29mUnited Airlines
Deal found 11/2$682
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/48:15 pmCHO - GCM
2 stops17h 15mUnited Airlines
Sat 4/111:35 pmGCM - CHO
2 stops19h 36mUnited Airlines
Deal found 11/2$795
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/48:19 pmCHO - GCM
1 stop15h 56mAmerican Airlines
Sat 4/1112:45 pmGCM - CHO
1 stop10h 04mAmerican Airlines
Deal found 11/2$1,380

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Charlottesville to Grand Cayman that are best for you.

Fly from

Charlottesville

Fly to

Grand Cayman

Route

Depart

Return

Price

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Wed 1/7

5:20 pm-11:50 am

2 stops18h 30m

George Town Owen Roberts Intl

Wed 1/14

1:05 pm-9:59 am

2 stops20h 54m

$315

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Wed 1/7

8:15 am-1:45 pm

1 stop29h 30m

George Town Owen Roberts Intl

Wed 1/14

2:25 pm-1:42 pm

2 stops23h 17m

$432

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 1/10

7:09 pm-11:26 am

1 stop16h 17m

George Town Owen Roberts Intl

Fri 3/6

4:30 pm-1:07 pm

2 stops20h 37m

$480

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 2/7

10:35 am-4:35 pm

1 stop6h 00m

George Town Owen Roberts Intl

Sat 2/14

5:30 pm-10:59 pm

1 stop5h 29m

$682

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 4/4

8:15 pm-12:30 pm

2 stops17h 15m

George Town Owen Roberts Intl

Sat 4/11

1:35 pm-10:11 am

2 stops19h 36m

$795

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 4/4

8:19 pm-11:15 am

1 stop15h 56m

George Town Owen Roberts Intl

Sat 4/11

12:45 pm-11:49 pm

1 stop10h 04m

$1,380

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Best time to book a flight from Charlottesville to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Charlottesville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Charlottesville to Grand Cayman

What is the cheapest month to book a flight from Charlottesville to Grand Cayman?

Currently, August is the cheapest month in which you can book a flight from Charlottesville to Grand Cayman (average of $244). Flying from Charlottesville to Grand Cayman in March is currently the most expensive (average of $486). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Grand Cayman. Reviews last updated November 3, 2025.
Read reviews from past customers who have flown American Airlines from Charlottesville to Grand Cayman. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,038 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,038 reviews
American Airlines
7.2
Good
11,038 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Charlottesville to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Charlottesville to Grand Cayman?

    For a flight from Charlottesville to Grand Cayman, you will be flying from Albemarle. Charlottesville Albemarle (CHO) is just 7.6 mi from the center of the city.

  • How long is the flight from Charlottesville to Grand Cayman?

    American Airlines and United Airlines can get you from Charlottesville to Grand Cayman in just under 18h 30m. Your travel time can differ by up to 11h. There are 1313 mi between Charlottesville and Grand Cayman. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Charlottesville to Grand Cayman that include hotel bookings?

    Yes. In addition to deals on Charlottesville to Grand Cayman flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charlottesville to Grand Cayman?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charlottesville to Grand Cayman.

  • Can I find deals for business class flights from Charlottesville to Grand Cayman?

    Yes. Cheapflights offers flight deals from Charlottesville to Grand Cayman by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Charlottesville to Grand Cayman?

    Currently, August is the cheapest month in which you can book a flight from Charlottesville to Grand Cayman (average of $244). Flying from Charlottesville to Grand Cayman in March is currently the most expensive (average of $486). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Charlottesville to Grand Cayman

Discover the top airline that operate flights from Charlottesville to Grand Cayman. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$474Average$686FlexibilityNo cancel feeOn-time71%

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