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Grand Cayman

$296+ 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
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 1/77:09 pmCHO - GCM
1 stop16h 17mAmerican Airlines
Wed 1/1412:16 pmGCM - CHO
1 stop8h 39mAmerican Airlines
Deal found 12/16$296
This United Airlines deal was found by Cheapflights users on 12/15. 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 1/1010:35 amCHO - GCM
1 stop6h 00mUnited Airlines
Fri 3/62:50 pmGCM - CHO
1 stop9h 19mUnited Airlines
Deal found 12/15$410
This American Airlines deal was found by Cheapflights users on 12/15. 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 1/147:09 pmCHO - GCM
2 stops16h 41mAmerican Airlines
Wed 1/218:50 amGCM - CHO
2 stops14h 29mAmerican Airlines
Deal found 12/15$301
This American Airlines deal was found by Cheapflights users on 12/15. 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 1/147:09 pmCHO - GCM
1 stop16h 17mAmerican Airlines
Tue 1/203:45 pmGCM - CHO
2 stops20h 13mAmerican Airlines
Deal found 12/15$326

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$296
(American Airlines)
Provider with most accurate pricing for Charlottesville Albemarle-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charlottesville Albemarle-George Town Owen Roberts Intl flights.
Search Deals
From Charlottesville Albemarle to Grand Cayman
Search Deals

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 December 18, 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

7:09 pm-11:26 am

1 stop16h 17m

George Town Owen Roberts Intl

Wed 1/14

12:16 pm-8:55 pm

1 stop8h 39m

$296

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Wed 1/14

7:09 pm-11:50 am

2 stops16h 41m

George Town Owen Roberts Intl

Wed 1/21

8:50 am-11:19 pm

2 stops14h 29m

$301

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Wed 1/14

7:09 pm-11:26 am

1 stop16h 17m

George Town Owen Roberts Intl

Tue 1/20

3:45 pm-11:58 am

2 stops20h 13m

$326

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 1/10

10:35 am-4:35 pm

1 stop6h 00m

George Town Owen Roberts Intl

Fri 3/6

2:50 pm-12:09 am

1 stop9h 19m

$410

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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 June is currently the most expensive (average of $480). 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 December 18, 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
11,054 reviews

Comfort

7.2

Boarding

7.5

Food

6.5

Overall

7.2

Entertainment

6.9

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Comfort

7.2

Boarding

7.5

Food

6.5

Overall

7.2

Entertainment

6.9

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 can get you from Charlottesville to Grand Cayman in just under 16h 17m. Your travel time can differ by up to . There are 1313 mi between Charlottesville and Grand Cayman.

  • 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 June is currently the most expensive (average of $480). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$474Average$686FlexibilityNo cancel feeOn-time71%

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