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Charlottesville

$121+ Cheap flights from Caribbean Islands to Charlottesville (CHO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CHO
Mar 17 — Mar 241
Tue 3/17
Tue 3/24
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Charlottesville

Cheapest flights from Caribbean Islands to Charlottesville
Explore the most affordable flight options available from Caribbean Islands to Charlottesville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.

This United Airlines deal was found by Cheapflights users on 2/12. 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.
Thu 3/121:50 pm
GCM
-
CHO
1 stop9h 19m
United Airlines
Thu 3/192:40 pm
CHO
-
GCM
2 stops22h 35m
United Airlines
Deal found 2/12$302
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Fri 3/64:52 pm
SJU
-
CHO
1 stop8h 17m
United Airlines
Tue 3/108:30 am
CHO
-
SJU
2 stops15h 06m
United Airlines
Deal found 2/12$377
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:30 am
SJU
-
CHO
1 stop10h 16m
Delta
Wed 3/112:27 pm
CHO
-
SJU
1 stop8h 48m
Delta
Deal found 2/13$409
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Thu 5/1412:35 pm
GCM
-
CHO
1 stop10h 19m
American Airlines
Mon 5/188:10 pm
CHO
-
GCM
2 stops15h 50m
American Airlines
Deal found 2/13$431
This United Airlines deal was found by Cheapflights users on 2/12. 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 2/258:30 am
SJU
-
CHO
1 stop9h 33m
United Airlines
Sun 3/15:38 pm
CHO
-
SJU
2 stops11h 33m
United Airlines
Deal found 2/12$435
This American Airlines deal was found by Cheapflights users on 2/15. 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 2/257:00 am
SJU
-
CHO
2 stops10h 25m
American Airlines
Sun 3/17:57 pm
CHO
-
SJU
1 stop14h 43m
American Airlines
Deal found 2/15$459
This United Airlines deal was found by Cheapflights users on 2/14. 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 3/113:52 pm
SJU
-
CHO
1 stop8h 17m
United Airlines
Wed 3/182:40 pm
CHO
-
SJU
1 stop6h 42m
United Airlines
Deal found 2/14$469
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:12 pm
SJU
-
CHO
1 stop9h 37m
Delta
Sun 3/12:29 pm
CHO
-
SJU
1 stop8h 29m
Delta
Deal found 2/13$492
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Thu 5/1412:00 pm
GCM
-
CHO
2 stops10h 54m
American Airlines
Tue 5/197:13 pm
CHO
-
GCM
2 stops16h 47m
American Airlines
Deal found 2/13$516
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Fri 5/152:10 pm
GCM
-
CHO
2 stops24h 02m
American Airlines
Mon 5/188:10 pm
CHO
-
GCM
2 stops18h 00m
American Airlines
Deal found 2/13$524
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/141:19 pm
GCM
-
CHO
1 stop9h 16m
Delta
Tue 5/195:48 am
CHO
-
GCM
1 stop7h 06m
Delta
Deal found 2/13$629
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Thu 5/1412:00 pm
GCM
-
CHO
2 stops10h 54m
American Airlines
Sun 5/178:10 pm
CHO
-
GCM
1 stop16h 23m
American Airlines
Deal found 2/13$793

Find flight deals from Caribbean Islands to Charlottesville

Keep the following information in mind while searching for Caribbean Islands to Charlottesville flight deals. Data was last updated February 15, 2026.

Round-trip from

$302
(United Airlines)

One-way from

$121
(United Airlines)
From Caribbean Islands to Charlottesville Albemarle
Search Deals
One-way flight from Caribbean Islands to Charlottesville Albemarle
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Charlottesville 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 February 15, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Charlottesville that are best for you.

Fly from

Caribbean Islands

Fly to

Charlottesville

Route

Depart

Return

Price

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Thu 3/12

1:50 pm-12:09 am

1 stop9h 19m

Charlottesville Albemarle

Thu 3/19

2:40 pm-12:15 pm

2 stops22h 35m

$302

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Fri 3/6

4:52 pm-12:09 am

1 stop8h 17m

Charlottesville Albemarle

Tue 3/10

8:30 am-11:36 pm

2 stops15h 06m

$377

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Thu 5/14

12:35 pm-11:54 pm

1 stop10h 19m

Charlottesville Albemarle

Mon 5/18

8:10 pm-11:00 am

2 stops15h 50m

$431

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Wed 2/25

5:42 pm-10:59 pm

1 stop6h 17m

Charlottesville Albemarle

Sun 3/1

6:15 am-9:49 pm

1 stop14h 34m

$459

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Wed 3/11

3:52 pm-12:09 am

1 stop8h 17m

Charlottesville Albemarle

Wed 3/18

2:40 pm-9:22 pm

1 stop6h 42m

$469

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Wed 2/25

2:12 pm-10:49 pm

1 stop9h 37m

Charlottesville Albemarle

Sun 3/1

2:29 pm-11:58 pm

1 stop8h 29m

$492

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Thu 5/14

12:00 pm-11:54 pm

2 stops10h 54m

Charlottesville Albemarle

Tue 5/19

7:13 pm-11:00 am

2 stops16h 47m

$516

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Thu 5/14

1:19 pm-11:35 pm

1 stop9h 16m

Charlottesville Albemarle

Tue 5/19

5:48 am-11:54 am

1 stop7h 06m

$629

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Thu 5/14

12:00 pm-11:54 pm

2 stops10h 54m

Charlottesville Albemarle

Sun 5/17

8:10 pm-11:33 am

1 stop16h 23m

$793

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Thu 5/14

1:19 pm-11:35 pm

1 stop9h 16m

Charlottesville Albemarle

Sun 5/17

5:48 am-11:54 am

1 stop7h 06m

$804

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 24 results
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Best time to book a flight from Caribbean Islands to Charlottesville

Have a flexible travel schedule? Discover the best time to fly to Charlottesville from Caribbean Islands 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 Caribbean Islands to Charlottesville

What is the cheapest month to book a flight from Caribbean Islands to Charlottesville?

Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Charlottesville (average of $57). Flying from Caribbean Islands to Charlottesville in December is currently the most expensive (average of $142). 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.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Charlottesville. 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 into for flights to Charlottesville from Caribbean Islands?

    If you book a flight to Charlottesville from Caribbean Islands, you will be flying to Albemarle, which is the city’s only airport. Charlottesville Albemarle (CHO) is located 7.6 mi from the center of Charlottesville.

  • How long is the flight from Caribbean Islands to Charlottesville?

    A quick flight from Caribbean Islands to Charlottesville can take about 9h 19m. United Airlines provides one of the quickest options available for as low as $302. The distance between Caribbean Islands and Charlottesville is about 1313 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Caribbean Islands to Charlottesville?

    The most popular flight routes from Caribbean Islands to Charlottesville are San Juan Luis Munoz Marin Intl - Charlottesville Albemarle, George Town Owen Roberts Intl - Charlottesville Albemarle and Saint Thomas Island Cyril E King - Charlottesville Albemarle.

  • Can I find deals for flights from Caribbean Islands to Charlottesville that include hotel bookings?

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

  • How can I find direct flights from Caribbean Islands to Charlottesville?

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

  • Can I find deals for business class flights from Caribbean Islands to Charlottesville?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Charlottesville 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 Caribbean Islands to Charlottesville?

    Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Charlottesville (average of $57). Flying from Caribbean Islands to Charlottesville in December is currently the most expensive (average of $142). 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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Alternative routes for Caribbean Islands to Charlottesville

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Caribbean Islands to Charlottesville

Discover the top airline that operate flights from Caribbean Islands to Charlottesville. 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 February 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$443Average$665FlexibilityNo cancel feeOn-time71%

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