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Charlottesville

$116+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CHO
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
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 December 23, 2025.

This United Airlines deal was found by Cheapflights users on 12/21. 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.
Mon 12/225:20 pmSTT - CHO
1 stop7h 24mUnited Airlines
Fri 12/266:49 amCHO - STT
1 stop8h 29mUnited Airlines
Deal found 12/21$801

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 December 23, 2025.

Round-trip from

$438
(American Airlines)

One-way from

$116
(American 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 December 23, 2025.
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

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Tue 2/3

8:20 am-4:55 pm

1 stop9h 35m

Charlottesville Albemarle

Tue 2/3

7:09 pm-1:08 pm

1 stop16h 59m

$438

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Wed 2/4

2:45 pm-1:54 pm

2 stops24h 09m

Charlottesville Albemarle

Sat 2/7

2:17 pm-6:11 am

2 stops14h 54m

$471

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Mon 1/19

5:55 pm-9:59 am

1 stop17h 04m

Charlottesville Albemarle

Mon 1/26

10:24 am-8:50 pm

1 stop9h 26m

$498

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Mon 1/19

8:10 am-1:54 pm

1 stop6h 44m

Charlottesville Albemarle

Mon 1/26

8:15 am-10:22 pm

2 stops13h 07m

$593

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Wed 1/14

6:00 am-4:07 pm

2 stops11h 07m

$116

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Wed 1/14

8:10 am-1:54 pm

1 stop6h 44m

$161

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Fri 1/16

8:10 am-1:54 pm

1 stop6h 44m

$206

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Fri 1/16

5:55 pm-9:59 am

1 stop17h 04m

$222

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Mon 1/5

2:05 am-1:42 pm

2 stops12h 37m

$435

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Sat 1/3

7:30 am-10:46 pm

2 stops15h 16m

$872

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 11 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, June is the cheapest month in which you can book a flight from Caribbean Islands to Charlottesville (average of $59). Flying from Caribbean Islands to Charlottesville in August is currently the most expensive (average of $128). 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 35m. American Airlines provides one of the quickest options available for as low as $438. The distance between Caribbean Islands and Charlottesville is about 1553 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 Saint Thomas Island Cyril E King - Charlottesville Albemarle, San Juan Luis Munoz Marin Intl - Charlottesville Albemarle and George Town Owen Roberts Intl - 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, June is the cheapest month in which you can book a flight from Caribbean Islands to Charlottesville (average of $59). Flying from Caribbean Islands to Charlottesville in August is currently the most expensive (average of $128). 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 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$497Average$665FlexibilityNo cancel feeOn-time71%

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