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Charlottesville

$218+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CHO
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$341
(American Airlines)

One-way from

$218
(American Airlines)
From Caribbean Islands to Charlottesville Albemarle
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One-way flight from Caribbean Islands to Charlottesville Albemarle
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Find 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 September 17, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:30 amSJU - CHO
1 stop8h 15mDelta
Sun 1/182:05 pmCHO - SJU
1 stop8h 44mDelta
Deal found 9/15$470
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/314:45 pmGCM - CHO
2 stops41h 08mUnited Airlines
Fri 11/78:10 pmCHO - GCM
2 stops17h 35mUnited Airlines
Deal found 9/16$492
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/201:05 amSJU - CHO
2 stops8h 48mUnited Airlines
Sat 10/256:10 amCHO - SJU
1 stop6h 24mUnited Airlines
Deal found 9/16$555
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/217:15 amSJU - CHO
1 stop10h 01mDelta
Sat 10/254:05 pmCHO - SJU
1 stop5h 54mDelta
Deal found 9/16$587
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/1711:45 amSTT - CHO
1 stop7h 47mAmerican Airlines
Mon 10/207:57 pmCHO - STT
1 stop16h 03mAmerican Airlines
Deal found 9/15$617
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sun 12/215:24 amSJU - CHO
2 stops10h 31mAmerican Airlines
Sun 1/188:54 amCHO - SJU
1 stop10h 56mAmerican Airlines
Deal found 9/15$619
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 10/215:27 pmSJU - CHO
2 stops19h 58mAmerican Airlines
Sat 10/2510:56 amCHO - SJU
1 stop12h 58mAmerican Airlines
Deal found 9/15$635
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/1611:45 amSTT - CHO
1 stop10h 15mAmerican Airlines
Mon 10/207:57 pmCHO - STT
1 stop16h 03mAmerican Airlines
Deal found 9/15$658
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Sun 12/218:10 amSJU - CHO
2 stops16h 34mUnited Airlines
Sun 1/182:45 pmCHO - SJU
2 stops14h 26mUnited Airlines
Deal found 9/15$720
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/1711:45 amSTT - CHO
1 stop7h 47mAmerican Airlines
Sun 10/197:57 pmCHO - STT
1 stop14h 53mAmerican Airlines
Deal found 9/15$734
This United deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/175:45 pmSTT - CHO
2 stops29h 29mMultiple Airlines
Mon 10/206:10 amCHO - STT
2 stops30h 20mMultiple Airlines
Deal found 9/15$744
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/1611:45 amSTT - CHO
1 stop7h 47mAmerican Airlines
Sun 10/197:57 pmCHO - STT
1 stop14h 53mAmerican Airlines
Deal found 9/15$786

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 September 17, 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

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Fri 10/31

4:45 pm-2:55 pm

2 stops45h 10m

Charlottesville Albemarle

Fri 11/7

8:10 pm-4:35 pm

1 stop20h 25m

$492

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Fri 3/6

2:25 pm-9:26 am

2 stops19h 01m

Charlottesville Albemarle

Tue 3/10

10:30 am-12:45 pm

2 stops27h 15m

$544

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Mon 10/20

1:05 am-9:53 am

2 stops8h 48m

Charlottesville Albemarle

Sat 10/25

6:10 am-12:34 pm

1 stop6h 24m

$555

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Tue 10/21

7:15 am-5:16 pm

1 stop10h 01m

Charlottesville Albemarle

Sat 10/25

4:05 pm-9:59 pm

1 stop5h 54m

$587

Saint Thomas IslandCharlottesville

STT - CHO

STTCHO

Saint Thomas Island Cyril E King

Fri 10/17

11:45 am-7:32 pm

1 stop7h 47m

Charlottesville Albemarle

Mon 10/20

7:57 pm-12:00 pm

1 stop16h 03m

$617

San JuanCharlottesville

SJU - CHO

SJUCHO

San Juan Luis Munoz Marin Intl

Tue 10/21

5:27 pm-1:25 pm

2 stops19h 58m

Charlottesville Albemarle

Sat 10/25

10:56 am-11:54 pm

1 stop12h 58m

$635

George TownCharlottesville

GCM - CHO

GCMCHO

George Town Owen Roberts Intl

Fri 3/6

3:45 pm-11:48 pm

1 stop8h 03m

Charlottesville Albemarle

Tue 3/10

6:38 am-11:15 am

1 stop5h 37m

$666

Saint Thomas IslandCharlottesville

STT - CHO

STTCHO

Saint Thomas Island Cyril E King

Thu 10/16

5:20 pm-10:31 am

2 stops17h 11m

Charlottesville Albemarle

Mon 10/20

7:57 pm-12:00 pm

1 stop16h 03m

$688

Saint Thomas IslandCharlottesville

STT - CHO

STTCHO

Saint Thomas Island Cyril E King

Fri 10/17

11:45 am-7:32 pm

1 stop7h 47m

Charlottesville Albemarle

Sun 10/19

7:57 pm-10:50 am

1 stop14h 53m

$734

Saint Thomas IslandCharlottesville

STT - CHO

STTCHO

Saint Thomas Island Cyril E King

Fri 10/17

5:45 pm-11:14 pm

2 stops29h 29m

Charlottesville Albemarle

Mon 10/20

6:10 am-12:30 pm

2 stops30h 20m

$744

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 20 results
1
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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, January is the cheapest month in which you can book a flight from Caribbean Islands to Charlottesville (average of $275). Flying from Caribbean Islands to Charlottesville in April is currently the most expensive (average of $394). 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 7h 47m. United Airlines provides one of the quickest options available for as low as $617. The distance between Caribbean Islands and Charlottesville is about 1590 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, George Town Owen Roberts Intl - Charlottesville Albemarle and San Juan Luis Munoz Marin 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, January is the cheapest month in which you can book a flight from Caribbean Islands to Charlottesville (average of $275). Flying from Caribbean Islands to Charlottesville in April is currently the most expensive (average of $394). 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

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$497Average$665FlexibilityNo cancel feeOn-time71%

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