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Caribbean

$155+ Cheap flights from Charlottesville (CHO) to Caribbean

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
dic. 6 — dic. 131
sáb. 12/6
sáb. 12/13
1 adult, Economy
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Cheap flight deals from Charlottesville to Caribbean

Keep the following information in mind while searching for Charlottesville to Caribbean flight deals. Data was last updated noviembre 6, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$155
(United Airlines)

Popular in

August

Cheapest in

December

Average price

$528
From Charlottesville Albemarle to Caribbean
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One-way flight from Charlottesville Albemarle to Caribbean
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Highest demand for flights based on searches. 10% potential increase in price ($65 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Charlottesville to Caribbean

Cheapest flights from Charlottesville to Caribbean
Explore the most affordable flight options available from Charlottesville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/6. 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.
sáb. 11/156:03 pmCHO - PUJ
1 stop16h 37mAmerican Airlines
sáb. 11/225:44 pmPUJ - CHO
1 stop15h 46mAmerican Airlines
Deal found 11/6$318
This United Airlines deal was found by Cheapflights users on 11/6. 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.
sáb. 11/228:10 pmCHO - MBJ
2 stops17h 36mUnited Airlines
sáb. 11/295:14 pmMBJ - CHO
1 stop6h 28mUnited Airlines
Deal found 11/6$319
This United Airlines deal was found by Cheapflights users on 11/5. 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.
mié. 11/125:38 pmCHO - MBJ
2 stops20h 51mUnited Airlines
mié. 11/193:36 pmMBJ - CHO
2 stops18h 44mUnited Airlines
Deal found 11/5$324
This Delta deal was found by Cheapflights users on 11/4. 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.
lun. 12/83:09 pmCHO - SJU
1 stop7h 11mDelta
mié. 12/107:00 amSJU - CHO
1 stop11h 23mDelta
Deal found 11/4$335
This American Airlines deal was found by Cheapflights users on 11/5. 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.
dom. 12/78:03 pmCHO - SDQ
2 stops16h 59mAmerican Airlines
dom. 12/214:49 pmSDQ - CHO
2 stops16h 46mAmerican Airlines
Deal found 11/5$335
This American Airlines deal was found by Cheapflights users on 11/5. 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.
mié. 11/126:05 amCHO - MBJ
1 stop6h 56mAmerican Airlines
mié. 11/192:01 pmMBJ - CHO
1 stop9h 34mAmerican Airlines
Deal found 11/5$379
This American Airlines deal was found by Cheapflights users on 11/3. 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.
lun. 12/84:33 pmCHO - SJU
2 stops16h 36mAmerican Airlines
mié. 12/108:20 amSJU - CHO
1 stop9h 30mAmerican Airlines
Deal found 11/3$420
This American Airlines deal was found by Cheapflights users on 11/6. 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.
vie. 11/76:05 amCHO - MBJ
1 stop6h 56mAmerican Airlines
vie. 11/144:28 pmMBJ - CHO
2 stops19h 38mAmerican Airlines
Deal found 11/6$444
This United Airlines deal was found by Cheapflights users on 11/4. 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.
vie. 11/78:10 pmCHO - MBJ
2 stops18h 19mUnited Airlines
vie. 11/143:36 pmMBJ - CHO
2 stops21h 59mUnited Airlines
Deal found 11/4$445
This American Airlines deal was found by Cheapflights users on 11/5. 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.
vie. 11/147:20 pmCHO - SJU
1 stop16h 45mAmerican Airlines
mié. 11/195:59 pmSJU - CHO
1 stop17h 26mAmerican Airlines
Deal found 11/5$451
This Delta deal was found by Cheapflights users on 11/5. 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.
dom. 12/76:00 amCHO - SJU
1 stop7h 14mDelta
dom. 12/217:30 amSJU - CHO
1 stop10h 27mDelta
Deal found 11/5$477
This United Airlines deal was found by Cheapflights users on 11/5. 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.
lun. 12/82:50 pmCHO - SJU
1 stop6h 32mUnited Airlines
mar. 12/92:05 amSJU - CHO
2 stops12h 29mUnited Airlines
Deal found 11/5$482

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charlottesville to Caribbean 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 noviembre 6, 2025.
Use the filters below to find and compare flights from Charlottesville to Caribbean that are best for you.

Fly from

Charlottesville

Fly to

Caribbean

Route

Depart

Return

Price

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

mar. 1/27

6:00 am-1:08 pm

1 stop6h 08m

San Juan Luis Munoz Marin Intl

sáb. 1/31

5:55 pm-9:59 am

1 stop17h 04m

$235

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

vie. 1/30

7:09 pm-1:08 pm

1 stop16h 59m

San Juan Luis Munoz Marin Intl

mar. 2/3

6:00 am-4:07 pm

2 stops11h 07m

$235

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

mar. 1/27

8:15 am-12:36 am

2 stops15h 21m

San Juan Luis Munoz Marin Intl

vie. 1/30

2:05 am-1:42 pm

2 stops12h 37m

$283

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

sáb. 2/21

7:57 pm-2:55 pm

2 stops17h 58m

Punta Cana

mar. 3/3

5:57 pm-9:43 am

2 stops16h 46m

$306

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

dom. 2/1

7:09 pm-12:55 pm

1 stop16h 46m

Punta Cana

sáb. 2/7

3:43 pm-9:59 am

2 stops19h 16m

$306

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

dom. 2/1

7:09 pm-12:55 pm

1 stop16h 46m

Punta Cana

vie. 2/6

4:09 pm-9:59 am

2 stops18h 50m

$306

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

dom. 3/15

8:19 pm-12:40 pm

2 stops16h 21m

Punta Cana

jue. 3/19

3:40 pm-8:33 am

2 stops16h 53m

$306

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

vie. 1/16

7:00 am-11:00 am

2 stops28h 00m

George Town Owen Roberts Intl

vie. 1/23

3:55 pm-2:50 pm

2 stops22h 55m

$315

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

mié. 1/7

6:00 am-11:26 am

1 stop5h 26m

George Town Owen Roberts Intl

mié. 1/14

1:05 pm-9:59 am

2 stops20h 54m

$315

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

sáb. 1/31

5:20 pm-12:58 pm

2 stops18h 38m

Simpson Bay Princess Juliana

sáb. 2/7

2:03 pm-9:59 am

2 stops20h 56m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 34 results
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Best time to book a flight from Charlottesville to Caribbean

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

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

Currently, June is the cheapest month in which you can book a flight from Charlottesville to Caribbean (average of $87). Flying from Charlottesville to Caribbean in September is currently the most expensive (average of $160). 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.

What is the cheapest time of day to fly from CHO to CB?

Find hourly flight availability from Charlottesville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 6, 2025.

A simple way to save on the total cost of your ticket is to fly from Charlottesville to Caribbean in the evening. If you’re flexible enough to do this you can expect to save up to 24% on your trip compared to booking a flight in the morning.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated noviembre 6, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Charlottesville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,001 reviews

Crew

8.5

Food

7.3

Overall

7.9

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Crew

8.5

Food

7.3

Overall

7.9

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,007 reviews
Delta
7.9
Good
8,001 reviews

Crew

8.5

Food

7.3

Overall

7.9

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,040 reviews
Delta
7.9
Good
8,001 reviews

Crew

8.5

Food

7.3

Overall

7.9

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

    Charlottesville Albemarle (CHO), located 7.6 mi from the city center, is the airport you fly out of when you book flights from Charlottesville to Caribbean.

  • How long is the flight from Charlottesville to Caribbean?

    For as low as $235, American Airlines can have you in Caribbean from Charlottesville in 6h 08m. The distance from Charlottesville to Caribbean is about 1553 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Charlottesville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Charlottesville to Caribbean are United Airlines ($155), American Airlines ($218), and Delta ($218).

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

    When deciding which route to take from Charlottesville to Caribbean consider Charlottesville Albemarle - Punta Cana, Charlottesville Albemarle - Santo Domingo Las Americas or Charlottesville Albemarle - San Juan Luis Munoz Marin Intl as they are the most popular.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Charlottesville to Caribbean (average of $87). Flying from Charlottesville to Caribbean in September is currently the most expensive (average of $160). 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 Charlottesville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Charlottesville to Caribbean

Discover the top 3 airlines that operate flights from Charlottesville to Caribbean. 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 noviembre 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$261Average$582FlexibilityNo cancel feeOn-time69%
DeltaCheapest$311Average$358FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$367Average$688FlexibilityNo cancel feeOn-time71%

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