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$215+ 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
juin 17 — juin 241
mar. 6/17
mar. 6/24
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 juin 12, 2025.

Round-trip from

$360
(United Airlines)

One-way from

$215
(American Airlines)

Popular in

July

Cheapest in

November

Average price

$574
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. 14% potential increase in price ($91 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in June 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 juin 12, 2025.

This United Airlines deal was found by Cheapflights users on 6/12. 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.
jeu. 10/26:10 amCHO - SJU
2 stops14h 28mUnited Airlines
ven. 10/104:55 pmSJU - CHO
1 stop6h 19mUnited Airlines
Deal found 6/12$360
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 10/25:00 amCHO - SJU
1 stop9h 59mAmerican Airlines
ven. 10/103:50 pmSJU - CHO
1 stop16h 47mAmerican Airlines
Deal found 6/12$371
This American Airlines deal was found by Cheapflights users on 6/11. 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.
mar. 7/88:07 pmCHO - NAS
1 stop13h 58mAmerican Airlines
mar. 7/152:26 pmNAS - CHO
1 stop9h 52mAmerican Airlines
Deal found 6/11$383
This United Airlines deal was found by Cheapflights users on 6/10. 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.
mar. 7/156:10 amCHO - PUJ
1 stop6h 30mUnited Airlines
mer. 7/164:35 pmPUJ - CHO
1 stop16h 59mUnited Airlines
Deal found 6/10$407
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 8/178:06 pmCHO - PUJ
1 stop16h 59mAmerican Airlines
sam. 8/233:55 pmPUJ - CHO
1 stop8h 17mAmerican Airlines
Deal found 6/12$413
This United Airlines deal was found by Cheapflights users on 6/9. 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.
ven. 9/56:10 amCHO - NAS
2 stops31h 21mUnited Airlines
lun. 9/82:33 pmNAS - CHO
2 stops9h 11mUnited Airlines
Deal found 6/9$498
This American Airlines deal was found by Cheapflights users on 6/11. 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.
jeu. 7/246:06 pmCHO - MBJ
2 stops16h 24mAmerican Airlines
lun. 7/284:30 pmMBJ - CHO
2 stops19h 11mAmerican Airlines
Deal found 6/11$501
This United Airlines deal was found by Cheapflights users on 6/10. 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.
sam. 10/188:29 pmCHO - MBJ
2 stops16h 14mUnited Airlines
sam. 10/252:40 pmMBJ - CHO
2 stops17h 46mUnited Airlines
Deal found 6/10$515
This American Airlines deal was found by Cheapflights users on 6/10. 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.
mar. 9/236:00 amCHO - BGI
2 stops16h 17mAmerican Airlines
mar. 9/302:56 pmBGI - CHO
2 stops19h 25mAmerican Airlines
Deal found 6/10$566
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 7/276:06 pmCHO - SXM
2 stops20h 59mAmerican Airlines
dim. 8/34:25 pmSXM - CHO
2 stops20h 16mAmerican Airlines
Deal found 6/12$572
This American Airlines deal was found by Cheapflights users on 6/11. 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.
ven. 7/43:06 pmCHO - STT
2 stops19h 39mAmerican Airlines
mar. 7/85:05 pmSTT - CHO
2 stops21h 26mAmerican Airlines
Deal found 6/11$578
This American Airlines deal was found by Cheapflights users on 6/11. 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.
mer. 11/266:08 pmCHO - ELH
2 stops17h 12mAmerican Airlines
mar. 12/22:50 pmELH - CHO
2 stops17h 47mAmerican Airlines
Deal found 6/11$625

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 juin 12, 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

jeu. 10/2

6:10 am-8:38 pm

2 stops14h 28m

San Juan Luis Munoz Marin Intl

ven. 10/10

4:55 pm-11:14 pm

1 stop6h 19m

$360

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

jeu. 10/2

5:00 am-2:59 pm

1 stop9h 59m

San Juan Luis Munoz Marin Intl

ven. 10/10

3:50 pm-8:37 am

1 stop16h 47m

$371

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

mar. 7/8

8:07 pm-10:05 am

1 stop13h 58m

Nassau Intl

mar. 7/15

2:26 pm-12:18 am

1 stop9h 52m

$383

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

mar. 7/15

6:10 am-12:40 pm

1 stop6h 30m

Punta Cana

mer. 7/16

4:35 pm-9:34 am

1 stop16h 59m

$407

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

dim. 8/17

8:06 pm-1:05 pm

1 stop16h 59m

Punta Cana

sam. 8/23

3:55 pm-12:12 am

1 stop8h 17m

$413

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

ven. 9/5

6:10 am-1:31 pm

2 stops31h 21m

Nassau Intl

lun. 9/8

2:33 pm-11:44 pm

2 stops9h 11m

$498

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

jeu. 7/24

6:06 pm-9:30 am

2 stops16h 24m

Montego Bay Sangster Intl

lun. 7/28

4:30 pm-12:41 pm

2 stops19h 11m

$501

CharlottesvilleBridgetown

CHO - BGI

CHOBGI

Charlottesville Albemarle

mar. 9/23

6:00 am-10:17 pm

2 stops16h 17m

Bridgetown Grantley Adams Intl

mar. 9/30

2:56 pm-10:21 am

2 stops19h 25m

$566

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

dim. 7/27

6:06 pm-3:05 pm

2 stops20h 59m

Simpson Bay Princess Juliana

dim. 8/3

4:25 pm-12:41 pm

2 stops20h 16m

$572

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

ven. 7/4

3:06 pm-10:45 am

2 stops19h 39m

Saint Thomas Island Cyril E King

mar. 7/8

5:05 pm-2:31 pm

2 stops21h 26m

$578

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 26 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, September is the cheapest month in which you can book a flight from Charlottesville to Caribbean (average of $254). Flying from Charlottesville to Caribbean in June is currently the most expensive (average of $339). 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 juin 12, 2025.

When flying from Charlottesville to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 juin 12, 2025.
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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 American Airlines ($215), United Airlines ($301), and Delta ($308).

  • 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 - San Juan Luis Munoz Marin Intl or Charlottesville Albemarle - Montego Bay Sangster 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, September is the cheapest month in which you can book a flight from Charlottesville to Caribbean (average of $254). Flying from Charlottesville to Caribbean in June is currently the most expensive (average of $339). 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 juin 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$311Average$410FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$333Average$604FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$400Average$718FlexibilityNo cancel feeOn-time71%

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