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Caribbean Islands

$215+ Cheap flights from Charlottesville (CHO) to Caribbean Islands

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
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Charlottesville to Caribbean Islands

Keep the following information in mind while searching for Charlottesville to Caribbean Islands flight deals. Data was last updated June 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 Islands
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One-way flight from Charlottesville Albemarle to Caribbean Islands
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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 Islands

Cheapest flights from Charlottesville to Caribbean Islands
Explore the most affordable flight options available from Charlottesville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 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.
Thu 10/26:10 amCHO - SJU
2 stops14h 28mUnited Airlines
Fri 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.
Thu 10/25:00 amCHO - SJU
1 stop9h 59mAmerican Airlines
Fri 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.
Tue 7/88:07 pmCHO - NAS
1 stop13h 58mAmerican Airlines
Tue 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.
Tue 7/156:10 amCHO - PUJ
1 stop6h 30mUnited Airlines
Wed 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.
Sun 8/178:06 pmCHO - PUJ
1 stop16h 59mAmerican Airlines
Sat 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.
Fri 9/56:10 amCHO - NAS
2 stops31h 21mUnited Airlines
Mon 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.
Thu 7/246:06 pmCHO - MBJ
2 stops16h 24mAmerican Airlines
Mon 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.
Sat 10/188:29 pmCHO - MBJ
2 stops16h 14mUnited Airlines
Sat 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.
Tue 9/236:00 amCHO - BGI
2 stops16h 17mAmerican Airlines
Tue 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.
Sun 7/276:06 pmCHO - SXM
2 stops20h 59mAmerican Airlines
Sun 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.
Fri 7/43:06 pmCHO - STT
2 stops19h 39mAmerican Airlines
Tue 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.
Wed 11/266:08 pmCHO - ELH
2 stops17h 12mAmerican Airlines
Tue 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 Islands 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 June 12, 2025.
Use the filters below to find and compare flights from Charlottesville to Caribbean Islands that are best for you.

Fly from

Charlottesville

Fly to

Caribbean Islands

Route

Depart

Return

Price

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Thu 10/2

6:10 am-8:38 pm

2 stops14h 28m

San Juan Luis Munoz Marin Intl

Fri 10/10

4:55 pm-11:14 pm

1 stop6h 19m

$360

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Thu 10/2

5:00 am-2:59 pm

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Fri 10/10

3:50 pm-8:37 am

1 stop16h 47m

$371

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Tue 7/8

8:07 pm-10:05 am

1 stop13h 58m

Nassau Intl

Tue 7/15

2:26 pm-12:18 am

1 stop9h 52m

$383

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

Tue 7/15

6:10 am-12:40 pm

1 stop6h 30m

Punta Cana

Wed 7/16

4:35 pm-9:34 am

1 stop16h 59m

$407

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

Sun 8/17

8:06 pm-1:05 pm

1 stop16h 59m

Punta Cana

Sat 8/23

3:55 pm-12:12 am

1 stop8h 17m

$413

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Fri 9/5

6:10 am-1:31 pm

2 stops31h 21m

Nassau Intl

Mon 9/8

2:33 pm-11:44 pm

2 stops9h 11m

$498

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

Thu 7/24

6:06 pm-9:30 am

2 stops16h 24m

Montego Bay Sangster Intl

Mon 7/28

4:30 pm-12:41 pm

2 stops19h 11m

$501

CharlottesvilleBridgetown

CHO - BGI

CHOBGI

Charlottesville Albemarle

Tue 9/23

6:00 am-10:17 pm

2 stops16h 17m

Bridgetown Grantley Adams Intl

Tue 9/30

2:56 pm-10:21 am

2 stops19h 25m

$566

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

Sun 7/27

6:06 pm-3:05 pm

2 stops20h 59m

Simpson Bay Princess Juliana

Sun 8/3

4:25 pm-12:41 pm

2 stops20h 16m

$572

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

Fri 7/4

3:06 pm-10:45 am

2 stops19h 39m

Saint Thomas Island Cyril E King

Tue 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 Islands

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

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

Currently, September is the cheapest month in which you can book a flight from Charlottesville to Caribbean Islands (average of $254). Flying from Charlottesville to Caribbean Islands 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 EPX?

Find hourly flight availability from Charlottesville to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Charlottesville to Caribbean Islands, 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 Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 12, 2025.
To help decide which airline to fly from Charlottesville to Caribbean Islands, see what other customers have to say about Delta, United Airlines and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

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 Islands. 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 Islands?

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

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

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $215. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Charlottesville to Caribbean Islands for a low price.

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

    While some choose either Charlottesville Albemarle - San Juan Luis Munoz Marin Intl or Charlottesville Albemarle - Montego Bay Sangster Intl, Charlottesville Albemarle - Punta Cana is the most popular route from Charlottesville to Caribbean Islands.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Charlottesville to Caribbean Islands (average of $254). Flying from Charlottesville to Caribbean Islands 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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Top 3 airlines flying from Charlottesville to Caribbean Islands

Discover the top 3 airlines that operate flights from Charlottesville to Caribbean Islands. 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 June 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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