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Caribbean Islands

$216+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
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 julio 31, 2025.

Round-trip from

$285
(Delta)

One-way from

$216
(American Airlines)

Popular in

July

Cheapest in

November

Average price

$692
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. 16% potential increase in price ($106 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 July 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 julio 31, 2025.

This Delta deal was found by Cheapflights users on 7/31. 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.
sáb. 10/254:05 pmCHO - SJU
1 stop5h 54mDelta
sáb. 11/17:15 amSJU - CHO
1 stop7h 50mDelta
Deal found 7/31$285
This American Airlines deal was found by Cheapflights users on 7/30. 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. 10/251:41 pmCHO - SJU
2 stops10h 13mAmerican Airlines
sáb. 11/17:10 amSJU - CHO
1 stop15h 00mAmerican Airlines
Deal found 7/30$447
This United Airlines deal was found by Cheapflights users on 7/31. 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. 10/2512:38 pmCHO - SJU
2 stops11h 19mUnited Airlines
sáb. 11/11:20 pmSJU - CHO
2 stops10h 22mUnited Airlines
Deal found 7/31$453
This American Airlines deal was found by Cheapflights users on 7/30. 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. 8/264:04 pmCHO - PUJ
2 stops18h 35mAmerican Airlines
mar. 9/21:50 pmPUJ - CHO
2 stops20h 31mAmerican Airlines
Deal found 7/30$471
This American Airlines deal was found by Cheapflights users on 7/29. 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. 12/88:54 amCHO - GCM
1 stop7h 37mAmerican Airlines
vie. 12/125:35 pmGCM - CHO
1 stop15h 02mAmerican Airlines
Deal found 7/29$478
This United Airlines deal was found by Cheapflights users on 7/30. 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. 9/136:10 amCHO - PUJ
2 stops9h 15mUnited Airlines
sáb. 9/201:50 pmPUJ - CHO
2 stops19h 57mUnited Airlines
Deal found 7/30$505
This United Airlines deal was found by Cheapflights users on 7/30. 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. 11/710:50 amCHO - MBJ
2 stops26h 56mUnited Airlines
vie. 11/143:36 pmMBJ - CHO
2 stops18h 44mUnited Airlines
Deal found 7/30$549
This American Airlines deal was found by Cheapflights users on 7/30. 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. 10/106:01 pmCHO - SXM
2 stops21h 14mAmerican Airlines
mié. 10/152:40 pmSXM - CHO
2 stops23h 58mAmerican Airlines
Deal found 7/30$584
This American Airlines deal was found by Cheapflights users on 7/31. 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. 11/267:58 pmCHO - ELH
2 stops15h 22mAmerican Airlines
mar. 12/21:55 pmELH - CHO
2 stops18h 42mAmerican Airlines
Deal found 7/31$625
This American Airlines deal was found by Cheapflights users on 7/30. 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. 8/136:00 amCHO - NAS
1 stop4h 40mAmerican Airlines
sáb. 8/162:27 pmNAS - CHO
1 stop18h 01mAmerican Airlines
Deal found 7/30$639
This United Airlines deal was found by Cheapflights users on 7/31. 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. 12/152:09 pmCHO - GCM
2 stops26h 21mUnited Airlines
mié. 12/245:10 pmGCM - CHO
1 stop5h 50mUnited Airlines
Deal found 7/31$675
This American Airlines deal was found by Cheapflights users on 7/30. 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. 11/47:19 pmCHO - STT
1 stop16h 37mAmerican Airlines
mar. 11/114:35 pmSTT - CHO
1 stop8h 00mAmerican Airlines
Deal found 7/30$708

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 julio 31, 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

sáb. 10/25

4:05 pm-9:59 pm

1 stop5h 54m

San Juan Luis Munoz Marin Intl

sáb. 11/1

7:15 am-3:05 pm

1 stop7h 50m

$285

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

sáb. 10/25

1:41 pm-11:54 pm

2 stops10h 13m

San Juan Luis Munoz Marin Intl

sáb. 11/1

7:10 am-10:10 pm

1 stop15h 00m

$447

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

sáb. 10/25

12:38 pm-11:57 pm

2 stops11h 19m

San Juan Luis Munoz Marin Intl

sáb. 11/1

1:20 pm-11:42 pm

2 stops10h 22m

$453

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

sáb. 1/10

8:20 pm-12:00 pm

1 stop15h 40m

George Town Owen Roberts Intl

vie. 3/6

3:45 pm-9:44 pm

1 stop5h 59m

$466

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

mar. 8/26

4:04 pm-10:39 am

2 stops18h 35m

Punta Cana

mar. 9/2

1:50 pm-10:21 am

2 stops20h 31m

$471

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

sáb. 9/13

6:10 am-12:40 pm

1 stop6h 30m

Punta Cana

sáb. 9/20

1:50 pm-9:47 am

2 stops19h 57m

$505

CharlottesvilleGregory Town

CHO - ELH

CHOELH

Charlottesville Albemarle

sáb. 1/17

8:20 pm-11:31 am

1 stop15h 11m

Gregory Town North Eleuthera

sáb. 1/24

12:45 pm-8:36 am

2 stops19h 51m

$525

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

vie. 11/7

10:50 am-1:46 pm

2 stops26h 56m

Montego Bay Sangster Intl

vie. 11/14

3:36 pm-10:20 am

2 stops18h 44m

$549

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

vie. 10/10

6:01 pm-3:15 pm

2 stops21h 14m

Simpson Bay Princess Juliana

mié. 10/15

2:40 pm-2:38 pm

2 stops23h 58m

$584

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

mié. 8/13

6:00 am-10:40 am

1 stop4h 40m

Nassau Intl

sáb. 8/16

2:27 pm-8:28 am

1 stop18h 01m

$639

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 27 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 julio 31, 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.

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 julio 31, 2025.
Read through reviews of airlines operating flights from Charlottesville to Caribbean Islands, such as 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
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

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
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

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
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

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 $216. However, be on the lookout for offers from Delta and United Airlines, 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 - Saint Thomas Island Cyril E King or Charlottesville Albemarle - Punta Cana, Charlottesville Albemarle - San Juan Luis Munoz Marin Intl 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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$261Average$645FlexibilityNo cancel feeOn-time69%
DeltaCheapest$311Average$410FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$400Average$701FlexibilityNo cancel feeOn-time71%

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