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Caribbean Islands

$126+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$468
(Delta)

One-way from

$126
(American Airlines)

Popular in

July

Cheapest in

March

Average price

$557
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. 10% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:00 amCHO - STT
1 stop7h 39mDelta
Tue 9/302:49 pmSTT - CHO
1 stop7h 50mDelta
Deal found 4/30$468
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 9/266:02 pmCHO - STT
2 stops20h 33mAmerican Airlines
Tue 9/301:50 pmSTT - CHO
2 stops22h 51mAmerican Airlines
Deal found 4/30$479
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/175:50 amCHO - PUJ
1 stop9h 01mDelta
Tue 6/241:45 pmPUJ - CHO
1 stop9h 36mDelta
Deal found 4/29$509
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 7/236:06 pmCHO - MBJ
2 stops16h 24mAmerican Airlines
Sun 7/274:30 pmMBJ - CHO
2 stops19h 11mAmerican Airlines
Deal found 4/30$517
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/310:30 amCHO - SJU
2 stops13h 06mUnited Airlines
Mon 11/105:50 pmSJU - CHO
1 stop6h 10mUnited Airlines
Deal found 4/29$530
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 5/36:15 amCHO - SJU
1 stop14h 13mAmerican Airlines
Sun 5/47:15 amSJU - CHO
1 stop8h 49mAmerican Airlines
Deal found 4/29$580
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 6/2710:25 amCHO - NAS
2 stops28h 34mUnited Airlines
Thu 7/35:00 pmNAS - CHO
2 stops40h 34mUnited Airlines
Deal found 4/30$583
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 6/176:19 amCHO - SXM
2 stops8h 46mAmerican Airlines
Mon 6/232:34 pmSXM - CHO
2 stops24h 03mAmerican Airlines
Deal found 4/29$586
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/167:59 pmCHO - PUJ
2 stops19h 06mUnited Airlines
Tue 6/2412:10 pmPUJ - CHO
2 stops21h 29mUnited Airlines
Deal found 4/29$591
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 6/175:00 amCHO - PUJ
1 stop11h 00mAmerican Airlines
Mon 6/2311:51 amPUJ - CHO
2 stops20h 36mAmerican Airlines
Deal found 4/29$629
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 5/306:10 amCHO - SDQ
2 stops19h 40mUnited Airlines
Mon 6/26:00 amSDQ - CHO
2 stops17h 30mUnited Airlines
Deal found 4/30$635
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/12:34 pmCHO - SJU
1 stop7h 49mDelta
Mon 8/46:15 amSJU - CHO
1 stop7h 39mDelta
Deal found 4/29$637

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 May 1, 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

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

Fri 9/26

6:00 am-1:39 pm

1 stop7h 39m

Saint Thomas Island Cyril E King

Tue 9/30

2:49 pm-10:39 pm

1 stop7h 50m

$468

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

Fri 9/26

6:02 pm-2:35 pm

2 stops20h 33m

Saint Thomas Island Cyril E King

Tue 9/30

1:50 pm-12:41 pm

2 stops22h 51m

$479

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

Tue 6/17

5:50 am-2:51 pm

1 stop9h 01m

Punta Cana

Tue 6/24

1:45 pm-11:21 pm

1 stop9h 36m

$509

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

Wed 7/23

6:06 pm-9:30 am

2 stops16h 24m

Montego Bay Sangster Intl

Sun 7/27

4:30 pm-12:41 pm

2 stops19h 11m

$517

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Thu 5/15

10:45 am-11:54 pm

2 stops13h 09m

San Juan Luis Munoz Marin Intl

Mon 5/19

1:25 pm-11:30 pm

2 stops10h 05m

$568

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Thu 7/17

6:06 pm-11:55 pm

1 stop5h 49m

San Juan Luis Munoz Marin Intl

Mon 7/21

3:45 pm-8:28 am

1 stop16h 43m

$582

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Fri 6/27

10:25 am-2:59 pm

2 stops28h 34m

Nassau Intl

Thu 7/3

5:00 pm-9:34 am

2 stops40h 34m

$583

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

Tue 6/17

6:19 am-3:05 pm

2 stops8h 46m

Simpson Bay Princess Juliana

Mon 6/23

2:34 pm-2:37 pm

2 stops24h 03m

$586

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

Mon 6/16

7:59 pm-3:05 pm

2 stops19h 06m

Punta Cana

Tue 6/24

12:10 pm-9:39 am

2 stops21h 29m

$591

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

Tue 6/17

5:00 am-4:00 pm

1 stop11h 00m

Punta Cana

Mon 6/23

11:51 am-8:27 am

2 stops20h 36m

$629

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 23 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 December is currently the most expensive (average of $336). 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 May 1, 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 May 1, 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
7,934 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,826 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 $126. 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 - Saint Thomas Island Cyril E King 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 December is currently the most expensive (average of $336). 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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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 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$311Average$410FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$379Average$603FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$397Average$716FlexibilityNo cancel feeOn-time71%

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