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Caribbean Islands

$378+ 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 6/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
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 February 23, 2025.

Round-trip from

$445
(Delta)

One-way from

$378
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$572
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 ($90 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 23, 2025.

This Delta deal was found by Cheapflights users on 2/22. 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.
Wed 3/266:00 amCHO - SDQ
1 stop7h 11mDelta
Tue 4/17:16 amSDQ - CHO
2 stops16h 04mDelta
Deal found 2/22$445
This American Airlines deal was found by Cheapflights users on 2/22. 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 4/86:15 amCHO - MBJ
1 stop7h 45mAmerican Airlines
Tue 4/153:10 pmMBJ - CHO
2 stops18h 13mAmerican Airlines
Deal found 2/22$445
This American Airlines deal was found by Cheapflights users on 2/22. 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 3/27:59 pmCHO - SJU
1 stop14h 50mAmerican Airlines
Wed 3/58:15 amSJU - CHO
1 stop16h 34mAmerican Airlines
Deal found 2/22$462
This American Airlines deal was found by Cheapflights users on 2/22. 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 4/266:15 amCHO - GCM
1 stop5h 40mAmerican Airlines
Sat 5/103:05 pmGCM - CHO
1 stop7h 54mAmerican Airlines
Deal found 2/22$538
This United Airlines deal was found by Cheapflights users on 2/22. 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.
Sun 4/610:45 amCHO - PUJ
1 stop5h 44mUnited Airlines
Mon 4/74:35 pmPUJ - CHO
1 stop17h 03mUnited Airlines
Deal found 2/22$585
This American Airlines deal was found by Cheapflights users on 2/22. 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 3/275:00 amCHO - SDQ
2 stops17h 51mAmerican Airlines
Thu 4/32:09 pmSDQ - CHO
2 stops18h 21mAmerican Airlines
Deal found 2/22$593
This United Airlines deal was found by Cheapflights users on 2/22. 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 2/2510:15 amCHO - SJU
2 stops13h 21mUnited Airlines
Sun 3/22:05 amSJU - CHO
2 stops15h 50mUnited Airlines
Deal found 2/22$596
This American Airlines deal was found by Cheapflights users on 2/23. 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 5/75:05 amCHO - SKB
2 stops8h 17mAmerican Airlines
Fri 5/92:24 pmSKB - CHO
2 stops22h 29mAmerican Airlines
Deal found 2/23$618
This United deal was found by Cheapflights users on 2/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/196:10 amCHO - STT
1 stop6h 46mMultiple Airlines
Sun 3/233:00 pmSTT - CHO
2 stops22h 49mMultiple Airlines
Deal found 2/22$655
This American Airlines deal was found by Cheapflights users on 2/22. 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 4/66:15 amCHO - PUJ
2 stops8h 45mAmerican Airlines
Mon 4/74:00 pmPUJ - CHO
2 stops18h 23mAmerican Airlines
Deal found 2/22$669
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Mon 3/315:00 amCHO - BGI
1 stop9h 30mAmerican Airlines
Sun 4/63:30 pmBGI - CHO
1 stop17h 00mAmerican Airlines
Deal found 2/22$671
This United Airlines deal was found by Cheapflights users on 2/23. 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 10/188:15 pmCHO - MBJ
2 stops16h 17mUnited Airlines
Sat 10/252:35 pmMBJ - CHO
2 stops29h 27mUnited Airlines
Deal found 2/23$686

Find flights from Charlottesville to Caribbean Islands within your budget

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 February 23, 2025.

Fly from

Charlottesville

Fly to

Caribbean Islands

Route

Depart

Return

Price

CharlottesvilleSanto Domingo

CHO - SDQ

CHOSDQ

Charlottesville Albemarle

Wed 3/26

6:00 am-1:11 pm

1 stop7h 11m

Santo Domingo Las Americas

Tue 4/1

7:16 am-11:20 pm

2 stops16h 04m

$445

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

Tue 4/8

6:15 am-1:00 pm

1 stop7h 45m

Montego Bay Sangster Intl

Tue 4/15

3:10 pm-10:23 am

2 stops18h 13m

$445

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 4/26

6:15 am-10:55 am

1 stop5h 40m

George Town Owen Roberts Intl

Sat 5/10

3:05 pm-11:59 pm

1 stop7h 54m

$538

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

Sun 4/6

10:45 am-4:29 pm

1 stop5h 44m

Punta Cana

Mon 4/7

4:35 pm-9:38 am

1 stop17h 03m

$585

CharlottesvilleSanto Domingo

CHO - SDQ

CHOSDQ

Charlottesville Albemarle

Thu 3/27

5:00 am-10:51 pm

2 stops17h 51m

Santo Domingo Las Americas

Thu 4/3

2:09 pm-8:30 am

2 stops18h 21m

$593

CharlottesvilleBasseterre

CHO - SKB

CHOSKB

Charlottesville Albemarle

Wed 5/7

5:05 am-1:22 pm

2 stops8h 17m

Basseterre Robert Bradshaw Intl

Fri 5/9

2:24 pm-12:53 pm

2 stops22h 29m

$618

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

Wed 3/19

6:10 am-12:56 pm

1 stop6h 46m

Saint Thomas Island Cyril E King

Sun 3/23

3:00 pm-1:49 pm

2 stops22h 49m

$655

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

Sun 4/6

6:15 am-3:00 pm

2 stops8h 45m

Punta Cana

Mon 4/7

4:00 pm-10:23 am

2 stops18h 23m

$669

CharlottesvilleBridgetown

CHO - BGI

CHOBGI

Charlottesville Albemarle

Mon 3/31

5:00 am-2:30 pm

1 stop9h 30m

Bridgetown Grantley Adams Intl

Sun 4/6

3:30 pm-8:30 am

1 stop17h 00m

$671

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

Sat 3/22

6:00 pm-10:50 am

1 stop16h 50m

Saint Thomas Island Cyril E King

Thu 3/27

5:25 pm-12:41 pm

2 stops19h 16m

$690

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 18 results
1
2

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.

Travel insights for flights from Charlottesville to Caribbean Islands

Get recent, data-driven insights about flights from Charlottesville to Caribbean Islands including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 23, 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 February 23, 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
8,187 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

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
8,187 reviews
Delta
8.0
Very good
8,187 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

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
8,746 reviews
Delta
8.0
Very good
8,187 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

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
8,187 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

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 most popular routes from Charlottesville to Caribbean Islands?

    While some choose either Charlottesville Albemarle - Montego Bay Sangster Intl or Charlottesville Albemarle - San Juan Luis Munoz Marin Intl, Charlottesville Albemarle - Bridgetown Grantley Adams 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 March is currently the most expensive (average of $363). 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$311Average$410FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$333Average$678FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$375Average$752FlexibilityNo cancel feeOn-time71%
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