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$209+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
mar. 26 — abr. 21
mié. 3/26
mié. 4/2
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 marzo 21, 2025.

Round-trip from

$298
(American Airlines)

One-way from

$209
(Delta)

Popular in

July

Cheapest in

April

Average price

$428
From Charlottesville Albemarle to Caribbean
Search Deals
One-way flight from Charlottesville Albemarle to Caribbean
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($88 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in March 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 marzo 21, 2025.

This American Airlines deal was found by Cheapflights users on 3/21. 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. 5/66:14 pmCHO - SJU
1 stop16h 56mAmerican Airlines
vie. 5/93:50 pmSJU - CHO
1 stop16h 42mAmerican Airlines
Deal found 3/21$298
This United Airlines deal was found by Cheapflights users on 3/21. 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. 5/610:45 amCHO - SJU
2 stops13h 09mUnited Airlines
vie. 5/97:25 amSJU - CHO
1 stop6h 13mUnited Airlines
Deal found 3/21$359
This Delta deal was found by Cheapflights users on 3/20. 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.
mié. 5/217:05 amCHO - SDQ
1 stop11h 23mDelta
sáb. 6/216:35 amSDQ - CHO
1 stop10h 31mDelta
Deal found 3/20$441
This American Airlines deal was found by Cheapflights users on 3/20. 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.
jue. 6/58:05 pmCHO - MBJ
2 stops17h 05mAmerican Airlines
lun. 6/95:04 pmMBJ - CHO
2 stops18h 31mAmerican Airlines
Deal found 3/20$445
This American Airlines deal was found by Cheapflights users on 3/19. 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.
jue. 5/18:14 pmCHO - PUJ
2 stops16h 50mAmerican Airlines
jue. 5/811:45 amPUJ - CHO
1 stop8h 12mAmerican Airlines
Deal found 3/19$494
This American Airlines deal was found by Cheapflights users on 3/20. 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. 3/256:25 amCHO - SDQ
2 stops16h 26mAmerican Airlines
mié. 4/25:00 amSDQ - CHO
2 stops9h 31mAmerican Airlines
Deal found 3/20$507
This American Airlines deal was found by Cheapflights users on 3/19. 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. 5/145:05 amCHO - SXM
2 stops10h 26mAmerican Airlines
dom. 5/184:40 pmSXM - CHO
2 stops17h 52mAmerican Airlines
Deal found 3/19$532
This American Airlines deal was found by Cheapflights users on 3/21. 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. 4/52:27 pmCHO - BGI
2 stops24h 03mAmerican Airlines
jue. 4/103:30 pmBGI - CHO
1 stop17h 00mAmerican Airlines
Deal found 3/21$548
This American Airlines deal was found by Cheapflights users on 3/20. 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. 9/16:53 amCHO - STT
1 stop5h 47mAmerican Airlines
sáb. 9/65:20 pmSTT - CHO
2 stops19h 21mAmerican Airlines
Deal found 3/20$552
This United Airlines deal was found by Cheapflights users on 3/20. 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. 3/256:50 amCHO - SDQ
2 stops18h 59mUnited Airlines
jue. 4/31:10 pmSDQ - CHO
2 stops20h 28mUnited Airlines
Deal found 3/20$574
This United Airlines deal was found by Cheapflights users on 3/19. 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. 4/126:45 amCHO - NAS
2 stops31h 05mUnited Airlines
sáb. 4/192:53 pmNAS - CHO
2 stops19h 22mUnited Airlines
Deal found 3/19$641
This United Airlines deal was found by Cheapflights users on 3/20. 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. 10/188:15 pmCHO - MBJ
2 stops18h 10mUnited Airlines
sáb. 10/252:35 pmMBJ - CHO
2 stops17h 51mUnited Airlines
Deal found 3/20$695

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 marzo 21, 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

mar. 5/6

6:14 pm-11:10 am

1 stop16h 56m

San Juan Luis Munoz Marin Intl

vie. 5/9

3:50 pm-8:32 am

1 stop16h 42m

$298

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

mar. 5/6

10:45 am-11:54 pm

2 stops13h 09m

San Juan Luis Munoz Marin Intl

vie. 5/9

7:25 am-1:38 pm

1 stop6h 13m

$359

CharlottesvilleSanto Domingo

CHO - SDQ

CHOSDQ

Charlottesville Albemarle

mié. 5/21

7:05 am-6:28 pm

1 stop11h 23m

Santo Domingo Las Americas

sáb. 6/21

6:35 am-5:06 pm

1 stop10h 31m

$441

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

jue. 6/5

8:05 pm-12:10 pm

2 stops17h 05m

Montego Bay Sangster Intl

lun. 6/9

5:04 pm-12:35 pm

2 stops18h 31m

$445

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

jue. 5/1

8:14 pm-1:04 pm

2 stops16h 50m

Punta Cana

jue. 5/8

11:45 am-7:57 pm

1 stop8h 12m

$494

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

mié. 5/14

5:05 am-1:15 pm

1 stop8h 10m

Simpson Bay Princess Juliana

dom. 5/18

4:40 pm-1:40 pm

2 stops21h 00m

$532

CharlottesvilleBridgetown

CHO - BGI

CHOBGI

Charlottesville Albemarle

sáb. 4/5

2:27 pm-1:20 pm

2 stops22h 53m

Bridgetown Grantley Adams Intl

jue. 4/10

2:20 pm-8:30 am

2 stops18h 10m

$548

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

lun. 9/1

6:53 am-12:40 pm

1 stop5h 47m

Saint Thomas Island Cyril E King

sáb. 9/6

5:20 pm-12:41 pm

2 stops19h 21m

$552

CharlottesvilleSanto Domingo

CHO - SDQ

CHOSDQ

Charlottesville Albemarle

mié. 5/21

10:57 am-10:40 pm

2 stops11h 43m

Santo Domingo Las Americas

vie. 6/20

7:00 am-11:04 pm

2 stops16h 04m

$602

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

sáb. 4/12

6:45 am-1:50 pm

2 stops31h 05m

Nassau Intl

sáb. 4/19

2:53 pm-10:15 am

2 stops19h 22m

$641

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Showing 1-10 of 21 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 March is currently the most expensive (average of $337). 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 marzo 21, 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 marzo 21, 2025.
Delta
8.0
Very good
7,895 reviews

Comfort

8.0

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

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
7,895 reviews
Delta
8.0
Very good
7,895 reviews

Comfort

8.0

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

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
8,605 reviews
Delta
8.0
Very good
7,895 reviews

Comfort

8.0

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

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
7,895 reviews

Comfort

8.0

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

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. 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 Delta ($209), American Airlines ($237), and United Airlines ($429).

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

    When deciding which route to take from Charlottesville to Caribbean consider Charlottesville Albemarle - San Juan Luis Munoz Marin Intl, Charlottesville Albemarle - Saint Thomas Island Cyril E King 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 March is currently the most expensive (average of $337). 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 marzo 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$311Average$410FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$333Average$692FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$397Average$750FlexibilityNo cancel feeOn-time71%
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