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$302+ 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 6/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$402
(American Airlines)

One-way from

$302
(American Airlines)

Popular in

July

Cheapest in

March

Average price

$555
From Charlottesville Albemarle to Caribbean
Search Deals
One-way flight from Charlottesville Albemarle to Caribbean
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Highest demand for flights based on searches. 11% potential increase in price ($73 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/16. 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 5/128:24 pmCHO - NAS
1 stop13h 06mAmerican Airlines
Mon 5/1910:29 amNAS - CHO
1 stop13h 29mAmerican Airlines
Deal found 4/16$402
This Delta deal was found by Cheapflights users on 4/16. 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 5/207:05 amCHO - SDQ
1 stop11h 23mDelta
Wed 6/181:53 pmSDQ - CHO
1 stop9h 28mDelta
Deal found 4/16$441
This American Airlines deal was found by Cheapflights users on 4/16. 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 5/108:24 pmCHO - MBJ
2 stops16h 30mAmerican Airlines
Wed 5/143:40 pmMBJ - CHO
2 stops15h 52mAmerican Airlines
Deal found 4/16$456
This United Airlines deal was found by Cheapflights users on 4/16. 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 5/127:59 pmCHO - NAS
2 stops17h 51mUnited Airlines
Mon 5/195:00 pmNAS - CHO
2 stops28h 08mUnited Airlines
Deal found 4/16$457
This American Airlines deal was found by Cheapflights users on 4/16. 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 5/1011:55 amGCM - CHO
1 stop11h 03mAmerican Airlines
Deal found 4/16$484
This American Airlines deal was found by Cheapflights users on 4/16. 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 5/228:24 pmCHO - SDQ
2 stops16h 53mAmerican Airlines
Thu 6/197:00 amSDQ - CHO
2 stops17h 12mAmerican Airlines
Deal found 4/16$495
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 5/287:59 pmCHO - GCM
2 stops17h 31mUnited Airlines
Tue 6/31:35 pmGCM - CHO
2 stops19h 04mUnited Airlines
Deal found 4/16$501
This Delta deal was found by Cheapflights users on 4/16. 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.
Mon 5/265:52 amCHO - GCM
1 stop6h 28mDelta
Tue 6/312:35 pmGCM - CHO
1 stop9h 59mDelta
Deal found 4/16$521
This Delta deal was found by Cheapflights users on 4/16. 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 5/275:52 amCHO - SXM
1 stop8h 02mDelta
Tue 6/33:19 pmSXM - CHO
1 stop8h 15mDelta
Deal found 4/16$537
This American Airlines deal was found by Cheapflights users on 4/16. 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 4/306:15 amCHO - SJU
1 stop8h 30mAmerican Airlines
Mon 5/57:15 amSJU - CHO
1 stop14h 32mAmerican Airlines
Deal found 4/16$538
This United Airlines deal was found by Cheapflights users on 4/16. 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 stops18h 15mUnited Airlines
Sat 10/252:40 pmMBJ - CHO
2 stops17h 46mUnited Airlines
Deal found 4/16$539
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Wed 4/306:10 amCHO - SJU
1 stop6h 24mUnited Airlines
Mon 5/51:25 pmSJU - CHO
2 stops10h 05mUnited Airlines
Deal found 4/15$558

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 April 17, 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

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Mon 5/12

8:24 pm-9:30 am

1 stop13h 06m

Nassau Intl

Mon 5/19

10:29 am-11:58 pm

1 stop13h 29m

$402

CharlottesvilleSanto Domingo

CHO - SDQ

CHOSDQ

Charlottesville Albemarle

Tue 5/20

7:05 am-6:28 pm

1 stop11h 23m

Santo Domingo Las Americas

Tue 6/17

2:46 pm-11:26 pm

1 stop8h 40m

$441

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

Sat 5/10

6:16 am-1:35 pm

1 stop8h 19m

Montego Bay Sangster Intl

Wed 5/14

2:41 pm-8:32 am

2 stops16h 51m

$456

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Mon 5/12

7:59 pm-1:50 pm

2 stops17h 51m

Nassau Intl

Mon 5/19

5:00 pm-9:08 pm

2 stops28h 08m

$457

CharlottesvilleSanto Domingo

CHO - SDQ

CHOSDQ

Charlottesville Albemarle

Thu 5/22

8:24 pm-1:17 pm

2 stops16h 53m

Santo Domingo Las Americas

Thu 6/19

7:00 am-12:12 am

2 stops17h 12m

$495

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Wed 5/28

7:59 pm-12:30 pm

2 stops17h 31m

George Town Owen Roberts Intl

Tue 6/3

1:35 pm-9:39 am

2 stops19h 04m

$501

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Wed 5/28

8:24 pm-11:20 am

1 stop15h 56m

George Town Owen Roberts Intl

Tue 6/3

12:25 pm-11:58 pm

1 stop10h 33m

$511

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Mon 5/26

5:52 am-11:20 am

1 stop6h 28m

George Town Owen Roberts Intl

Tue 6/3

12:35 pm-11:34 pm

1 stop9h 59m

$521

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

Tue 5/27

5:52 am-1:54 pm

1 stop8h 02m

Simpson Bay Princess Juliana

Tue 6/3

3:19 pm-11:34 pm

1 stop8h 15m

$537

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Wed 4/30

6:15 am-2:45 pm

1 stop8h 30m

San Juan Luis Munoz Marin Intl

Mon 5/5

7:15 am-9:47 pm

1 stop14h 32m

$538

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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 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 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 April 17, 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 April 17, 2025.
Delta
8.0
Very good
7,917 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

7.9

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
7,917 reviews
Delta
8.0
Very good
7,917 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

7.9

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
8,667 reviews
Delta
8.0
Very good
7,917 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

7.9

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
7,917 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

7.9

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 most popular routes from Charlottesville to Caribbean?

    When deciding which route to take from Charlottesville to Caribbean consider Charlottesville Albemarle - Montego Bay Sangster Intl, Charlottesville Albemarle - Saint Thomas Island Cyril E King or Charlottesville Albemarle - Santo Domingo Las Americas 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 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

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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$311Average$410FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$333Average$618FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$397Average$693FlexibilityNo cancel feeOn-time71%

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