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$156+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$311
(Delta)

One-way from

$156
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$572
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 ($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

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 February 20, 2025.

This Delta deal was found by Cheapflights users on 2/20. 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.
Mon 3/1710:18 amCHO - SJU
1 stop9h 52mDelta
Wed 3/196:15 amSJU - CHO
1 stop6h 28mDelta
Deal found 2/20$311
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 9/296:30 amCHO - SJU
1 stop6h 04mUnited Airlines
Fri 10/31:05 amSJU - CHO
2 stops8h 21mUnited Airlines
Deal found 2/20$333
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Wed 3/196:25 amCHO - NAS
1 stop5h 34mAmerican Airlines
Mon 3/2412:59 pmNAS - CHO
1 stop19h 34mAmerican Airlines
Deal found 2/19$380
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/186:00 amCHO - NAS
1 stop7h 35mDelta
Tue 3/253:00 pmNAS - CHO
1 stop8h 20mDelta
Deal found 2/19$383
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Thu 5/18:14 pmCHO - POP
2 stops18h 05mAmerican Airlines
Mon 5/51:35 pmPOP - CHO
2 stops20h 57mAmerican Airlines
Deal found 2/20$425
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Sun 4/66:10 amCHO - MBJ
1 stop10h 00mUnited Airlines
Sun 4/134:12 pmMBJ - CHO
1 stop16h 26mUnited Airlines
Deal found 2/20$450
This Delta deal was found by Cheapflights users on 2/20. 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.
Wed 3/266:00 amCHO - STI
2 stops12h 39mDelta
Tue 4/18:05 pmSTI - CHO
2 stops14h 40mDelta
Deal found 2/20$469
This Delta deal was found by Cheapflights users on 2/20. 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.
Tue 3/116:00 amCHO - PUJ
1 stop8h 32mDelta
Thu 3/131:40 pmPUJ - CHO
1 stop9h 15mDelta
Deal found 2/20$470
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Sun 4/66:10 amCHO - PUJ
1 stop10h 19mUnited Airlines
Sun 4/134:35 pmPUJ - CHO
1 stop6h 40mUnited Airlines
Deal found 2/19$485
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Sun 6/228:22 pmCHO - MBJ
1 stop13h 53mAmerican Airlines
Sat 6/283:30 pmMBJ - CHO
2 stops17h 51mAmerican Airlines
Deal found 2/20$512
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Sun 4/68:14 pmCHO - PUJ
2 stops18h 46mAmerican Airlines
Sun 4/134:40 pmPUJ - CHO
2 stops17h 43mAmerican Airlines
Deal found 2/19$518
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 9/296:02 pmCHO - STT
2 stops18h 48mAmerican Airlines
Sat 10/45:20 pmSTT - CHO
2 stops19h 21mAmerican Airlines
Deal found 2/20$533

Find flights from Charlottesville to Caribbean within your budget

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 February 20, 2025.

Fly from

Charlottesville

Fly to

Caribbean

Route

Depart

Return

Price

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Mon 3/17

10:18 am-8:10 pm

1 stop9h 52m

San Juan Luis Munoz Marin Intl

Wed 3/19

6:15 am-12:43 pm

1 stop6h 28m

$311

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Wed 3/19

6:25 am-11:59 am

1 stop5h 34m

Nassau Intl

Mon 3/24

12:59 pm-8:33 am

1 stop19h 34m

$380

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Tue 3/18

6:00 am-1:35 pm

1 stop7h 35m

Nassau Intl

Thu 3/27

4:00 pm-10:55 pm

1 stop6h 55m

$383

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Mon 3/17

3:15 pm-9:22 pm

1 stop6h 07m

San Juan Luis Munoz Marin Intl

Tue 3/25

1:05 am-5:03 pm

2 stops15h 58m

$401

CharlottesvillePuerto Plata

CHO - POP

CHOPOP

Charlottesville Albemarle

Thu 5/1

8:14 pm-2:19 pm

2 stops18h 05m

Puerto Plata La Union

Mon 5/5

1:35 pm-10:32 am

2 stops20h 57m

$425

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

Sun 4/6

6:10 am-3:10 pm

1 stop10h 00m

Montego Bay Sangster Intl

Sun 4/13

4:12 pm-9:38 am

1 stop16h 26m

$450

CharlottesvilleSantiago de los Caballeros

CHO - STI

CHOSTI

Charlottesville Albemarle

Wed 3/26

6:00 am-6:39 pm

2 stops12h 39m

Santiago de los Caballeros

Tue 4/1

8:05 pm-10:45 am

2 stops14h 40m

$469

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

Tue 3/11

6:00 am-2:32 pm

1 stop8h 32m

Punta Cana

Thu 3/13

1:40 pm-10:55 pm

1 stop9h 15m

$470

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

Sun 4/6

6:10 am-4:29 pm

1 stop10h 19m

Punta Cana

Sun 4/13

4:35 pm-11:15 pm

1 stop6h 40m

$485

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

Sun 6/22

8:22 pm-9:15 am

1 stop13h 53m

Montego Bay Sangster Intl

Sat 6/28

3:30 pm-10:21 am

2 stops17h 51m

$512

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 19 results
1
2

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.

Travel insights for flights from Charlottesville to Caribbean

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

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 $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 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 February 20, 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 February 20, 2025.
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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
8,765 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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
8,219 reviews

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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. 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 - San Juan Luis Munoz Marin Intl, Charlottesville Albemarle - Punta Cana 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 $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

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 February 20, 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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