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Cheap flights from Charlottesville to Caribbean Islands from $216

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charlottesville to Caribbean Islands departing on 8/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Charlottesville to Caribbean Islands

Cheap round-trip flights

Delta Logo
4:05 pm - 9:59 pmCHO-SJU
5h 54m1 stop
Delta Logo
7:15 am - 3:05 pmSJU-CHO
7h 50m1 stop
$275Delta
Find Deal
Sat, Oct 25 - Sat, Nov 1
Delta Logo
4:05 pm - 9:59 pmCHO-SJU
5h 54m1 stop
Delta Logo
7:15 am - 3:05 pmSJU-CHO
7h 50m1 stop
$285Delta
Find Deal
Sat, Oct 25 - Sat, Nov 1
American Airlines Logo
6:51 pm - 1:17 pmCHO-NAS
18h 26m2 stops
American Airlines Logo
6:40 pm - 10:21 amNAS-CHO
15h 41m2 stops
$423American Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
American Airlines Logo
4:53 pm - 12:12 pmCHO-NAS
19h 19m1 stop
American Airlines Logo
2:09 pm - 11:06 pmNAS-CHO
8h 57m1 stop
$426American Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
American Airlines Logo
1:41 pm - 11:54 pmCHO-SJU
10h 13m2 stops
American Airlines Logo
3:50 pm - 10:10 pmSJU-CHO
6h 20m1 stop
$447American Airlines
Find Deal
Sat, Oct 25 - Sat, Nov 1
American Airlines Logo
8:54 am - 4:31 pmCHO-GCM
7h 37m1 stop
American Airlines Logo
5:35 pm - 8:37 amGCM-CHO
15h 02m1 stop
$450American Airlines
Find Deal
Mon, Dec 8 - Fri, Dec 12
United Airlines Logo
10:50 am - 9:00 pmCHO-SJU
9h 10m1 stop
United Airlines Logo
8:30 am - 1:53 pmSJU-CHO
6h 23m1 stop
$453United Airlines
Find Deal
Mon, Dec 8 - Wed, Dec 10
United Airlines Logo
8:29 pm - 1:40 pmCHO-SJU
17h 11m2 stops
United Airlines Logo
1:20 pm - 11:42 pmSJU-CHO
10h 22m2 stops
$455United Airlines
Find Deal
Sat, Oct 25 - Sat, Nov 1
Logo
8:10 pm - 12:00 pmCHO-STT
14h 50m2 stops
Logo
7:49 am - 11:42 pmSTT-CHO
16h 53m2 stops
$1,024
Find Deal
Sun, Nov 23 - Fri, Nov 28
Logo
7:01 am - 4:18 pmCHO-STT
8h 17m1 stop
Logo
7:49 am - 11:42 pmSTT-CHO
16h 53m2 stops
$1,065
Find Deal
Sun, Nov 23 - Fri, Nov 28

Delta flights from Charlottesville to Caribbean Islands

Our best Delta deals on Charlottesville to Caribbean Islands flight tickets
Delta
Oct 25
CHO4:05 pmCharlottesville Albemarle
5h 54m
1 stop
SJU9:59 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU7:15 amSan Juan Luis Munoz Marin Intl
7h 50m
1 stop
CHO3:05 pmCharlottesville Albemarle
$275
Find similar
Delta
Oct 25
CHO4:05 pmCharlottesville Albemarle
5h 54m
1 stop
SJU9:59 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU7:15 amSan Juan Luis Munoz Marin Intl
7h 50m
1 stop
CHO3:05 pmCharlottesville Albemarle
$285
Find similar
Delta
Dec 8
CHO6:00 amCharlottesville Albemarle
8h 20m
1 stop
PUJ3:20 pmPunta Cana
Dec 13
PUJ3:50 pmPunta Cana
7h 49m
1 stop
CHO10:39 pmCharlottesville Albemarle
$565
Find similar

United Airlines flights from Charlottesville to Caribbean Islands

Our best United Airlines deals on Charlottesville to Caribbean Islands flight tickets
United Airlines
Dec 8
CHO10:50 amCharlottesville Albemarle
9h 10m
1 stop
SJU9:00 pmSan Juan Luis Munoz Marin Intl
Dec 10
SJU8:30 amSan Juan Luis Munoz Marin Intl
6h 23m
1 stop
CHO1:53 pmCharlottesville Albemarle
$453
Find similar
United Airlines
Oct 25
CHO8:29 pmCharlottesville Albemarle
17h 11m
2 stops
SJU1:40 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU1:20 pmSan Juan Luis Munoz Marin Intl
10h 22m
2 stops
CHO11:42 pmCharlottesville Albemarle
$455
Find similar
United Airlines
Oct 28
CHO10:55 amCharlottesville Albemarle
12h 41m
2 stops
SJU11:36 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU2:05 amSan Juan Luis Munoz Marin Intl
18h 26m
2 stops
CHO7:31 pmCharlottesville Albemarle
$505
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Charlottesville to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Sat 10/25

4:05 pm-9:59 pm

1 stop5h 54m

San Juan Luis Munoz Marin Intl

Sat 11/1

7:15 am-3:05 pm

1 stop7h 50m

$275

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Sat 10/25

4:05 pm-9:59 pm

1 stop5h 54m

San Juan Luis Munoz Marin Intl

Sat 11/1

7:15 am-3:05 pm

1 stop7h 50m

$285

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Fri 9/12

6:51 pm-1:17 pm

2 stops18h 26m

Nassau Intl

Fri 9/19

6:40 pm-10:21 am

2 stops15h 41m

$423

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Fri 9/12

4:53 pm-12:12 pm

1 stop19h 19m

Nassau Intl

Fri 9/19

2:09 pm-11:06 pm

1 stop8h 57m

$426

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Sat 10/25

1:41 pm-11:54 pm

2 stops10h 13m

San Juan Luis Munoz Marin Intl

Sat 11/1

3:50 pm-10:10 pm

1 stop6h 20m

$447

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Mon 12/8

8:54 am-4:31 pm

1 stop7h 37m

George Town Owen Roberts Intl

Fri 12/12

5:35 pm-8:37 am

1 stop15h 02m

$450

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Mon 12/8

10:50 am-9:00 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Wed 12/10

8:30 am-1:53 pm

1 stop6h 23m

$453

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Sat 10/25

8:29 pm-1:40 pm

2 stops17h 11m

San Juan Luis Munoz Marin Intl

Sat 11/1

1:20 pm-11:42 pm

2 stops10h 22m

$455

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

Sun 11/23

8:10 pm-12:00 pm

2 stops14h 50m

Saint Thomas Island Cyril E King

Fri 11/28

7:49 am-11:42 pm

2 stops16h 53m

$1,024

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

Sun 11/23

7:01 am-4:18 pm

1 stop8h 17m

Saint Thomas Island Cyril E King

Fri 11/28

7:49 am-11:42 pm

2 stops16h 53m

$1,065

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Charlottesville to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of November is, on average, the cheapest month to fly to Caribbean Islands from Charlottesville, with most prices found around $261. The month of December is another great option to travel to Caribbean Islands, with average flight prices from Charlottesville averaging around $428.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Charlottesville to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $443. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $701. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the morning. momondo users have found flights departing from Charlottesville to Caribbean Islands in the morning for as low as $568. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $714. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Charlottesville to Caribbean Islands flights?

You could potentially save up to 39% on your flight if you consider stops on a Charlottesville to Caribbean Islands flight.

Cheap Charlottesville to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Charlottesville to Caribbean Islands

Best Price Found

$216

Fastest flight time

4h 40m

Direct flights

None

Airports in Caribbean Islands

8 airports
The best one-way flight to Caribbean Islands from Charlottesville in the past 72 hours is $216. The best round-trip flight deal from Charlottesville to Caribbean Islands found on momondo in the last 72 hours is $275.
The fastest flight from Charlottesville to Caribbean Islands takes 4h 40m
There are no direct flights from Charlottesville to Caribbean Islands. Popular non-direct routes for this connection are Charlottesville Albemarle Airport - San Juan Luis Munoz Marin Intl Airport, Charlottesville Albemarle Airport - Punta Cana Airport and Charlottesville Albemarle Airport - Nassau Intl Airport.
There are 8 airports near Caribbean Islands: George Town Owen Roberts Intl (GCM), Gregory Town North Eleuthera (ELH), Nassau Intl (NAS), Santo Domingo Las Americas (SDQ), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), San Juan Luis Munoz Marin Intl (SJU)
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  • When did momondo last update prices for flights from Charlottesville Albemarle Airport to Caribbean Islands?

    Prices for flights from Charlottesville Albemarle Airport to Caribbean Islands were last updated today.

  • How many operators does momondo search for flights from Charlottesville Albemarle Airport to Caribbean Islands?

  • How old do you have to be to fly from Charlottesville Albemarle Airport to Caribbean Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Charlottesville Albemarle Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Charlottesville to Caribbean Islands?

Best airlines flying from Charlottesville to Caribbean Islands

Compare and see reviews for airlines that fly from Charlottesville to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $261Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
DeltaPriceFrom $311Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $400Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Charlottesville to Caribbean Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Charlottesville to Caribbean Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Charlottesville to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Charlottesville with this policy.

How can momondo help me find flights from Charlottesville to Caribbean Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Charlottesville.

I’m not ready to book a flight from Charlottesville to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Charlottesville are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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