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Cheap flights from Charlottesville to Caribbean Islands from $98

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 3/8. 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

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 5:27 pm
CHO
-
SJU
10h 27m
1 stop
Delta Logo
6:15 am - 4:46 pm
SJU
-
CHO
11h 31m
1 stop
$232Delta
dom., feb. 22 - mié., feb. 25
American Airlines Logo
7:57 pm - 11:10 am
CHO
-
GCM
16h 13m
1 stop
American Airlines Logo
11:40 am - 8:27 am
GCM
-
CHO
19h 47m
2 stops
$302American Airlines
lun., mar. 9 - jue., mar. 12
American Airlines Logo
7:17 pm - 12:08 pm
CHO
-
GCM
16h 51m
1 stop
American Airlines Logo
12:05 pm - 8:27 am
GCM
-
CHO
19h 22m
2 stops
$308American Airlines
mié., mar. 4 - mié., mar. 11
American Airlines Logo
5:00 pm - 2:16 pm
CHO
-
SXM
20h 16m
2 stops
American Airlines Logo
1:29 pm - 8:27 am
SXM
-
CHO
19h 58m
2 stops
$316American Airlines
jue., feb. 26 - jue., mar. 5
American Airlines Logo
7:57 pm - 11:34 am
CHO
-
PUJ
14h 37m
1 stop
American Airlines Logo
5:41 pm - 9:47 am
PUJ
-
CHO
17h 06m
1 stop
$319American Airlines
sáb., feb. 21 - mar., mar. 3
United Airlines Logo
2:17 pm - 6:11 am
CHO
-
SJU
14h 54m
2 stops
United Airlines Logo
2:05 am - 1:42 pm
SJU
-
CHO
12h 37m
2 stops
$342United Airlines
dom., feb. 1 - mié., feb. 4
JetBlue Logo
12:03 pm - 8:58 pm
CHO
-
SJU
7h 55m
1 stop
JetBlue Logo
3:55 pm - 10:51 pm
SJU
-
CHO
7h 56m
1 stop
$352JetBlue
vie., feb. 6 - dom., feb. 8
United Airlines Logo
5:38 pm - 1:45 pm
CHO
-
GCM
20h 07m
1 stop
United Airlines Logo
1:50 pm - 10:09 am
GCM
-
CHO
19h 19m
1 stop
$357United Airlines
mié., mar. 4 - mié., mar. 11
WestJet Logo
7:00 am - 1:53 pm
CHO
-
BGI
30h 53m
2 stops
WestJet Logo
2:50 pm - 6:57 pm
BGI
-
CHO
28h 07m
2 stops
$3,560WestJet
vie., mar. 20 - vie., mar. 27
WestJet Logo
11:53 am - 2:53 pm
CHO
-
BGI
50h 00m
2 stops
WestJet Logo
3:50 pm - 10:47 pm
BGI
-
CHO
31h 57m
2 stops
$4,161WestJet
lun., feb. 16 - lun., feb. 23

Delta flights from Charlottesville to Caribbean Islands

Our best Delta deals on Charlottesville to Caribbean Islands flight tickets
Delta
Feb 25
CHO11:53 amCharlottesville Albemarle
5h 09m
1 stop
NAS5:02 pmNassau Intl
Mar 2
NAS6:27 pmNassau Intl
19h 22m
2 stops
CHO1:49 pmCharlottesville Albemarle
$326
Delta
Feb 1
CHO12:03 pmCharlottesville Albemarle
4h 59m
1 stop
NAS5:02 pmNassau Intl
Feb 4
NAS1:41 pmNassau Intl
9h 02m
2 stops
CHO10:43 pmCharlottesville Albemarle
$394
Delta
Feb 3
CHO6:00 amCharlottesville Albemarle
9h 20m
1 stop
MBJ3:20 pmMontego Bay Sangster Intl
Feb 10
MBJ4:45 pmMontego Bay Sangster Intl
6h 06m
1 stop
CHO10:51 pmCharlottesville Albemarle
$498

American Airlines flights from Charlottesville to Caribbean Islands

Our best American Airlines deals on Charlottesville to Caribbean Islands flight tickets
American Airlines
Mar 9
CHO7:57 pmCharlottesville Albemarle
16h 13m
1 stop
GCM11:10 amGeorge Town Owen Roberts Intl
Mar 12
GCM11:40 amGeorge Town Owen Roberts Intl
19h 47m
2 stops
CHO8:27 amCharlottesville Albemarle
$302
American Airlines
Mar 4
CHO7:17 pmCharlottesville Albemarle
16h 51m
1 stop
GCM12:08 pmGeorge Town Owen Roberts Intl
Mar 11
GCM12:05 pmGeorge Town Owen Roberts Intl
19h 22m
2 stops
CHO8:27 amCharlottesville Albemarle
$308
American Airlines
Feb 26
CHO5:00 pmCharlottesville Albemarle
20h 16m
2 stops
SXM2:16 pmSimpson Bay Princess Juliana
Mar 5
SXM1:29 pmSimpson Bay Princess Juliana
19h 58m
2 stops
CHO8:27 amCharlottesville Albemarle
$316

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 enero 20, 2026.
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

dom. 2/22

6:00 am-5:27 pm

1 stop10h 27m

San Juan Luis Munoz Marin Intl

mié. 2/25

6:15 am-4:46 pm

1 stop11h 31m

$232

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

lun. 3/9

7:57 pm-11:10 am

1 stop16h 13m

George Town Owen Roberts Intl

jue. 3/12

11:40 am-8:27 am

2 stops19h 47m

$302

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

mié. 3/4

7:17 pm-12:08 pm

1 stop16h 51m

George Town Owen Roberts Intl

mié. 3/11

12:05 pm-8:27 am

2 stops19h 22m

$308

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

jue. 2/26

5:00 pm-2:16 pm

2 stops20h 16m

Simpson Bay Princess Juliana

jue. 3/5

1:29 pm-8:27 am

2 stops19h 58m

$316

CharlottesvillePunta Cana

CHO - PUJ

CHOPUJ

Charlottesville Albemarle

sáb. 2/21

7:57 pm-11:34 am

1 stop14h 37m

Punta Cana

mar. 3/3

5:41 pm-9:47 am

1 stop17h 06m

$319

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

dom. 2/1

2:17 pm-6:11 am

2 stops14h 54m

San Juan Luis Munoz Marin Intl

mié. 2/4

2:05 am-1:42 pm

2 stops12h 37m

$342

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

vie. 2/6

12:03 pm-8:58 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

dom. 2/8

3:55 pm-10:51 pm

1 stop7h 56m

$352

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

mié. 3/4

5:38 pm-1:45 pm

1 stop20h 07m

George Town Owen Roberts Intl

mié. 3/11

1:50 pm-10:09 am

1 stop19h 19m

$357

CharlottesvilleBridgetown

CHO - BGI

CHOBGI

Charlottesville Albemarle

vie. 3/20

7:00 am-1:53 pm

2 stops30h 53m

Bridgetown Grantley Adams Intl

vie. 3/27

2:50 pm-6:57 pm

2 stops28h 07m

$3,560

CharlottesvilleBridgetown

CHO - BGI

CHOBGI

Charlottesville Albemarle

lun. 2/16

11:53 am-2:53 pm

2 stops50h 00m

Bridgetown Grantley Adams Intl

lun. 2/23

3:50 pm-10:47 pm

2 stops31h 57m

$4,161

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

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

You could potentially save up to 55% 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

Fastest flight time

5h 09m

Direct flights

None
The fastest flight from Charlottesville to Caribbean Islands takes 5h 09m
There are no direct flights from Charlottesville to Caribbean Islands. There are no popular flight routes from Charlottesville to Caribbean Islands.
Search flight deals

  • 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
American AirlinesPriceFrom $329Free CancellationRating
7.2
11,164 reviews
Search American Airlines flights
United AirlinesPriceFrom $414Free CancellationRating
7.4
9,180 reviews
Search United 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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