What airlines fly to Caribbean Islands?

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Caribbean Islands from Charlottesville according to our data. United Airlines is the first choice among our users, with 29% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 10 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Charlottesville Albemarle to Caribbean Islands?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Charlottesville Albemarle to Caribbean Islands

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?

The number of operators available for flights from Charlottesville Albemarle Airport to Caribbean Islands is 2 as of March 2026.

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.

$176 Cheap Flights from Charlottesville to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Charlottesville to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:20 am - 12:20 pm

CHO

STT

6h 00m

1 stop

2:10 pm - 12:53 am

STT

CHO

10h 43m

1 stop

$241United Airlines

Mon, Apr 27 - Wed, Apr 29

6:20 am - 12:20 pm

CHO

STT

6h 00m

1 stop

2:10 pm - 12:53 am

STT

CHO

10h 43m

1 stop

$276United Airlines

Tue, Apr 7 - Thu, Apr 16

6:20 am - 8:34 pm

CHO

SJU

14h 14m

2 stops

1:00 am - 9:58 am

SJU

CHO

8h 58m

2 stops

$317United Airlines

Tue, Apr 28 - Tue, Apr 28

6:49 am - 10:56 pm

CHO

SJU

16h 07m

1 stop

3:50 pm - 8:28 am

SJU

CHO

16h 38m

1 stop

$332American Airlines

Fri, Aug 14 - Sat, Aug 22

8:03 pm - 9:13 am

CHO

MBJ

14h 10m

1 stop

12:56 pm - 8:39 am

MBJ

CHO

18h 43m

2 stops

$357American Airlines

Thu, Apr 30 - Thu, May 7

8:03 pm - 9:13 am

CHO

MBJ

14h 10m

1 stop

2:29 pm - 8:39 am

MBJ

CHO

17h 10m

1 stop

$358American Airlines

Thu, Apr 30 - Thu, May 7

6:07 pm - 11:45 am

CHO

MBJ

18h 38m

2 stops

5:17 pm - 12:54 pm

MBJ

CHO

18h 37m

2 stops

$362American Airlines

Wed, May 20 - Mon, May 25

7:00 am - 1:10 pm

CHO

NAS

6h 10m

1 stop

6:00 pm - 11:44 pm

NAS

CHO

5h 44m

1 stop

$416Delta

Sat, May 16 - Wed, May 20

6:00 am - 1:12 pm

CHO

SDQ

7h 12m

1 stop

2:37 pm - 10:55 pm

SDQ

CHO

8h 18m

1 stop

$933Delta

Fri, Apr 17 - Fri, Apr 24

6:00 am - 1:26 pm

CHO

SDQ

7h 26m

1 stop

2:37 pm - 10:49 pm

SDQ

CHO

8h 12m

1 stop

$1,291Delta

Mon, Aug 3 - Mon, Aug 10

United Airlines flights from Charlottesville to Caribbean Islands

Our best United Airlines deals on Charlottesville to Caribbean Islands flight tickets

United Airlines

Apr 27

CHO6:20 amCharlottesville Albemarle

6h 00m

1 stop

STT12:20 pmSaint Thomas Island Cyril E King

Apr 29

STT2:10 pmSaint Thomas Island Cyril E King

10h 43m

1 stop

CHO12:53 amCharlottesville Albemarle

$241

United Airlines

Apr 7

CHO6:20 amCharlottesville Albemarle

6h 00m

1 stop

STT12:20 pmSaint Thomas Island Cyril E King

Apr 16

STT2:10 pmSaint Thomas Island Cyril E King

10h 43m

1 stop

CHO12:53 amCharlottesville Albemarle

$276

United Airlines

Apr 28

CHO6:20 amCharlottesville Albemarle

14h 14m

2 stops

SJU8:34 pmSan Juan Luis Munoz Marin Intl

Apr 28

SJU1:00 amSan Juan Luis Munoz Marin Intl

8h 58m

2 stops

CHO9:58 amCharlottesville Albemarle

$317

American Airlines flights from Charlottesville to Caribbean Islands

Our best American Airlines deals on Charlottesville to Caribbean Islands flight tickets

American Airlines

Mar 23

CHO7:57 pmCharlottesville Albemarle

16h 08m

1 stop

STT12:05 pmSaint Thomas Island Cyril E King

Mar 26

STT4:42 pmSaint Thomas Island Cyril E King

15h 45m

1 stop

CHO8:27 amCharlottesville Albemarle

$300

American Airlines

Aug 14

CHO6:49 amCharlottesville Albemarle

16h 07m

1 stop

SJU10:56 pmSan Juan Luis Munoz Marin Intl

Aug 22

SJU3:50 pmSan Juan Luis Munoz Marin Intl

16h 38m

1 stop

CHO8:28 amCharlottesville Albemarle

$332

American Airlines

Apr 30

CHO8:03 pmCharlottesville Albemarle

14h 10m

1 stop

MBJ9:13 amMontego Bay Sangster Intl

May 7

MBJ12:56 pmMontego Bay Sangster Intl

18h 43m

2 stops

CHO8:39 amCharlottesville Albemarle

$357

momondo Fare Finder

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

Cheapest round-trip

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

Mon 4/27

6:20 am-12:20 pm

1 stop6h 00m

Saint Thomas Island Cyril E King

Wed 4/29

2:10 pm-12:53 am

1 stop10h 43m

$241

CharlottesvilleSaint Thomas Island

CHO - STT

CHOSTT

Charlottesville Albemarle

Tue 4/7

6:20 am-12:20 pm

1 stop6h 00m

Saint Thomas Island Cyril E King

Thu 4/16

2:10 pm-12:53 am

1 stop10h 43m

$276

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Tue 4/28

6:20 am-8:34 pm

2 stops14h 14m

San Juan Luis Munoz Marin Intl

Tue 4/28

1:00 am-9:58 am

2 stops8h 58m

$317

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Fri 8/14

6:49 am-10:56 pm

1 stop16h 07m

San Juan Luis Munoz Marin Intl

Sat 8/22

3:50 pm-8:28 am

1 stop16h 38m

$332

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

Thu 4/30

8:03 pm-9:13 am

1 stop14h 10m

Montego Bay Sangster Intl

Thu 5/7

12:56 pm-8:39 am

2 stops18h 43m

$357

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

Thu 4/30

8:03 pm-9:13 am

1 stop14h 10m

Montego Bay Sangster Intl

Thu 5/7

2:29 pm-8:39 am

1 stop17h 10m

$358

CharlottesvilleMontego Bay

CHO - MBJ

CHOMBJ

Charlottesville Albemarle

Wed 5/20

6:07 pm-11:45 am

2 stops18h 38m

Montego Bay Sangster Intl

Mon 5/25

5:17 pm-12:54 pm

2 stops18h 37m

$362

Quickest round-trip

CharlottesvilleNassau

CHO - NAS

CHONAS

Charlottesville Albemarle

Sat 5/16

7:00 am-1:10 pm

1 stop6h 10m

Nassau Intl

Wed 5/20

6:00 pm-11:44 pm

1 stop5h 44m

$416

CharlottesvilleSanto Domingo

CHO - SDQ

CHOSDQ

Charlottesville Albemarle

Fri 4/17

6:00 am-1:12 pm

1 stop7h 12m

Santo Domingo Las Americas

Fri 4/24

2:37 pm-10:55 pm

1 stop8h 18m

$933

CharlottesvilleSanto Domingo

CHO - SDQ

CHOSDQ

Charlottesville Albemarle

Mon 8/3

6:00 am-1:26 pm

1 stop7h 26m

Santo Domingo Las Americas

Mon 8/10

2:37 pm-10:49 pm

1 stop8h 12m

$1,291

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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

You could potentially save up to 58% 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	6h 00m
Direct flights	None

The fastest flight from Charlottesville to Caribbean Islands takes 6h 00m

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?
The number of operators available for flights from Charlottesville Albemarle Airport to Caribbean Islands is 2 as of March 2026.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Charlottesville to Caribbean Islands is Canadair (Bombardier) Regional Jet 900 (31.31% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet CRJ-550 (21.27%), Canadair (Bombardier) Regional Jet 700 (6.21%), and Embraer 175 (3.04%).

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 Airlines	PriceFrom $321	Free Cancellation	Rating 7.1 11,468 reviews		Search American Airlines flights
United Airlines	PriceFrom $368	Free Cancellation	Rating 7.4 9,431 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.