$109 Find Cheap Flights from Charlottesville to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to Caribbean departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Charlottesville to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$306
Santo Domingo
Santo Domingo2 stops$449
Montego Bay
Montego Bay2 stops$331
Nassau
Nassau2 stops$329
Simpson Bay
Simpson Bay1 stop$293
George Town
George Town2 stops$317
Puerto Plata
Puerto Plata1 stop$444
Punta Cana
Punta Cana1 stop$306
Santo Domingo
Santo Domingo2 stops$449
Montego Bay
Montego Bay2 stops$331
Nassau
Nassau2 stops$329
Simpson Bay
Simpson Bay1 stop$293
George Town
George Town2 stops$317
Puerto Plata
Puerto Plata1 stop$444

Book Cheap Charlottesville to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlottesville to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Charlottesville to Caribbean

Sun, Feb 22 - Wed, Feb 25
American Airlines Logo
7:57 pm - 11:40 am
CHO
-
SJU
14h 43m1 stop
American Airlines Logo
5:42 pm - 10:59 pm
SJU
-
CHO
6h 17m1 stop
$231American Airlines
Tue, Jan 20 - Sat, Jan 24
American Airlines Logo
6:00 am - 1:45 pm
CHO
-
SXM
6h 45m1 stop
American Airlines Logo
3:23 pm - 11:49 pm
SXM
-
CHO
9h 26m1 stop
$293American Airlines
Tue, Jan 20 - Sat, Jan 24
American Airlines Logo
6:00 am - 1:45 pm
CHO
-
SXM
6h 45m1 stop
American Airlines Logo
2:03 pm - 9:59 am
SXM
-
CHO
20h 56m2 stops
$298American Airlines
Mon, Jan 19 - Fri, Jan 23
American Airlines Logo
5:20 pm - 1:45 pm
CHO
-
SXM
19h 25m1 stop
American Airlines Logo
4:24 pm - 11:19 pm
SXM
-
CHO
7h 55m1 stop
$299American Airlines
Mon, Jan 26 - Wed, Jan 28
United Airlines Logo
2:41 pm - 10:22 pm
CHO
-
SJU
6h 41m1 stop
United Airlines Logo
2:05 am - 1:42 pm
SJU
-
CHO
12h 37m2 stops
$321United Airlines
Thu, Jan 22 - Thu, Jan 29
United Airlines Logo
2:41 pm - 2:00 pm
CHO
-
MBJ
23h 19m2 stops
United Airlines Logo
3:20 pm - 1:42 pm
MBJ
-
CHO
22h 22m2 stops
$331United Airlines
Wed, Jan 14 - Sun, Jan 18
United Airlines Logo
2:41 pm - 1:45 pm
CHO
-
GCM
23h 04m2 stops
United Airlines Logo
2:50 pm - 1:54 pm
GCM
-
CHO
23h 04m2 stops
$333United Airlines
Mon, Feb 2 - Fri, Feb 6
Delta Logo
6:00 am - 3:53 pm
CHO
-
POP
8h 53m1 stop
Delta Logo
5:08 pm - 10:51 pm
POP
-
CHO
6h 43m1 stop
$444Delta
Wed, Jan 14 - Sun, Jan 18
Delta Logo
6:00 am - 3:20 pm
CHO
-
BGI
8h 20m1 stop
Delta Logo
4:30 pm - 1:54 pm
BGI
-
CHO
22h 24m2 stops
$677Delta
Tue, Feb 24 - Sun, Mar 1
Delta Logo
6:00 am - 2:17 pm
CHO
-
SDQ
7h 17m1 stop
Delta Logo
3:42 pm - 10:49 pm
SDQ
-
CHO
8h 07m1 stop
$786Delta
Booking Insights

KAYAK's insights & trends for Charlottesville to Caribbean flights

Get data-powered insights and trends into flights from Charlottesville to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Charlottesville and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Charlottesville to Caribbean.

There are 2 airlines that fly nonstop from Charlottesville to Caribbean. They are American Airlines and United Airlines. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $367 and arriving in Nassau (NAS). On average, United Airlines offers the best prices for nonstop flights between Charlottesville and Caribbean.

Which airlines provide the cheapest flights from Charlottesville to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Charlottesville to Caribbean were found on American Airlines ($231) and United Airlines ($321).

Good to know

Low seasonAugust
Cheapest flight$109
Best time to beat the crowds with an average 21% drop in price.
Flight from Charlottesville to Nassau

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Charlottesville to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Charlottesville to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charlottesville to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Charlottesville to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Charlottesville to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Charlottesville to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charlottesville to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Charlottesville to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Charlottesville to Caribbean

 
Need help choosing which airline to fly with from Charlottesville to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9124 reviews
7.7Boarding
7.3Comfort
8.1Crew
7.1Entertainment
6.6Food
Airline reviews

Check how old the airframe is, some older ones have inoperable seat back entertainment or power.

8.0 ExcellentBindul, Dec 2025
EWR - DEL
Read more United Airlines reviews

Check how old the airframe is, some older ones have inoperable seat back entertainment or power.

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

Hotter than Hades in August. Why, why do crews think that in the winter when we are already dressed for cold weather we need a cabin that is 82 degrees. Even the vents were blowing hot air.

Unbelievably poor service from flight attendants. They didn’t even do water service on a four hour flight. Just disrespectful.

United is an incompetent airline. They parked the plane on the tarmac for an hour after arriving because they “didn’t have a gate available” it was actually some sort of lie because as we de planed there were approximately 9 open and manned and empty gates that we walked past. Many people on the flight missed connections for the hour long sit on the tarmac. Utterly baffling and incompetent behavior from United flight ops.

Flight was delayed. De-icing took a while. When we landed had to wait for another plane to vacate our gate. Just an overall bad experience.

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

I boarded flight UA#1318 at Sacramento International Airport going back to Houston TX. The flight was scheduled at 5:10am. I was able to check in virtually using the United Airlines app. When I entered the airport, there was no one outside assisting with checked bags as it was for Delta Airlines. Immediately upon entering, there was a LONG, EXTREMELY LONG line to the kiosks to get boarding passes. I stand in line to get boarding passes then had to move to ANOTHER EXTREMELY LONG line to get my bags checked in. While standing in this line, we noticed an agent taking customers to 3 at a time to her station to check their bags in. Lucky for me, she called me back, checked my bags for me and I was on my way. I then encountered another long line at the TSA check and to avoid I ending up having to sign up for CLEAR to bypass it. So glad, I did.,...Both of my flights were great with no issues, butthe check in progress at Bush Airport was so much smoother. Check-in at SMF airport needs to be anaylzed and corrected. Do better United, I know you can....thanks

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Pushed back only to get deplaned due to a tire damaged by ground crew. They did at least go pretty fast. The bathrooms should be banned under the Geneva convention. No room to even sit straight on the toilet. The under-seat entertainment units block what little leg room there is.

The flight was very smooth and the meal in business class was great.

The captain brought my 6 year old son into the cockpit and allowed him to ask questions, sit in the captain’s chair and talk about all the gears and levers. Made the trip very special for him.

I take this flight about 6-8 times per year. It is convenient and saves an hour or two by skipping PDX, SEA, PHX, or ORD (but it takes longer to get bags to the carousel than Alaska Airlines). I wish the food service were better (but they might cut back on it because it is a red-eye). The WifI seems to go down about an hour out of Anchorage, and then comes back about an hour later...so be warned if this is an issue for you.

Better service. No food options, but we did get drinks and a cookie.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

I requested a low sodium meal. Reason being, I take medicine for high blood pressure and I wear compression socks on long flights to help with leg swelling. Having less sodium in meals really helps me feel better on long flights. I received my initial low sodium meal after takeoff. Just before landing, the crew came through with the meal cart and offered me what was being served. I said no thank you and then noticed my low sodium meal in the meal cart, with my name and seat assignment on it. I motioned to the crew member, but he grabbed the meal cart and proceeded to move to the rear of the aircraft. He didn’t see me or other passengers who had attempted to get this attention. He was more concerned about completing meal service since we were due to land in under 45 minutes. I pressed the call light five times from my seat to receive help, but no crew member responded to me. So, I didn’t receive a second meal, one that I requested (the low sodium option). This led me to have a migraine from only eating one meal on an 11-hour flight. This is why I’m not a fan of flying US-based airlines overseas. The crew members continue to show the absolute worst customer service experience. I would not recommend flying American for overseas flights.

WiFi didn’t work the entire flight. Very disappointing. Minimal food and options - sadly the state of current affairs. All other aspects of the flight were fine.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports