$174 Find Cheap Flights from Caribbean to Charlottesville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Charlottesville departing on 6/4. 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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Flight Deals

Cheap Flights from Caribbean to Charlottesville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Charlottesville 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 Caribbean to Charlottesville

Thu, Apr 30 - Sun, May 3
American Airlines Logo
7:25 am - 9:46 pm
SJU
-
CHO
14h 21m
1 stop
American Airlines Logo
5:08 am - 9:15 pm
CHO
-
SJU
16h 07m
1 stop
$420American Airlines
Wed, Apr 29 - Sun, May 3
United Airlines Logo
1:00 am - 9:58 am
SJU
-
CHO
8h 58m
2 stops
United Airlines Logo
6:49 am - 2:44 pm
CHO
-
SJU
7h 55m
1 stop
$526United Airlines
Wed, May 6 - Fri, May 8
United Airlines Logo
1:00 am - 9:58 am
SJU
-
CHO
8h 58m
2 stops
United Airlines Logo
8:23 pm - 9:24 pm
CHO
-
SJU
25h 01m
1 stop
$542United Airlines
Wed, May 6 - Fri, May 8
United Airlines Logo
1:00 am - 9:58 am
SJU
-
CHO
8h 58m
2 stops
United Airlines Logo
6:20 am - 12:34 pm
CHO
-
SJU
6h 14m
1 stop
$547United Airlines
Wed, May 6 - Fri, May 8
United Airlines Logo
1:00 am - 9:58 am
SJU
-
CHO
8h 58m
2 stops
United Airlines Logo
8:30 am - 9:24 pm
CHO
-
SJU
12h 54m
2 stops
$554United Airlines
Thu, May 7 - Fri, May 8
United Airlines Logo
3:56 pm - 12:38 am
SJU
-
CHO
8h 42m
1 stop
United Airlines Logo
10:50 am - 12:34 pm
CHO
-
SJU
25h 44m
1 stop
$587United Airlines
Wed, May 6 - Fri, May 8
United Airlines Logo
1:00 am - 9:58 am
SJU
-
CHO
8h 58m
2 stops
United Airlines Logo
8:23 pm - 8:34 pm
CHO
-
SJU
24h 11m
2 stops
$632United Airlines
Wed, Apr 29 - Sun, May 3
United Airlines Logo
1:00 am - 2:15 pm
SJU
-
CHO
13h 15m
2 stops
United Airlines Logo
10:45 am - 11:50 pm
CHO
-
SJU
13h 05m
2 stops
$642United Airlines
Thu, May 7 - Fri, May 8
United Airlines Logo
4:55 pm - 11:28 pm
SJU
-
CHO
6h 33m
1 stop
United Airlines Logo
8:23 pm - 9:24 pm
CHO
-
SJU
25h 01m
1 stop
$652United Airlines
Sat, May 16 - Fri, May 22
American Airlines Logo
7:25 am - 5:42 pm
SJU
-
CHO
10h 17m
1 stop
American Airlines Logo
6:40 am - 10:45 pm
CHO
-
SJU
16h 05m
1 stop
$766American Airlines
Useful Info

FAQs for booking flights from Caribbean to Charlottesville

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

    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 Caribbean to Charlottesville.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Charlottesville from 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 Caribbean to Charlottesville?

    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 to Charlottesville with an airline and back to Caribbean with another airline.

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

    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 to Charlottesville from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean to Charlottesville

 
Need help choosing which airline to fly with from Caribbean to Charlottesville? 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.
7.1
American AirlinesOverall score based on 11629 reviews
6.9Entertainment
7.9Crew
7.5Boarding
6.4Food
7.2Comfort
Airline reviews

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

6.0 GoodMichael, Apr 2026
DFW - SLC
Read more American Airlines reviews

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

Everything was delayed and the staff sent me to the wrong gate, causing me to miss one of my flights. I arrived at my destination 6 hours later than I was supposed to.

Got home at 3am after deboarding the plane. No compensation offered by American

Delayed flight. Missed connection, AA put us on a later connecting flight. The connection flight was delayed 4 times and we had to deplane. Didnt get home until 3am, when I was supposed to be home at 8:30p. Zero compensation offered from American. I would not fly them again.

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

Traveling to a place near Charlottesville?

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Everything you need to know for your flight to Charlottesville

Information on the airport you'll fly into in Charlottesville

Charlottesville (CHO)