$412 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 1/14. 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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Everything you should know

Cheapest round-trip
$412
United Airlines
Wed 1/21Sun 1/25
SJU - CHO • 2 stops
Cheapest one-way
$189
Delta
Wed 1/14
SJU - CHO • 1 stop
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Flight Deals
Useful Info
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

Wed, Jan 21 - Sun, Jan 25
United Airlines Logo
8:35 am - 7:44 pm
SJU
-
CHO
12h 09m2 stops
United Airlines Logo
5:39 pm - 6:11 am
CHO
-
SJU
11h 32m2 stops
$412United Airlines
Fri, Mar 6 - Tue, Mar 10
United Airlines Logo
5:50 pm - 11:15 pm
SJU
-
CHO
6h 25m1 stop
United Airlines Logo
6:20 am - 12:17 pm
CHO
-
SJU
5h 57m1 stop
$464United Airlines
Wed, Jan 21 - Sun, Jan 25
United Airlines Logo
8:10 am - 1:54 pm
SJU
-
CHO
6h 44m1 stop
United Airlines Logo
2:17 pm - 6:11 am
CHO
-
SJU
14h 54m2 stops
$472United Airlines
Fri, Mar 6 - Tue, Mar 10
United Airlines Logo
8:05 am - 8:42 pm
SJU
-
CHO
13h 37m2 stops
United Airlines Logo
8:30 am - 9:22 pm
CHO
-
SJU
12h 52m2 stops
$514United Airlines
Fri, Mar 6 - Tue, Mar 10
United Airlines Logo
8:30 am - 11:15 pm
SJU
-
CHO
15h 45m2 stops
United Airlines Logo
8:30 am - 11:36 pm
CHO
-
SJU
15h 06m2 stops
$517United Airlines
Fri, Mar 27 - Sun, Apr 12
American Airlines Logo
4:18 pm - 8:27 am
SJU
-
CHO
16h 09m1 stop
American Airlines Logo
8:05 pm - 10:48 am
CHO
-
SJU
14h 43m1 stop
$528American Airlines
Wed, Jan 21 - Sun, Jan 25
United Airlines Logo
8:10 am - 1:54 pm
SJU
-
CHO
6h 44m1 stop
United Airlines Logo
2:41 pm - 10:22 pm
CHO
-
SJU
6h 41m1 stop
$532United Airlines
Fri, Mar 27 - Sun, Apr 12
American Airlines Logo
6:00 am - 5:43 pm
SJU
-
CHO
11h 43m2 stops
American Airlines Logo
8:05 pm - 10:48 am
CHO
-
SJU
14h 43m1 stop
$645American Airlines
Fri, Mar 27 - Sun, Apr 12
United Airlines Logo
6:40 am - 11:15 pm
SJU
-
CHO
16h 35m2 stops
United Airlines Logo
6:20 am - 8:34 pm
CHO
-
SJU
14h 14m2 stops
$806United 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.
7.2
American AirlinesOverall score based on 11094 reviews
8.0Crew
6.9Entertainment
7.5Boarding
6.4Food
7.2Comfort
Airline reviews

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

8.0 ExcellentR, Jan 2026
PBI - CLT
Read more American Airlines reviews

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

The flight was on time and arrived early. The crew were friendly and helpful.

We had a 2 hour delay that impacted our comanions further travel. I have a feeling AA knows there is a problem at the Cabo airport and does not account for that.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

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)