$116 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 5/13. 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
$232
Delta
qua 2/25ter 3/3
SJU - CHO • 1 stop
Cheapest one-way
$150
Delta
qua 5/13
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

qua, fev 25 - ter, mar 3
Delta Logo
6:15 am - 4:46 pm
SJU
-
CHO
11h 31m
1 stop
Delta Logo
6:00 am - 5:27 pm
CHO
-
SJU
10h 27m
1 stop
$232Delta
qua, fev 25 - ter, mar 3
American Airlines Logo
5:42 pm - 8:27 am
SJU
-
CHO
15h 45m
1 stop
American Airlines Logo
4:55 pm - 10:00 am
CHO
-
SJU
16h 05m
2 stops
$239American Airlines
qua, abr 22 - seg, abr 27
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
$255United Airlines
qui, abr 23 - seg, abr 27
JetBlue Logo
7:30 am - 1:49 pm
SJU
-
CHO
6h 19m
1 stop
JetBlue Logo
6:00 am - 4:15 pm
CHO
-
SJU
10h 15m
1 stop
$332JetBlue
qua, abr 22 - seg, abr 27
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
$367United Airlines
qui, abr 23 - seg, abr 27
United Airlines Logo
4:55 pm - 11:29 pm
SJU
-
CHO
6h 34m
1 stop
United Airlines Logo
6:20 am - 12:34 pm
CHO
-
SJU
6h 14m
1 stop
$369United Airlines
qua, fev 4 - sáb, fev 7
JetBlue Logo
7:30 am - 2:12 pm
SJU
-
CHO
7h 42m
1 stop
JetBlue Logo
11:58 am - 8:58 pm
CHO
-
SJU
8h 00m
1 stop
$422JetBlue
qua, fev 4 - sáb, fev 7
American Airlines Logo
6:00 am - 4:07 pm
SJU
-
CHO
11h 07m
2 stops
American Airlines Logo
7:10 am - 8:50 pm
CHO
-
SJU
12h 40m
1 stop
$431American Airlines
qui, abr 23 - seg, abr 27
American Airlines Logo
4:30 pm - 8:39 am
SJU
-
CHO
16h 09m
1 stop
American Airlines Logo
4:42 pm - 4:32 am
CHO
-
SJU
11h 50m
2 stops
$457American Airlines
sex, mar 6 - ter, mar 10
United Airlines Logo
4:52 pm - 12:09 am
SJU
-
CHO
8h 17m
1 stop
United Airlines Logo
10:45 am - 9:22 pm
CHO
-
SJU
10h 37m
2 stops
$466United 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 11174 reviews
7.2Comfort
8.0Crew
6.4Food
6.9Entertainment
7.5Boarding
Airline reviews

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

10.0 ExcellentFatima, Jan 2026
PHL - STL
Read more American Airlines reviews

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

No enough space plus only allowing one laggage instead of two like other airlines.

It was good. But the gate team made me check my carry on when there was plenty of space for my luggage on the plane. Otherwise our trip was fine.

The entertainment options were at best, fair. It was exactly the same as my outbound flight. It would have been more entertaining if there were some series from Apple TV, HBO, Showtime or other carriers for me to catch up with.

The comfort of Business Class made this trip far more comfortable. I was indeed surprised when I asked one of the flight attendant to help me set up my "bed", she responded that "We don't make beds in Business Class any longer...only First Class" I believe her name was Giselle, but I'm not certain. She did instruct me how to adjust the seat, place the hooded cover and I clearly understood how to place the blanket and the cover. Additionally, the meal I was served (a beef dish) was almost inedible. The beef was tough and odd tasting. I didn't mention it as I was hoping to quickly settle down and try to get some sleep.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

They made me pay $40 to check a bag that was listed as free when I bought my ticket. Then before boarding they offered to check any bags free.

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