$302 Find Cheap Flights from Caribbean to Charlottesville

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Charlottesville departing on 8/25. 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

Tue, Aug 25 - Tue, Sep 1
Delta Logo
2:59 pm - 11:35 pm
SJU
-
CHO
8h 36m
1 stop
Delta Logo
6:00 am - 11:56 am
CHO
-
SJU
5h 56m
1 stop
$302Delta
Tue, Aug 25 - Tue, Sep 1
American Airlines Logo
7:05 am - 1:38 pm
SJU
-
CHO
6h 33m
1 stop
American Airlines Logo
2:43 pm - 11:59 pm
CHO
-
SJU
9h 16m
2 stops
$374American Airlines
Thu, Aug 6 - Sun, Aug 9
American Airlines Logo
7:05 am - 2:41 pm
SJU
-
CHO
7h 36m
1 stop
American Airlines Logo
8:59 am - 12:15 am
CHO
-
SJU
15h 16m
1 stop
$446American Airlines
Fri, Aug 28 - Tue, Sep 1
United Airlines Logo
4:55 pm - 11:44 pm
SJU
-
CHO
6h 49m
1 stop
United Airlines Logo
6:25 am - 12:54 pm
CHO
-
SJU
6h 29m
1 stop
$502United Airlines
Fri, Aug 28 - Tue, Sep 1
United Airlines Logo
4:55 pm - 9:51 am
SJU
-
CHO
16h 56m
1 stop
United Airlines Logo
6:45 am - 2:44 pm
CHO
-
SJU
7h 59m
1 stop
$542United Airlines
Thu, Aug 6 - Sun, Aug 9
American Airlines Logo
7:05 am - 10:13 pm
SJU
-
CHO
15h 08m
1 stop
American Airlines Logo
2:25 pm - 12:15 am
CHO
-
SJU
9h 50m
2 stops
$598American Airlines
Thu, Jun 4 - Tue, Jun 9
United Airlines Logo
1:00 am - 9:56 am
SJU
-
CHO
8h 56m
2 stops
United Airlines Logo
5:50 pm - 5:29 am
CHO
-
SJU
11h 39m
2 stops
$651United Airlines
Thu, Jun 4 - Tue, Jun 9
United Airlines Logo
1:00 am - 9:56 am
SJU
-
CHO
8h 56m
2 stops
United Airlines Logo
10:45 am - 9:24 pm
CHO
-
SJU
10h 39m
1 stop
$697United Airlines
Fri, Jun 5 - Tue, Jun 9
American Airlines Logo
7:00 am - 10:13 pm
SJU
-
CHO
15h 13m
1 stop
American Airlines Logo
1:19 pm - 10:45 pm
CHO
-
SJU
9h 26m
1 stop
$750American 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 11641 reviews
6.9Entertainment
7.9Crew
6.4Food
7.2Comfort
7.5Boarding
Airline reviews

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

8.0 ExcellentAnonymous, May 2026
RSW - ORD
Read more American Airlines reviews

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

Seat bottom cushions are not good. I’m 165# & they hurt my butt. Plenty of legroom.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

Fine. Nothing to write home about. The plane left on time, and arrived on time.

I was downgraded from first class to coach due to an airplane change. They pulled me out of line and I was the very last person to board the plane stuck in the middle seat with no overhead place to put my carry-.on. Very poor customer service.

Seat comfort was poor (no lumbar or lower back support).

The airplane seats were spacious and comfortable, and the flight attendants were friendly and attentive. The food was delicious like never before. The blankets and toiletries were thoughtfully provided. The captain's navigation was steady and reliable. In short, having flown with Starlux, I won't consider any other airline next time.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

We had several flights and they were all on-time and flawless

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)