$163 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 4/20. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Charlottesville

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Fri, Apr 17 - Wed, Apr 22
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
$416United Airlines
Fri, Apr 17 - Wed, Apr 22
United Airlines Logo
1:00 am - 5:14 pm
SJU
-
CHO
16h 14m
2 stops
United Airlines Logo
6:20 am - 12:34 pm
CHO
-
SJU
6h 14m
1 stop
$422United Airlines
Wed, Aug 5 - Wed, Aug 12
American Airlines Logo
8:00 am - 12:12 am
SJU
-
CHO
16h 12m
1 stop
American Airlines Logo
6:49 am - 10:56 pm
CHO
-
SJU
16h 07m
1 stop
$451American Airlines
Sat, Apr 18 - Wed, Apr 22
United Airlines Logo
7:20 am - 1:53 pm
SJU
-
CHO
6h 33m
1 stop
United Airlines Logo
6:20 am - 12:34 pm
CHO
-
SJU
6h 14m
1 stop
$468United Airlines
Fri, Apr 17 - Wed, Apr 22
United Airlines Logo
1:00 am - 5:14 pm
SJU
-
CHO
16h 14m
2 stops
United Airlines Logo
6:20 am - 12:34 pm
CHO
-
SJU
6h 14m
1 stop
$489United Airlines
Sat, Apr 18 - Wed, Apr 22
United Airlines Logo
7:20 am - 1:53 pm
SJU
-
CHO
6h 33m
1 stop
United Airlines Logo
6:20 am - 12:34 pm
CHO
-
SJU
6h 14m
1 stop
$499United Airlines
Fri, Apr 17 - Wed, Apr 22
United Airlines Logo
1:00 am - 9:58 am
SJU
-
CHO
8h 58m
2 stops
United Airlines Logo
6:20 am - 8:34 pm
CHO
-
SJU
14h 14m
2 stops
$543United Airlines
Fri, Apr 17 - Wed, Apr 22
United Airlines Logo
1:00 am - 5:14 pm
SJU
-
CHO
16h 14m
2 stops
United Airlines Logo
6:20 am - 8:34 pm
CHO
-
SJU
14h 14m
2 stops
$565United Airlines
Sat, Apr 18 - Wed, Apr 22
United Airlines Logo
3:56 pm - 12:53 am
SJU
-
CHO
8h 57m
1 stop
United Airlines Logo
6:20 am - 12:34 pm
CHO
-
SJU
6h 14m
1 stop
$572United Airlines
Sat, Apr 18 - Wed, Apr 22
United Airlines Logo
7:20 am - 1:53 pm
SJU
-
CHO
6h 33m
1 stop
United Airlines Logo
6:20 am - 12:34 pm
CHO
-
SJU
6h 14m
1 stop
$593United Airlines
Useful Info

Good to know

Cheapest flight$163
Flight from Saint Thomas Island to Charlottesville

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 11446 reviews
7.2Comfort
6.4Food
7.5Boarding
7.9Crew
6.9Entertainment
Airline reviews

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

2.0 MediocreScott, Mar 2026
HSV - DCA
Read more American Airlines reviews

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The gate got changed several times and the flight was delayed over an hour. Awful experience

Poor communication ahead of time about flight delays and old planes/other equipment.

The flight was delayed multiple times. I was autobooted and placed in the center seat in the last row of the plane.

My flight was delayed. We left at midnight. I got to Greensboro (GSO) at 1am. All of AA's flights in/out of Charlotte always seem to be delayed or canceled. It took me all day on Sunday to get to my destination of Cincinnati from Greensboro. I had to be rerouted through Chicago because my original flight was canceled as the door to plane was closing in GSO. The saddest part is I could have driven and arrived sooner. . . I recognize there is a lot going on that impacts travel. This week it was weather. Yesterday in Cincinnati it was President Trump. But as a frequent flyer, the flight from South Bend to Charlotte always runs late. The subsequent flight to Greensboro is always midnight to 2am. . . I do want to give props the Charlotte boarding crew. They had four flights going out of the same area at the same time. They turned it quickly and mitigated the grumbling from the crowd.

Never going to fly your airline again if it can be avoided.

Dloght delayed by 2.5 hrs . Common theme in my last four american floghts

Traveling to a place near Charlottesville?

Book flights to Charlottesville if you plan to visit one of these locations
Keswick
Orange

Everything you need to know for your flight to Charlottesville

Information on the airport you'll fly into in Charlottesville