$231 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 2/19. 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 24% 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.

Everything you should know

Cheapest round-trip
$231
American Airlines
Thu 2/19Mon 2/23
SJU - CHO • 1 stop
Cheapest one-way
$534
Typical prices: $564-$1,337
United Airlines
Fri 1/9
SJU - CHO • 2 stops
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Charlottesville!
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

Thu, Feb 19 - Mon, Feb 23
American Airlines Logo
8:30 am - 3:47 pmSJU-CHO
8h 17m1 stop
American Airlines Logo
7:57 pm - 1:00 pmCHO-SJU
16h 03m1 stop
$231American Airlines
Find Deal
Sat, Jan 24 - Mon, Jan 26
United Airlines Logo
5:45 pm - 1:42 pmGCM-CHO
19h 57m2 stops
United Airlines Logo
2:41 pm - 1:15 pmCHO-GCM
22h 34m2 stops
$320United Airlines
Find Deal
Sat, Jan 24 - Mon, Jan 26
United Airlines Logo
5:30 pm - 1:54 pmGCM-CHO
20h 24m1 stop
United Airlines Logo
2:41 pm - 1:15 pmCHO-GCM
22h 34m2 stops
$331United Airlines
Find Deal
Thu, Feb 19 - Mon, Feb 23
American Airlines Logo
7:00 am - 4:22 pmSJU-CHO
10h 22m2 stops
American Airlines Logo
7:57 pm - 1:00 pmCHO-SJU
16h 03m1 stop
$333American Airlines
Find Deal
Sat, Jan 24 - Mon, Jan 26
American Airlines Logo
12:50 pm - 9:59 amGCM-CHO
21h 09m2 stops
American Airlines Logo
7:09 pm - 11:26 amCHO-GCM
16h 17m1 stop
$375American Airlines
Find Deal
Sat, Jan 17 - Wed, Jan 21
American Airlines Logo
8:20 am - 4:55 pmSJU-CHO
9h 35m1 stop
American Airlines Logo
10:24 am - 8:50 pmCHO-SJU
9h 26m1 stop
$460American Airlines
Find Deal
Sat, Jan 17 - Wed, Jan 21
American Airlines Logo
5:55 pm - 4:15 pmSJU-CHO
23h 20m2 stops
American Airlines Logo
4:37 pm - 12:30 pmCHO-SJU
18h 53m2 stops
$508American Airlines
Find Deal
Sat, Jan 17 - Wed, Jan 21
Delta Logo
6:15 am - 1:25 pmSJU-CHO
8h 10m1 stop
Delta Logo
3:02 pm - 11:45 pmCHO-SJU
7h 43m1 stop
$543Delta
Find Deal
Sat, Jan 24 - Mon, Jan 26
Delta Logo
3:25 pm - 10:51 pmGCM-CHO
7h 26m1 stop
Delta Logo
6:00 am - 12:40 pmCHO-GCM
6h 40m1 stop
$547Delta
Find Deal
Sat, Jan 17 - Wed, Jan 21
United Airlines Logo
8:35 am - 5:02 pmSJU-CHO
9h 27m1 stop
United Airlines Logo
8:15 am - 9:26 pmCHO-SJU
12h 11m2 stops
$558United Airlines
Find Deal
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 11042 reviews
6.9Entertainment
7.2Comfort
6.4Food
8.0Crew
7.5Boarding
Airline reviews

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

6.0 GoodDonald, Nov 2025DFW - MSY
Read more American Airlines reviews

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

The inflight staff is never the issue always the extra and charges american charges! Literally 30 bucks for WiFi! Is insane and then it’s choppy and slow. If you pay for it once you don’t need to pay again for switching aircraft especially when there is flight delays

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

We were told the flight was delayed 5 times, then it was moved to the next day.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

flight was good until we arrived at cmh ten minutes early but then sat on tarmac for twenty minutes because a plane was at our gate, so we had to wait despite the pilot tellling us that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

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