$223 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 6/15. 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

Fri, Sep 4 - Mon, Sep 7
United Airlines Logo
1:00 am - 9:26 am
SJU
-
CHO
8h 26m
2 stops
United Airlines Logo
6:30 am - 12:54 pm
CHO
-
SJU
6h 24m
1 stop
$417United Airlines
Sat, Sep 5 - Mon, Sep 7
American Airlines Logo
7:05 am - 7:36 pm
SJU
-
CHO
12h 31m
1 stop
American Airlines Logo
10:15 am - 11:59 pm
CHO
-
SJU
13h 44m
1 stop
$479American Airlines
Mon, May 18 - Sun, May 24
American Airlines Logo
7:00 pm - 4:11 pm
SJU
-
CHO
21h 11m
2 stops
American Airlines Logo
6:40 am - 10:45 pm
CHO
-
SJU
16h 05m
1 stop
$533American Airlines
Fri, Aug 28 - Tue, Sep 1
United Airlines Logo
4:55 pm - 10:57 pm
SJU
-
CHO
6h 02m
1 stop
United Airlines Logo
6:30 am - 12:54 pm
CHO
-
SJU
6h 24m
1 stop
$554United Airlines
Fri, Aug 28 - Tue, Sep 1
United Airlines Logo
4:55 pm - 9:26 am
SJU
-
CHO
16h 31m
1 stop
United Airlines Logo
6:30 am - 12:54 pm
CHO
-
SJU
6h 24m
1 stop
$587United Airlines
Fri, Aug 28 - Tue, Sep 1
United Airlines Logo
4:55 pm - 10:11 am
SJU
-
CHO
17h 16m
2 stops
United Airlines Logo
6:30 am - 12:54 pm
CHO
-
SJU
6h 24m
1 stop
$599United Airlines
Mon, May 18 - Sun, May 24
American Airlines Logo
7:00 pm - 4:11 pm
SJU
-
CHO
21h 11m
2 stops
American Airlines Logo
3:18 pm - 4:25 am
CHO
-
SJU
13h 07m
2 stops
$623American Airlines
Tue, May 19 - Wed, May 20
American Airlines Logo
7:25 am - 3:12 pm
SJU
-
CHO
7h 47m
1 stop
American Airlines Logo
9:04 am - 8:51 pm
CHO
-
SJU
11h 47m
1 stop
$628American Airlines
Mon, May 18 - Wed, May 20
American Airlines Logo
7:00 pm - 4:11 pm
SJU
-
CHO
21h 11m
2 stops
American Airlines Logo
6:15 am - 8:51 pm
CHO
-
SJU
14h 36m
1 stop
$636American Airlines
Fri, Aug 28 - Tue, Sep 1
United Airlines Logo
4:55 pm - 10:11 am
SJU
-
CHO
17h 16m
2 stops
United Airlines Logo
6:45 am - 8:38 pm
CHO
-
SJU
13h 53m
2 stops
$644United 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 11670 reviews
6.4Food
7.2Comfort
7.5Boarding
6.9Entertainment
7.9Crew
Airline reviews

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

8.0 ExcellentConnie, May 2026
PHX - MKE
Read more American Airlines reviews

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

Everything was fine except the end of the flight. We spent more than an hour circling around Miami due to weather conditions. That was not good.

They lost my bag. ... And I asked them 3 times to 3 different people if my checked bag will maKe it all the way - they all confirmed and at the end it was left at the connection... Bravo

Cancelled BOYH legs of our flight home 30 min before initial boarding

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

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)