$196 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 5/12. 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

Wed, May 6 - Fri, May 8
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
$547United Airlines
Sun, Jun 7 - Fri, Aug 7
JetBlue Logo
7:30 am - 1:52 pm
SJU
-
CHO
6h 22m
1 stop
JetBlue Logo
6:00 am - 1:32 pm
CHO
-
SJU
7h 32m
1 stop
$552JetBlue
Mon, Jun 8 - Fri, Aug 7
American Airlines Logo
7:00 am - 11:54 pm
SJU
-
CHO
16h 54m
1 stop
American Airlines Logo
2:43 pm - 11:59 pm
CHO
-
SJU
9h 16m
2 stops
$569American Airlines
Mon, Jun 15 - Tue, Jun 23
United Airlines Logo
1:00 am - 9:56 am
SJU
-
CHO
8h 56m
2 stops
United Airlines Logo
2:56 pm - 9:24 pm
CHO
-
SJU
6h 28m
1 stop
$582United Airlines
Mon, Jun 8 - Fri, Aug 7
American Airlines Logo
7:00 am - 10:13 pm
SJU
-
CHO
15h 13m
1 stop
American Airlines Logo
2:43 pm - 9:43 am
CHO
-
SJU
19h 00m
2 stops
$599American Airlines
Wed, May 6 - Fri, May 8
United Airlines Logo
1:00 am - 9:58 am
SJU
-
CHO
8h 58m
2 stops
United Airlines Logo
8:30 am - 9:24 pm
CHO
-
SJU
12h 54m
2 stops
$614United Airlines
Wed, May 6 - Fri, May 8
United Airlines Logo
1:00 am - 9:58 am
SJU
-
CHO
8h 58m
2 stops
United Airlines Logo
8:23 pm - 8:34 pm
CHO
-
SJU
24h 11m
2 stops
$632United Airlines
Mon, Jun 8 - Sat, Aug 8
American Airlines Logo
7:15 pm - 2:30 pm
SJU
-
CHO
19h 15m
2 stops
American Airlines Logo
6:13 pm - 12:15 am
CHO
-
SJU
6h 02m
1 stop
$642American Airlines
Wed, May 13 - Sat, May 16
United Airlines Logo
1:35 pm - 9:58 am
GCM
-
CHO
19h 23m
2 stops
United Airlines Logo
6:49 am - 1:30 pm
CHO
-
GCM
7h 41m
1 stop
$665United Airlines
Mon, Jun 8 - Fri, Aug 7
American Airlines Logo
7:00 am - 10:13 pm
SJU
-
CHO
15h 13m
1 stop
American Airlines Logo
5:16 pm - 11:59 pm
CHO
-
SJU
6h 43m
1 stop
$689American 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 11659 reviews
7.5Boarding
7.9Crew
6.9Entertainment
7.2Comfort
6.4Food
Airline reviews

On time departure and early arrival. Flight attendant very nice.

10.0 ExcellentKathryn, Apr 2026
LAX - OMA
Read more American Airlines reviews

On time departure and early arrival. Flight attendant very nice.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

Overall a good experience, however Wifi was not working on the flight.

Airlines should be prohibited from using the seats they get away with.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

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