$121 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 4/24. 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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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

Sat, Apr 25 - Tue, Apr 28
American Airlines Logo
7:25 am - 3:12 pm
SJU
-
CHO
7h 47m
1 stop
American Airlines Logo
6:05 am - 8:51 pm
CHO
-
SJU
14h 46m
1 stop
$383American Airlines
Tue, Aug 4 - Wed, Aug 12
United Airlines Logo
1:00 am - 9:56 am
SJU
-
CHO
8h 56m
2 stops
United Airlines Logo
6:30 am - 12:54 pm
CHO
-
SJU
6h 24m
1 stop
$400United Airlines
Sat, Apr 25 - Tue, Apr 28
Delta Logo
7:30 am - 4:25 pm
SJU
-
CHO
8h 55m
1 stop
Delta Logo
2:30 pm - 8:24 pm
CHO
-
SJU
5h 54m
1 stop
$412Delta
Sat, Apr 25 - Tue, Apr 28
United Airlines Logo
3:56 pm - 12:53 am
SJU
-
CHO
8h 57m
1 stop
United Airlines Logo
6:20 am - 8:34 pm
CHO
-
SJU
14h 14m
2 stops
$414United Airlines
Thu, May 14 - Mon, May 18
American Airlines Logo
12:35 pm - 9:46 pm
GCM
-
CHO
8h 11m
1 stop
American Airlines Logo
8:10 pm - 1:10 pm
CHO
-
GCM
18h 00m
2 stops
$431American Airlines
Thu, May 14 - Mon, May 18
American Airlines Logo
12:35 pm - 9:46 pm
GCM
-
CHO
8h 11m
1 stop
American Airlines Logo
8:10 pm - 1:10 pm
CHO
-
GCM
18h 00m
2 stops
$451American Airlines
Sat, Apr 25 - Tue, Apr 28
United Airlines Logo
3:56 pm - 12:53 am
SJU
-
CHO
8h 57m
1 stop
United Airlines Logo
6:20 am - 8:34 pm
CHO
-
SJU
14h 14m
2 stops
$468United Airlines
Thu, May 14 - Mon, May 18
American Airlines Logo
12:00 pm - 8:39 am
GCM
-
CHO
19h 39m
2 stops
American Airlines Logo
8:10 pm - 1:10 pm
CHO
-
GCM
18h 00m
2 stops
$479American Airlines
Wed, Aug 5 - Wed, Aug 12
American Airlines Logo
8:00 am - 11:07 pm
SJU
-
CHO
15h 07m
1 stop
American Airlines Logo
8:53 am - 10:56 pm
CHO
-
SJU
14h 03m
1 stop
$484American Airlines
Mon, May 4 - Fri, May 8
American Airlines Logo
7:25 am - 9:46 pm
SJU
-
CHO
14h 21m
1 stop
American Airlines Logo
5:08 am - 9:15 pm
CHO
-
SJU
16h 07m
1 stop
$498American 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 11381 reviews
6.9Entertainment
7.2Comfort
7.5Boarding
8.0Crew
6.4Food
Airline reviews

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

6.0 GoodVijayalakshmi, Mar 2026
DFW - HNL
Read more American Airlines reviews

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

Good crew and flight was on time. It’s a small plane with limited overhead luggage space. They said the overhead space was full and I had to check my bag. There was still space when I got on. Waiting for my checked luggage added 30 minutes to my trip. Not the end of the world but also not great.

My seat was assigned last row behind restrooms No legroom’s I’m very Pettit Still was not comfortable Food choice was excellent

Delayed initially because they couldn’t print the flight details. Poor instruction on delay. When I got on the plane the flight attendant argued with me about whether my carry on would fit (it did, although she didn’t acknowledge that). No greeting (other than arguing with me) getting on or off the plane.

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

The flight attendants as well as the gate agent were out to lunch. Nothing extraordinary about their service. American just keeps getting worse every year.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

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