$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 4/29. 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

Sun, Apr 5 - Fri, Apr 10
United Airlines Logo
1:35 pm - 12:36 am
GCM
-
CHO
34h 01m
2 stops
United Airlines Logo
8:25 pm - 3:05 pm
CHO
-
GCM
19h 40m
1 stop
$379United Airlines
Wed, Mar 11 - Wed, Mar 18
United Airlines Logo
7:30 am - 7:42 pm
SJU
-
CHO
12h 12m
2 stops
United Airlines Logo
2:40 pm - 9:22 pm
CHO
-
SJU
6h 42m
1 stop
$418United Airlines
Thu, May 14 - Mon, May 18
American Airlines Logo
12:35 pm - 11:54 pm
GCM
-
CHO
10h 19m
1 stop
American Airlines Logo
8:10 pm - 11:00 am
CHO
-
GCM
15h 50m
2 stops
$438American 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 - 11:00 am
CHO
-
GCM
15h 50m
2 stops
$482American Airlines
Wed, Apr 29 - Wed, Apr 29
American Airlines Logo
7:25 am - 3:12 pm
SJU
-
CHO
7h 47m
1 stop
American Airlines Logo
6:07 pm - 10:48 am
CHO
-
SJU
16h 41m
1 stop
$487American Airlines
Wed, Mar 11 - Wed, Mar 18
American Airlines Logo
4:18 pm - 8:27 am
SJU
-
CHO
16h 09m
1 stop
American Airlines Logo
7:57 pm - 10:40 am
CHO
-
SJU
14h 43m
1 stop
$492American Airlines
Wed, Mar 11 - Wed, Mar 18
United Airlines Logo
7:30 am - 7:42 pm
SJU
-
CHO
12h 12m
2 stops
United Airlines Logo
8:30 am - 9:22 pm
CHO
-
SJU
12h 52m
2 stops
$504United Airlines
Sun, Apr 5 - Fri, Apr 10
Delta Logo
1:12 pm - 10:48 pm
GCM
-
CHO
8h 36m
1 stop
Delta Logo
6:00 am - 11:47 am
CHO
-
GCM
6h 47m
1 stop
$512Delta
Fri, Mar 6 - Tue, Mar 10
United Airlines Logo
4:52 pm - 12:09 am
SJU
-
CHO
8h 17m
1 stop
United Airlines Logo
2:40 pm - 9:22 pm
CHO
-
SJU
6h 42m
1 stop
$521United Airlines
Fri, Mar 6 - Tue, Mar 10
United Airlines Logo
4:52 pm - 12:09 am
SJU
-
CHO
8h 17m
1 stop
United Airlines Logo
10:45 am - 11:36 pm
CHO
-
SJU
12h 51m
2 stops
$539United 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.
7.2
American AirlinesOverall score based on 11321 reviews
6.4Food
8.0Crew
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

Waiting for gate in RDU for more than 20mins is crazy.

2.0 MediocreBalaji, Feb 2026
OMA - ORD
Read more American Airlines reviews

Waiting for gate in RDU for more than 20mins is crazy.

Flight was on time and there was an empty seat next to me. That makes for a good flight!

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

No Snacks or Entertainment. The flight was short, snacks should still be given.

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

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