$275 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 10/4. 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

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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, Oct 4 - Tue, Oct 7
Delta Logo
2:26 pm - 11:35 pmSJU-CHO
9h 09m1 stop
Delta Logo
3:05 pm - 10:21 pmCHO-SJU
7h 16m1 stop
$275Delta
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Sat, Oct 4 - Tue, Oct 7
United Airlines Logo
4:55 pm - 11:14 pmSJU-CHO
6h 19m1 stop
United Airlines Logo
6:10 am - 12:34 pmCHO-SJU
6h 24m1 stop
$341United Airlines
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Fri, Oct 3 - Tue, Oct 7
United Airlines Logo
1:05 am - 9:53 amSJU-CHO
8h 48m2 stops
United Airlines Logo
6:10 am - 12:34 pmCHO-SJU
6h 24m1 stop
$381United Airlines
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Fri, Oct 3 - Tue, Oct 7
United Airlines Logo
1:05 am - 9:53 amSJU-CHO
8h 48m2 stops
United Airlines Logo
6:10 am - 8:38 pmCHO-SJU
14h 28m2 stops
$421United Airlines
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Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
4:43 pm - 11:06 pmSJU-CHO
6h 23m1 stop
American Airlines Logo
2:42 pm - 11:37 pmCHO-SJU
8h 55m2 stops
$441American Airlines
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Sat, Oct 4 - Tue, Oct 7
United Airlines Logo
1:30 pm - 11:14 pmSJU-CHO
9h 44m2 stops
United Airlines Logo
6:10 am - 8:38 pmCHO-SJU
14h 28m2 stops
$471United Airlines
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Sat, Oct 4 - Tue, Oct 7
United Airlines Logo
7:00 am - 9:50 pmSJU-CHO
14h 50m2 stops
United Airlines Logo
6:10 am - 8:38 pmCHO-SJU
14h 28m2 stops
$511United Airlines
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Wed, Sep 3 - Mon, Sep 8
United Airlines Logo
1:05 am - 9:47 amSJU-CHO
8h 42m2 stops
United Airlines Logo
10:59 am - 11:57 pmCHO-SJU
12h 58m2 stops
$515United Airlines
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Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
4:43 pm - 11:06 pmSJU-CHO
6h 23m1 stop
American Airlines Logo
9:58 am - 3:52 pmCHO-SJU
5h 54m1 stop
$528American Airlines
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Mon, Aug 11 - Tue, Aug 19
United Airlines Logo
1:05 am - 9:34 amSJU-CHO
8h 29m2 stops
United Airlines Logo
6:10 am - 12:34 pmCHO-SJU
6h 24m1 stop
$610United Airlines
Find Deal
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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 10000 reviews
8.0Crew
7.2Comfort
6.5Food
7.5Boarding
6.9Entertainment
Airline reviews

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

2.0 MediocreMatt, Jul 2025PHL - RSW
Read more American Airlines reviews

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

I flew Business Class. Rory, one of the Cabin stewards, was attentive, explained the menu, provided appropriate drinks. was

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