$252 Find Cheap Flights from Charlottesville to Puerto Rico

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to Puerto Rico departing on 2/22. 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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Book Cheap Charlottesville to Puerto Rico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlottesville to Puerto Rico 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 Charlottesville to Puerto Rico

Sun, Feb 22 - Wed, Feb 25
American Airlines Logo
7:57 pm - 1:53 pm
CHO
-
SJU
16h 56m
1 stop
American Airlines Logo
7:00 am - 4:25 pm
SJU
-
CHO
10h 25m
2 stops
$252American Airlines
Tue, Mar 3 - Wed, Mar 4
American Airlines Logo
10:12 am - 8:39 pm
CHO
-
SJU
9h 27m
1 stop
American Airlines Logo
7:00 am - 4:25 pm
SJU
-
CHO
10h 25m
2 stops
$307American Airlines
Mon, Mar 2 - Wed, Mar 4
American Airlines Logo
7:57 pm - 12:55 pm
CHO
-
SJU
15h 58m
1 stop
American Airlines Logo
7:00 am - 4:25 pm
SJU
-
CHO
10h 25m
2 stops
$312American Airlines
Tue, Mar 3 - Thu, Mar 5
United Airlines Logo
3:05 pm - 10:22 pm
CHO
-
SJU
6h 17m
1 stop
United Airlines Logo
4:52 pm - 12:09 am
SJU
-
CHO
8h 17m
1 stop
$342United Airlines
Tue, Feb 10 - Wed, Feb 18
American Airlines Logo
10:24 am - 8:50 pm
CHO
-
SJU
9h 26m
1 stop
American Airlines Logo
5:42 pm - 8:27 am
SJU
-
CHO
15h 45m
1 stop
$358American Airlines
Wed, Feb 25 - Thu, Mar 5
United Airlines Logo
3:05 pm - 10:22 pm
CHO
-
SJU
6h 17m
1 stop
United Airlines Logo
4:52 pm - 12:09 am
SJU
-
CHO
8h 17m
1 stop
$387United Airlines
Wed, Feb 25 - Fri, Mar 6
Delta Logo
2:29 pm - 11:58 pm
CHO
-
SJU
8h 29m
1 stop
Delta Logo
6:15 am - 1:46 pm
SJU
-
CHO
8h 31m
1 stop
$396Delta
Wed, Feb 11 - Wed, Feb 18
Delta Logo
12:03 pm - 8:58 pm
CHO
-
SJU
7h 55m
1 stop
Delta Logo
6:15 am - 1:46 pm
SJU
-
CHO
8h 31m
1 stop
$430Delta
Mon, Jan 26 - Thu, Jan 29
United Airlines Logo
2:41 pm - 10:22 pm
CHO
-
SJU
6h 41m
1 stop
United Airlines Logo
8:35 am - 5:02 pm
SJU
-
CHO
9h 27m
1 stop
$432United Airlines
Mon, Mar 2 - Tue, Mar 3
American Airlines Logo
7:57 pm - 12:55 pm
CHO
-
SJU
15h 58m
1 stop
American Airlines Logo
5:42 pm - 9:47 am
SJU
-
CHO
17h 05m
1 stop
$438American Airlines
Booking Insights

KAYAK's insights & trends for Charlottesville to Puerto Rico flights

Get data-powered insights and trends into flights from Charlottesville to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Charlottesville to Puerto Rico?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Charlottesville to Puerto Rico were found on American Airlines ($252) and United Airlines ($342).

Good to know

Low seasonMay
Cheapest flight$252
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Charlottesville to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Charlottesville to Puerto Rico?

    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 Charlottesville to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charlottesville to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Charlottesville to Puerto Rico 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 Charlottesville to Puerto Rico?

    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 from Charlottesville to Puerto Rico with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charlottesville to Puerto Rico?

    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 from Charlottesville to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Charlottesville to Puerto Rico

 
Need help choosing which airline to fly with from Charlottesville to Puerto Rico? 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.
7.4
United AirlinesOverall score based on 9163 reviews
6.6Food
7.1Entertainment
7.3Comfort
8.1Crew
7.7Boarding
Airline reviews

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

10.0 ExcellentDavid, Jan 2026
IAD - BNA
Read more United Airlines reviews

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

left on time, reasonable boarding process arrived early luggage came out quickly

I like flying first class, and United has a nice one

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

Some flight attendants were great others were cranky. Seats were very tight and sitting on an aisle was very hard as the carts and people walking constantly bumped shoulder and arm.

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

The professionals have excellent customer service, the seats don´t have enough space.

We were upgraded to First Class and it was a great flight

Amazing I love American. I’ll never fly anyone else if I can help it.

I love American. I’ll never fly anyone else if I can help it.

Flight delay and multiple gate changes including a change near boarding time to another terminal, which in DFW is a pain. Pre-boarding delay and also a further delay on the ground after boarding. About an hour and a half total delay.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Little warm on the plane and delayed for an hour

Tell the crew (when boarding) to yell at the imbeciles blocking us from walking up to scan. I promise everyone crowds around and half of us (most the time I’m group 4) have to push our way through. Your staff is awesome, the public - not so much-

Bags took over and hour to come out. Delays due to wind caused rebooking.

Everything you need to know for your flight from Charlottesville to Puerto Rico

Information on your arrival and departure airports