$203 Find Cheap Flights from Charlottesville to Puerto Rico - Compare and Save

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Book Cheap Charlottesville to Puerto Rico Plane Tickets

 

Cheap flights from Charlottesville with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Wed, Nov 11 - Wed, Nov 18
United Airlines Logo
3:15 pm - 10:22 pmCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
6h 07m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
8:05 am - 1:55 pmSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
6h 50m1 stop Washington, D.C. Dulles Intl
$336United Airlines
Wed, Nov 11 - Tue, Nov 17
United Airlines Logo
3:15 pm - 10:22 pmCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
6h 07m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
2:05 am - 1:28 pmSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
12h 23m2 stops Newark Chicago O'Hare Intl
$336United Airlines
Mon, Nov 2 - Thu, Nov 12
American Airlines Logo
7:17 pm - 1:03 pmCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
16h 46m1 stop Charlotte Douglas
American Airlines Logo
4:45 pm - 8:34 amSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
16h 49m1 stop Charlotte Douglas
$336American Airlines
Wed, Nov 11 - Tue, Nov 17
United Airlines Logo
6:46 am - 10:22 pmCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
14h 36m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
United Airlines Logo
2:05 am - 1:28 pmSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
12h 23m2 stops Newark Chicago O'Hare Intl
$342United Airlines
Mon, Nov 2 - Thu, Nov 12
American Airlines Logo
2:00 pm - 9:13 pmCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
6h 13m1 stop Charlotte Douglas
American Airlines Logo
4:45 pm - 8:34 amSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
16h 49m1 stop Charlotte Douglas
$369American Airlines
Sat, Feb 6 - Sat, Feb 13
American Airlines Logo
2:11 pm - 9:11 pmCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
6h 00m1 stop Charlotte Douglas
American Airlines Logo
6:00 am - 4:11 pmSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
11h 11m2 stops Miami New York LaGuardia
$402American Airlines
Mon, Nov 2 - Thu, Nov 12
American Airlines Logo
8:13 am - 3:03 pmCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
5h 50m1 stop Charlotte Douglas
American Airlines Logo
4:45 pm - 8:34 amSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
16h 49m1 stop Charlotte Douglas
$419American Airlines
Mon, Nov 2 - Thu, Nov 12
American Airlines Logo
7:17 pm - 1:03 pmCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
16h 46m1 stop Charlotte Douglas
American Airlines Logo
6:05 am - 2:10 pmSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
9h 05m2 stops Miami New York LaGuardia
$419American Airlines
Wed, Dec 9 - Sat, Dec 12
United Airlines Logo
3:06 pm - 12:36 amCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
8h 30m1 stop Newark
United Airlines Logo
2:05 am - 1:29 pmSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
12h 24m2 stops Newark Chicago O'Hare Intl
$436United Airlines
Wed, Nov 11 - Tue, Nov 17
United Airlines Logo
10:45 am - 12:36 amCHO  Charlottesville Albemarle-SJU San Juan Luis Munoz Marin Intl
12h 51m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
2:05 am - 1:28 pmSJU  San Juan Luis Munoz Marin Intl-CHO Charlottesville Albemarle
12h 23m2 stops Newark Chicago O'Hare Intl
$436United Airlines

Price, demand and travel trends for Charlottesville to Puerto Rico flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Charlottesville to Puerto Rico right now?

The cheapest fare from Charlottesville to Puerto Rico in the last week was $336 round-trip, to San Juan Luis Munoz Marin Intl (SJU).

Which airport in Puerto Rico is the cheapest to fly to from Charlottesville?

All flights from Charlottesville to Puerto Rico arrive at San Juan Luis Munoz Marin Intl (SJU). On average, round-trip fares are around $584.

What’s the cheapest day to fly from Charlottesville to Puerto Rico?

Monday tends to be the cheapest day to fly from Charlottesville to Puerto Rico, while Sunday is the most expensive. Fares run about 42% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Charlottesville to Puerto Rico?

Data from the past 12 months shows it's cheapest to fly to Puerto Rico during the morning with average prices of $554. The afternoon is the most expensive time to fly, with average prices of $687.

Find deals

Key details for Charlottesville to Puerto Rico flights

Low season

October

Cheapest flight

$203
Beat the crowds with an average 62% drop in travelers.
The most popular month to fly with an average 52% increase in travelers.
One-way flight from Charlottesville to San Juan Luis Munoz Marin Intl Airport

Your Charlottesville to Puerto Rico flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Charlottesville to Puerto Rico?

    Yes. Fares from Charlottesville to Puerto Rico are low right now. As a rule of thumb, a round-trip under $472 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Charlottesville to Puerto Rico?

    Over the past 12 months, round-trip fares from Charlottesville to Puerto Rico have ranged from $472 to $754.

  • What airlines fly nonstop from Charlottesville to Puerto Rico?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Charlottesville to Puerto Rico. However, Delta offers a one-stop option.

  • Which cabin classes are available on flights from Charlottesville to Puerto Rico?

    On flights from Charlottesville to Puerto Rico you can book Economy Class or First Class.

  • What are some popular landmarks in Puerto Rico?

    KAYAK travelers' favorite landmarks in Puerto Rico include:

    • Viejo San Juan
    • Condado Beach
    • Puerto Rico Convention Center
    • Ocean Park

Your guide to booking Charlottesville to Puerto Rico flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for August when flights are typically cheapest and avoid July when prices are at their highest.
  • Flying on Monday is usually the cheapest. Flights on Sunday cost about 42% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in San Juan, which is the most popular destination in Puerto Rico. From there, it's easy to continue on to other popular destinations such as Carolina, Fajardo and Rio Grande.

Reviews of the top airline 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 10362 reviews
7.1Entertainment
7.7Boarding
8.1Crew
6.7Food
7.3Comfort
Airline reviews

Awful!!!. I do not recommend United. The flight staff are unhappy and don't attempt to make the passengers feel comfortable or welcome. The food is not edible, and the seats are miserable. My expensive luggage was destroyed, and the ticket prices are too much for the experience.

4.0 OkayJohn, Sep 2026
Read more United Airlines reviews

Awful!!!. I do not recommend United. The flight staff are unhappy and don't attempt to make the passengers feel comfortable or welcome. The food is not edible, and the seats are miserable. My expensive luggage was destroyed, and the ticket prices are too much for the experience.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

We were a little disappointed to not be able to complete check in online without uploading pics of passports. Also we have KTN's and they weren't on our boarding passes when we got to security. Had to trek back to counter to have them fix.

They did the one thing that really matters - got to Chicago early.

The person I bought the ticket for didn’t make the flight.

Overall great. I was forced to check my carry-on backpack from EWR to BOS but it came out on the luggage carousel so fast I didn't even get delayed for my pickup.

Everything was perfect except the pad at the top of the seat back. It pushes my head forward into a very uncomfortable position and it is not removable.

The Check-in process at ORF for united is ABSOLUTELY TERRIBLE. I got there two hours early for a flight down the street and didn’t make it halfway to the register before I had to get out of line and remove my bags or miss my flight. This is every day thing and I’m clueless how this has gone on for years. This was the final straw. I’d rather pay a fortune more for a different airline than deal with this process

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

We waited to takeoff for about 1 hour delay for a 20 min flight.

More options for your flight from Charlottesville to Puerto Rico

Complete your trip to Puerto Rico with a hotel stay or car rental

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