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San Juan

$222+ Cheap flights from Charlottesville (CHO) to San Juan

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
Feb 18 — Feb 251
Wed 2/18
Wed 2/25
1 adult, Economy
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Cheap flight deals from Charlottesville to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Charlottesville (CHO) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 19, 2026.

Round-trip from

$232
(American Airlines)

One-way from

$222
(American Airlines)

Popular in

August

Cheapest in

May

Average price

$765
From Charlottesville Albemarle to San Juan
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One-way flight from Charlottesville Albemarle to San Juan
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Highest demand for flights based on searches. 5% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Charlottesville to San Juan

Cheapest flights from Charlottesville to San Juan
Explore the most affordable flight options available from Charlottesville to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 19, 2026.

This American Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:57 pm
CHO
-
SJU
1 stop16h 56m
American Airlines
Thu 2/265:18 pm
SJU
-
CHO
1 stop16h 09m
American Airlines
Deal found 1/16$232
This American Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/317:09 pm
CHO
-
SJU
1 stop16h 59m
American Airlines
Wed 2/46:00 am
SJU
-
CHO
2 stops11h 07m
American Airlines
Deal found 1/16$322
This United Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/118:30 am
CHO
-
SJU
2 stops15h 06m
United Airlines
Tue 3/173:52 pm
SJU
-
CHO
1 stop8h 17m
United Airlines
Deal found 1/15$340
This American Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/147:57 pm
CHO
-
SJU
1 stop14h 43m
American Airlines
Thu 2/195:18 pm
SJU
-
CHO
1 stop16h 09m
American Airlines
Deal found 1/15$376
This American Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/167:57 pm
CHO
-
SJU
1 stop15h 58m
American Airlines
Fri 2/275:18 pm
SJU
-
CHO
1 stop16h 09m
American Airlines
Deal found 1/15$383
This United Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:20 am
CHO
-
SJU
2 stops14h 06m
United Airlines
Wed 3/183:52 pm
SJU
-
CHO
1 stop8h 17m
United Airlines
Deal found 1/16$387
This Delta deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/112:27 pm
CHO
-
SJU
1 stop8h 45m
Delta
Tue 3/176:15 am
SJU
-
CHO
1 stop10h 55m
Delta
Deal found 1/16$396
This United Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/153:05 pm
CHO
-
SJU
2 stops14h 06m
United Airlines
Thu 2/198:05 am
SJU
-
CHO
1 stop6h 54m
United Airlines
Deal found 1/17$409
This American Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:17 pm
CHO
-
SJU
1 stop15h 23m
American Airlines
Tue 3/316:00 am
SJU
-
CHO
2 stops10h 31m
American Airlines
Deal found 1/17$423
This American Airlines deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:57 pm
CHO
-
SJU
1 stop15h 58m
American Airlines
Mon 3/304:18 pm
SJU
-
CHO
1 stop7h 37m
American Airlines
Deal found 1/18$424

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charlottesville to San Juan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 19, 2026.
Use the filters below to find and compare flights from Charlottesville to San Juan that are best for you.

Fly from

Charlottesville

Fly to

San Juan

Route

Depart

Return

Price

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Sun 2/22

7:57 pm-1:53 pm

1 stop16h 56m

San Juan Luis Munoz Marin Intl

Thu 2/26

5:18 pm-8:27 am

1 stop16h 09m

$232

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Wed 3/11

8:30 am-11:36 pm

2 stops15h 06m

San Juan Luis Munoz Marin Intl

Tue 3/17

1:05 am-1:59 pm

2 stops12h 54m

$387

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Sun 2/15

3:05 pm-6:11 am

2 stops14h 06m

San Juan Luis Munoz Marin Intl

Thu 2/19

8:05 am-1:59 pm

1 stop6h 54m

$409

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Mon 3/23

7:57 pm-11:55 am

1 stop15h 58m

San Juan Luis Munoz Marin Intl

Mon 3/30

4:18 pm-9:47 am

1 stop17h 29m

$424

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Fri 1/30

2:17 pm-6:11 am

2 stops14h 54m

San Juan Luis Munoz Marin Intl

Tue 2/3

8:10 am-1:54 pm

1 stop6h 44m

$432

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Mon 2/2

2:41 pm-10:22 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Fri 2/6

8:35 am-7:44 pm

2 stops12h 09m

$432

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Tue 3/24

8:30 am-11:36 pm

2 stops15h 06m

San Juan Luis Munoz Marin Intl

Mon 3/30

1:00 am-9:58 am

2 stops8h 58m

$439

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Wed 3/11

10:45 am-11:36 pm

2 stops12h 51m

San Juan Luis Munoz Marin Intl

Tue 3/17

1:10 pm-12:09 am

2 stops10h 59m

$443

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Thu 4/16

5:05 am-10:48 am

1 stop5h 43m

$222

CharlottesvilleSan Juan

CHO - SJU

CHOSJU

Charlottesville Albemarle

Thu 4/16

8:25 pm-8:38 pm

2 stops24h 13m

$346

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/18

Best time to book a flight from Charlottesville to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan from Charlottesville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Charlottesville to San Juan

What is the cheapest month to book a flight from Charlottesville to San Juan?

Currently, January is the cheapest month in which you can book a flight from Charlottesville to San Juan (average of $80). Flying from Charlottesville to San Juan in December is currently the most expensive (average of $166). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Juan. Reviews last updated January 19, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Charlottesville to San Juan by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,176 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,176 reviews
United Airlines
7.4
Good
9,176 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,160 reviews
United Airlines
7.4
Good
9,176 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Charlottesville to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Charlottesville to San Juan?

    Charlottesville Albemarle (CHO) is the airport you will fly out of if you book a flight from Charlottesville to San Juan. You should not have trouble finding flights to San Juan from Albemarle; the airport handles an average of 0 outbound flights to San Juan per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Charlottesville airport to San Juan. It is only a 7.6 mi journey to Albemarle (CHO) from Charlottesville’s city center.

  • How long is the flight from Charlottesville to San Juan?

    For as low as $387, American Airlines can have you in San Juan from Charlottesville in 15h 06m. Charlottesville and San Juan are separated by a distance of 1553 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Charlottesville to San Juan round-trip?

    Currently priced at $414, United Airlines will fly you from Charlottesville to San Juan and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $428. These flights start at 31% lower than the current average price 3 months from now.

  • Can I find deals for flights from Charlottesville to San Juan that include hotel bookings?

    Yes. In addition to deals on Charlottesville to San Juan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charlottesville to San Juan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charlottesville to San Juan.

  • Can I find deals for business class flights from Charlottesville to San Juan?

    Yes. Cheapflights offers flight deals from Charlottesville to San Juan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Charlottesville to San Juan?

    Currently, January is the cheapest month in which you can book a flight from Charlottesville to San Juan (average of $80). Flying from Charlottesville to San Juan in December is currently the most expensive (average of $166). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 2 airlines flying from Charlottesville to San Juan

Discover the top 2 airlines that operate flights from Charlottesville to San Juan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$414Average$600FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$428Average$700FlexibilityNo cancel feeOn-time71%

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