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San José

$355+ Cheap flights from Charlottesville (CHO) to San José (SJO)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJO
Jun 18 — Jun 251
Thu 6/18
Thu 6/25
1 adult, Economy
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Cheap flight deals from Charlottesville to San José

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

This American Airlines deal was found by Cheapflights users on 5/19. 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 12/78:03 pm
CHO
-
SJO
2 stops18h 36m
American Airlines
Sat 12/191:50 pm
SJO
-
CHO
2 stops17h 45m
American Airlines
Deal found 5/19$355
This American Airlines deal was found by Cheapflights users on 5/17. 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 8/185:16 pm
CHO
-
SJO
2 stops20h 18m
American Airlines
Sun 8/232:52 pm
SJO
-
CHO
2 stops19h 04m
American Airlines
Deal found 5/17$360
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Fri 7/36:40 am
CHO
-
SJO
2 stops17h 58m
American Airlines
Fri 7/103:37 pm
SJO
-
CHO
2 stops19h 18m
American Airlines
Deal found 5/18$399
This American Airlines deal was found by Cheapflights users on 5/16. 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.
Mon 6/16:09 pm
CHO
-
SJO
2 stops21h 00m
American Airlines
Mon 6/83:08 pm
SJO
-
CHO
2 stops19h 46m
American Airlines
Deal found 5/16$459
This KAYAK deal was found by Cheapflights users on 5/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:56 pm
CHO
-
SJO
2 stops21h 54m
GOL
Sat 5/3012:50 pm
SJO
-
CHO
2 stops28h 45m
GOL
Deal found 5/19$515
This American Airlines deal was found by Cheapflights users on 5/14. 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 7/116:10 pm
CHO
-
SJO
2 stops19h 40m
American Airlines
Sun 7/193:38 pm
SJO
-
CHO
2 stops19h 17m
American Airlines
Deal found 5/14$523
This KAYAK deal was found by Cheapflights users on 5/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/285:00 am
CHO
-
SJO
2 stops34h 08m
GOL
Sun 7/53:38 pm
SJO
-
CHO
2 stops20h 53m
GOL
Deal found 5/14$637

Find flight deals from Charlottesville to San José

Discover tips and strategies to find the most affordable flight options for your journey from Charlottesville (CHO) to San José (SJO). 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 May 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$360
(American Airlines)
Provider with most accurate pricing for Charlottesville Albemarle-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charlottesville Albemarle-San José Juan Santamaria Intl flights.
Search Deals
From Charlottesville Albemarle to San José Juan Santamaria Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charlottesville to San José 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 May 19, 2026.
Use the filters below to find and compare flights from Charlottesville to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlottesvilleSan José

CHO - SJO

CHOSJO

Charlottesville Albemarle

Tue 8/18

5:16 pm-11:34 am

2 stops20h 18m

San José Juan Santamaria Intl

Sun 8/23

2:52 pm-11:56 am

2 stops19h 04m

$360
Quickest round-trip

CharlottesvilleSan José

CHO - SJO

CHOSJO

Charlottesville Albemarle

Fri 7/3

6:40 am-10:38 pm

2 stops17h 58m

San José Juan Santamaria Intl

Fri 7/10

3:37 pm-12:55 pm

2 stops19h 18m

$399

CharlottesvilleSan José

CHO - SJO

CHOSJO

Charlottesville Albemarle

Mon 10/5

7:45 pm-12:21 pm

2 stops18h 36m

San José Juan Santamaria Intl

Thu 10/8

12:44 pm-9:26 am

2 stops42h 42m

$713

CharlottesvilleSan José

CHO - SJO

CHOSJO

Charlottesville Albemarle

Sat 7/11

8:00 pm-1:00 pm

1 stop19h 00m

San José Juan Santamaria Intl

Sun 7/19

3:37 pm-12:55 pm

2 stops19h 18m

$813

CharlottesvilleSan José

CHO - SJO

CHOSJO

Charlottesville Albemarle

Tue 6/30

6:25 am-10:39 pm

2 stops18h 14m

San José Juan Santamaria Intl

Sat 7/4

1:00 pm-9:56 am

2 stops42h 56m

$867

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Charlottesville-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charlottesville-San José flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charlottesville-San José flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charlottesville-San José flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Charlottesville-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Charlottesville to San José

Have a flexible travel schedule? Discover the best time to fly to San José 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.

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. 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 José. Reviews last updated May 19, 2026.
Get a feel of what it's like to fly with American Airlines from Charlottesville to San José by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,648 reviews

Comfort

7.2

Entertainment

6.9

Crew

7.9

Overall

7.1

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,648 reviews
American Airlines
7.1
Good
11,648 reviews

Comfort

7.2

Entertainment

6.9

Crew

7.9

Overall

7.1

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

Related info for your journey

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

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

    Airlines like American Airlines and United Airlines fly from Charlottesville to San José in about 18h 36m. The time it takes to get you to your destination can typically vary by up to 1h 42m. Airlines will cover a distance of 1976 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Charlottesville to San José round-trip?

    American Airlines, at $313, was found to be the cheapest airline from Charlottesville to San José..

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

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

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

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

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

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

See more FAQs

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Alajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

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Top airline flying from Charlottesville to San José

Discover the top airline that operate flights from Charlottesville to San José. 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 May 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$313Average$730FlexibilityNo cancel feeOn-time71%

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