$139+ Cheap flights from Charlottesville (CHO) to Puerto Rico
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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — SJU
Oct 4 — Oct 111
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Charlottesville to Puerto Rico
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One-way
Cheapest flights from Charlottesville to Puerto RicoExplore the most affordable flight options available from Charlottesville to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 4, 2026.
Explore the most affordable flight options available from Charlottesville to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 4, 2026.
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/137:22 pm -
1 stop15h 58m
Fri 10/163:51 pm -
1 stop16h 38m
Deal found 9/3![American Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Mon 10/196:25 am -
1 stop6h 09m
Tue 10/201:25 pm -
2 stops10h 19m
Deal found 8/31![United Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Tue 9/226:45 am -
2 stops13h 53m
Sat 9/261:00 am -
2 stops8h 51m
Deal found 8/31![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Sat 10/246:25 am -
1 stop6h 09m
Tue 10/271:05 am -
2 stops12h 23m
Deal found 9/1![United Airlines logo]()
$386
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Tue 9/156:45 am -
1 stop7h 59m
Fri 9/181:00 am -
2 stops12h 41m
Deal found 8/31![United Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 8/31. 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 11/16:15 am -
1 stop6h 00m
Wed 11/48:05 am -
1 stop6h 50m
Deal found 8/31![United Airlines logo]()
$427
This United Airlines deal was found by Cheapflights users on 9/2. 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.
Mon 11/23:20 pm -
1 stop8h 16m
Thu 11/128:05 am -
1 stop6h 50m
Deal found 9/2![United Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 8/31. 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 9/222:01 pm -
2 stops20h 59m
Mon 9/283:41 pm -
1 stop7h 19m
Deal found 8/31![American Airlines logo]()
$447
This American Airlines deal was found by Cheapflights users on 8/31. 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 11/26:05 am -
1 stop7h 58m
Thu 11/124:45 pm -
1 stop8h 12m
Deal found 8/31![American Airlines logo]()
$462
Best flights from Charlottesville to Puerto RicoDiscover carefully curated flight deals from Charlottesville to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
Discover carefully curated flight deals from Charlottesville to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Mon 10/196:25 am -
1 stop6h 09m
Tue 10/204:55 pm -
1 stop6h 49m
Deal found 8/31![United Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 9/3. 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 11/26:05 am -
1 stop14h 08m
Thu 11/126:05 am -
2 stops9h 05m
Deal found 9/3![American Airlines logo]()
$446
This United Airlines deal was found by Cheapflights users on 9/3. 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.
Sat 10/246:25 am -
1 stop6h 09m
Tue 10/271:05 am -
2 stops12h 23m
Deal found 9/3![United Airlines logo]()
$386
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Tue 9/156:45 am -
1 stop7h 59m
Fri 9/181:00 am -
2 stops12h 41m
Deal found 8/31![United Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Tue 9/226:45 am -
1 stop7h 59m
Sat 9/261:00 am -
2 stops8h 51m
Deal found 8/31![United Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 9/1. 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 9/166:45 am -
2 stops13h 53m
Sat 9/191:00 am -
2 stops8h 51m
Deal found 9/1![United Airlines logo]()
$503
This United Airlines deal was found by Cheapflights users on 8/30. 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.
Sat 1/302:15 pm -
2 stops50h 06m
Wed 2/310:48 am -
2 stops11h 45m
Deal found 8/30![United Airlines logo]()
$2,049
Last-minute flights from Charlottesville to Puerto RicoDiscover last-minute flight deals from Charlottesville to Puerto Rico. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from Charlottesville to Puerto Rico. Data last updated September 4, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Tue 9/156:45 am -
1 stop7h 59m
Fri 9/181:00 am -
2 stops12h 41m
Deal found 8/31![United Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/1. 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 9/166:45 am -
2 stops13h 53m
Sat 9/191:00 am -
2 stops8h 51m
Deal found 9/1![United Airlines logo]()
$503
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Tue 9/226:45 am -
2 stops13h 53m
Sat 9/261:00 am -
2 stops8h 51m
Deal found 8/31![United Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 8/31. 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 9/222:01 pm -
2 stops20h 59m
Mon 9/283:41 pm -
1 stop7h 19m
Deal found 8/31![American Airlines logo]()
$447
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/137:22 pm -
1 stop15h 58m
Fri 10/163:51 pm -
1 stop16h 38m
Deal found 9/3![American Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Mon 10/196:25 am -
1 stop6h 09m
Tue 10/204:55 pm -
1 stop6h 49m
Deal found 8/31![United Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Sat 10/246:25 am -
1 stop6h 09m
Tue 10/271:05 am -
2 stops12h 23m
Deal found 9/1![United Airlines logo]()
$386
One-way flights from Charlottesville to Puerto RicoSearch for one-way flight options from Charlottesville to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
Search for one-way flight options from Charlottesville to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
This American Airlines deal was found by Cheapflights users on 8/31. 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 9/222:01 pm -
2 stops20h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![American Airlines logo]()
$139
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Tue 11/106:15 am -
2 stops13h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![United Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am -
3 stops32h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$731
Find flight deals from Charlottesville to Puerto Rico
Keep the following information in mind while searching for Charlottesville to Puerto Rico flight deals. Data was last updated September 4, 2026.
Round-trip from | $296 (American Airlines) |
|---|---|
One-way from | $139 (American Airlines) |
Popular in | July |
Cheapest in | August |
Average price | $494 |
Cheapflights Fare Finder
Customize your flight search to find flights from Charlottesville to Puerto Rico 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 7,457,451 searches. Data last updated September 4, 2026.
Use the filters below to find and compare flights from Charlottesville to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Tue 11/10
6:15 am-9:00 pm
2 stops13h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$148
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Tue 11/10
12:00 pm-11:15 pm
1 stop10h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$148
Quickest round-trip
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Tue 9/22
2:36 pm-10:19 pm
1 stop7h 43m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$148
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Mon 11/9
10:45 am-12:36 am
2 stops12h 51m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$148
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Mon 10/19
6:25 am-12:34 pm
1 stop6h 09m
San Juan Luis Munoz Marin Intl
Tue 10/20
4:55 pm-11:44 pm
1 stop6h 49m
$337
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Sat 10/24
6:25 am-12:34 pm
1 stop6h 09m
San Juan Luis Munoz Marin Intl
Tue 10/27
1:05 am-1:28 pm
2 stops12h 23m
$386
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Tue 9/15
6:45 am-2:44 pm
1 stop7h 59m
San Juan Luis Munoz Marin Intl
Fri 9/18
1:00 am-1:41 pm
2 stops12h 41m
$418
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Mon 11/2
6:05 am-9:13 pm
1 stop14h 08m
San Juan Luis Munoz Marin Intl
Thu 11/12
6:05 am-2:10 pm
2 stops9h 05m
$446
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Tue 9/22
6:45 am-2:44 pm
1 stop7h 59m
San Juan Luis Munoz Marin Intl
Sat 9/26
1:00 am-9:51 am
2 stops8h 51m
$490
CharlottesvilleSan Juan
CHO Charlottesville Albemarle - SJU San Juan Luis Munoz Marin Intl
CHOSJU
Charlottesville Albemarle
Wed 9/16
6:45 am-8:38 pm
2 stops13h 53m
San Juan Luis Munoz Marin Intl
Sat 9/19
1:00 am-9:51 am
2 stops8h 51m
$503
Showing 1-10 of 11 resultsSorted by cheapest first
Best time to book a flight from Charlottesville to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Charlottesville with our price prediction graph.
CHO-SJU
CHO-CPX
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 Puerto Rico
CHO-PR0
CHO-SJU
CHO-CPX
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated September 4, 2026.
See what other customers who have flown with United Airlines and American Airlines from Charlottesville to Puerto Rico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.4
Crew
8.1
Boarding
7.7
Food
6.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Crew
8.1
Boarding
7.7
Food
6.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Crew
8.1
Boarding
7.7
Food
6.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Charlottesville to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Charlottesville to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Charlottesville to Puerto Rico by cabin class
Find flights from Charlottesville to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Charlottesville and Puerto Rico flights
Browse other Charlottesville and Puerto Rico flight options. Last updated on September 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Charlottesville to Puerto Rico flights
Consider these flights traveling from Charlottesville to Puerto Rico.
Top 2 airlines flying from Charlottesville to Puerto Rico
Discover the top 2 airlines that operate flights from Charlottesville to Puerto Rico. 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 7,457,451 searches. Data last updated September 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$411 | Average$685 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$448 | Average$611 | FlexibilityNo cancel fee | On-time69% |