Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| Challenger Lexington | 2021/07/25 17:00 | Aidan Mchugh v Gonzalo Villanueva | 7-5,2-6,6-3 |
| Challenger Cary | 2021/07/20 15:00 | Roberto Cid Subervi v Gonzalo Villanueva | 3-6,7-5,6-1 |
| UTR Pro Pro Tennis Tennis Series Atlanta | 2021/07/16 12:00 | Ivan Yatsuk v Gonzalo Villanueva | 6-1,6-4 |
| UTR Pro Pro Tennis Tennis Series Atlanta | 2021/07/15 18:00 | William Mroz Mroz v Gonzalo Villanueva | 3-6,4-5 |
| UTR Pro Pro Tennis Tennis Series Atlanta | 2021/07/12 13:30 | Vazha Shubladze v Gonzalo Villanueva | 6-1,6-2 |
| UTR Pro Pro Tennis Tennis Series Atlanta | 2021/07/10 13:30 | Gonzalo Villanueva v Andrew Rogers | 6-2,3-6,4-5 |
| UTR Pro Pro Tennis Tennis Series Atlanta | 2021/07/08 12:00 | Gonzalo Villanueva v Jorge Panta | 6-3,6-1 |
| UTR Pro Pro Tennis Tennis Series Atlanta | 2021/07/07 12:00 | Samuel Rubell v Gonzalo Villanueva | 4-6,3-6 |
| Challenger Lexington | 2021/07/25 19:35 | Petros Chrysochos v Matt Halpin | 6-0,6-2 |
| Challenger Cary | 2021/07/20 18:20 | Christopher Eubanks v Petros Chrysochos | 7-5,6-3 |
| Davis Kupa | 2021/06/19 10:00 | Petros Chrysochos v Lucas Catarina | 4-6,6-3,6-3 |
| Davis Kupa | 2021/06/18 09:30 | Aleksandre Metreveli v Petros Chrysochos | 2-6,2-6 |
| Davis Kupa | 2021/06/17 09:30 | Petros Chrysochos v Egill Sigurdsson | 6-1,6-0 |
| ITF M15 Heraklion | 2021/05/25 08:00 | Mark Whitehouse v Petros Chrysochos | 5-7,4-6 |
| ITF M15 Heraklion | 2021/05/22 06:30 | Ryan Peniston v Petros Chrysochos | 6-4,5-7,6-4 |
| ITF M15 Heraklion | 2021/05/21 06:30 | Dusty H. Boyer v Petros Chrysochos | 1-6,3-6 |