Stadion: Court 3 Round: 25 Ground: Clay
| Challenger - Mailand | 2021/06/20 10:30 | Evan Furness v Jacopo Berrettini | 7-5,7-6 |
| Challenger - Forlì | 2021/06/17 11:20 | Mats Moraing v Jacopo Berrettini | 6-3,6-4 |
| Challenger - Forlì | 2021/06/16 11:25 | Pedro Cachin v Jacopo Berrettini | 6-7,7-6,4-6 |
| Challenger - Forlì | 2021/06/15 16:05 | Jacopo Berrettini v Alessandro Giannessi | 6-1,7-6 |
| ITF - M15 - Skopje | 2021/06/10 07:30 | Rrezart Cungu v Jacopo Berrettini | 6-2,6-3 |
| Challenger - Biella | 2021/06/04 13:45 | Jacopo Berrettini v Marco Trungelliti | 5-7,3-6 |
| Challenger - Biella | 2021/06/03 11:30 | Jacopo Berrettini v Ramkumar Ramanathan | 5-7,6-1,6-4 |
| Challenger - Biella | 2021/05/31 09:00 | Jacopo Berrettini v Antoine Escoffier | 2-6,6-4,7-5 |
| ITF - M25 - Decatur | 2021/08/04 15:45 | Jason Kubler v Tristan Schoolkate | 6-2,6-1 |
| ITF - M25 - Decatur | 2021/08/03 17:00 | Micah Braswell v Tristan Schoolkate | 1-6,4-6 |
| ITF - M25 - Decatur | 2021/08/02 15:00 | Lucas Horve v Tristan Schoolkate | 0-6,6-4,7-10 |
| ITF - M25 - Champaign | 2021/07/28 19:15 | Siphosothando Montsi v Tristan Schoolkate | 6-4,6-4 |
| ITF - M25 - Champaign | 2021/07/27 16:35 | Tristan Schoolkate v Chad Kissell | 6-2,6-0 |
| ITF - M25 - Champaign | 2021/07/26 15:00 | Tristan Schoolkate v Nicolas Meister | 6-0,6-1 |
| ITF - M15 - Edwardsville | 2021/07/21 16:00 | Blaise Bicknell v Tristan Schoolkate | 2-6,6-3,7-6 |
| UTR Pro Tennis Series - Atlanta | 2021/07/11 12:00 | Andrew Rogers v Tristan Schoolkate | 0-6,3-6 |