Stadium: Court 3 Round: 19 Ground: Clay
| Challenger San Marino | 2021/08/08 08:00 | Giulio Zeppieri v Vladyslav Orlov | 7-5,4-6,4-6 |
| ITF M25 Pitesti | 2021/08/04 09:00 | Nicolae Frunza v Vladyslav Orlov | 6-3,6-0 |
| ITF M25 Telavi | 2021/08/01 06:00 | Vladyslav Orlov v Aleksandre Metreveli | 1-6,2-6 |
| ITF M25 Telavi | 2021/07/31 10:30 | Vladyslav Orlov v Yan Bondarevskiy | 3-6,6-2,6-4 |
| ITF M25 Telavi | 2021/07/31 06:00 | Vladyslav Orlov v Beibit Zhukayev | 6-2,6-4 |
| ITF M25 Telavi | 2021/07/27 07:30 | Vladyslav Orlov v Daniel Cukierman | 7-5,2-6,7-6 |
| ITF M25 Wroclaw | 2021/07/02 09:00 | Vladyslav Orlov v Oscar Jose Gutierrez | 1-6,1-6 |
| ITF M25 Wroclaw | 2021/07/01 08:55 | Vladyslav Orlov v Nicholas David Ionel | 6-2,3-6,6-3 |
| Challenger San Marino | 2021/08/08 08:00 | Elmar Ejupovic v Francesco Forti | 1-6,4-6 |
| Challenger Cordenons | 2021/08/05 10:00 | Francesco Forti v Andrea Collarini | 1-6,3-6 |
| Challenger Cordenons | 2021/08/03 10:15 | Luca Nardi v Francesco Forti | 0-6,3-6 |
| Challenger Cordenons | 2021/08/02 11:00 | Timofey Skatov v Francesco Forti | 7-6,2-6,4-6 |
| Challenger Cordenons | 2021/08/01 13:35 | Francesco Forti v Nikolas Sanchez Izquierdo | 7-6,2-6,6-3 |
| Challenger Trieste | 2021/07/25 13:05 | Pedro Sakamoto v Francesco Forti | 7-6,6-4 |
| Challenger Todi | 2021/07/15 13:00 | Francesco Forti v Mario Vilella Martinez | 3-6,1-6 |
| Challenger Todi | 2021/07/13 16:45 | Francesco Forti v Franco Agamenone | 6-2,6-7,6-3 |