Stadium: Court 11 Round: 14 Ground: Clay
| ITF M25 Telavi | 2021/07/31 10:30 | Vladyslav Orlov v Yan Bondarevskiy | 3-6,6-2,6-4 |
| ITF Georgia F2 | 2018/07/18 08:20 | Yan Bondarevskiy v Vladyslav Orlov | 7-6,6-4 |
| Challenger Barletta | 2021/08/22 14:00 | Vladyslav Orlov v Luca Potenza | 4-6,6-4,5-7 |
| ITF M25 Bacau | 2021/08/21 09:35 | Vladyslav Orlov v Arthur Cazaux | 6-7,2-6 |
| ITF M25 Bacau | 2021/08/20 08:00 | Matias Zukas v Vladyslav Orlov | 2-6,3-6 |
| ITF M25 Bacau | 2021/08/19 11:00 | Stefan Palosi v Vladyslav Orlov | 6-7,3-6 |
| Challenger San Marino | 2021/08/09 11:00 | Vladyslav Orlov v Francesco Forti | 1-6,4-6 |
| 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 M15 Chornomorsk | 2021/09/04 07:00 | Illya Beloborodko v Yan Bondarevskiy | 3-6,6-4,6-3 |
| ITF M15 Chornomorsk | 2021/09/03 07:00 | Yan Bondarevskiy v Julius Tverijonas | 6-2,6-3 |
| ITF M15 Chornomorsk | 2021/09/02 08:30 | Yan Bondarevskiy v Filip Pieczonka | 6-2,6-2 |
| ITF M15 Chornomorsk | 2021/09/01 07:00 | Yan Bondarevskiy v Ainius Sabaliauskas | 7-5,6-2 |
| Challenger Barletta | 2021/08/23 09:00 | Nicolas Alvarez v Yan Bondarevskiy | 6-2,3-6,7-6 |
| Challenger Barletta | 2021/08/22 12:45 | Yan Bondarevskiy v Gijs Brouwer | 6-3,6-4 |
| ITF M15 Telavi | 2021/08/07 06:30 | Oleg Prihodko v Yan Bondarevskiy | 7-6,6-3 |
| ITF M15 Telavi | 2021/08/06 06:20 | Dostanbek Tashbulatov v Yan Bondarevskiy | 1-6,1-6 |