Stadium: Court 1 Round: 25 Ground: Clay
| ITF M25 Bielsko Biala | 2023/08/18 08:30 | Juan Bautista Torres v Olaf Pieczkowski | 6-3,6-2 |
| ITF M25 Bielsko Biala | 2023/08/17 08:30 | Olaf Pieczkowski v Daniel Siniakov | 7-5,6-2 |
| ITF M25 Bielsko Biala | 2023/08/16 09:00 | Ondrej Horak v Olaf Pieczkowski | 6-3,1-6,0-6 |
| ITF M25 Lodz | 2023/08/10 10:30 | Daniel Paty v Olaf Pieczkowski | 6-3,6-2 |
| ITF M25 Lodz | 2023/08/09 09:20 | Milos Karol v Olaf Pieczkowski | 6-3,2-6,3-6 |
| ITF M25 The Hague | 2023/07/06 12:10 | Eric Vanshelboim v Olaf Pieczkowski | 6-0,6-4 |
| ITF M25 The Hague | 2023/07/04 12:40 | Dax Donders v Olaf Pieczkowski | 6-7,6-4,2-6 |
| ITF M15 Wroclaw | 2023/06/29 08:00 | Kirill Kivattsev v Olaf Pieczkowski | 4-6,6-0,6-1 |
| ITF M25 Bielsko Biala | 2023/08/18 08:30 | Hynek Barton v Viacheslav Bielinskyi | 6-4,6-4 |
| ITF M25 Bielsko Biala | 2023/08/17 10:30 | Viacheslav Bielinskyi v Vladyslav Orlov | 6-3,6-2 |
| ITF M25 Bielsko Biala | 2023/08/16 15:05 | Nikita Mashtakov v Viacheslav Bielinskyi | 2-6,4-6 |
| ITF M25 Kassel | 2023/07/11 14:45 | Ryan Nijboer v Viacheslav Bielinskyi | 6-2,6-2 |
| Challenger Karlsruhe | 2023/07/03 09:00 | Oriol Roca Batalla v Viacheslav Bielinskyi | 6-4,6-3 |
| Challenger Karlsruhe | 2023/07/02 09:00 | Viacheslav Bielinskyi v Timo Legout | 3-6,6-1,6-3 |
| ITF M15 Saarlouis | 2023/06/22 09:00 | Viacheslav Bielinskyi v Liam Gavrielides | 3-6,5-7 |
| ITF M15 Saarlouis | 2023/06/20 11:30 | Viacheslav Bielinskyi v Dominik Boehler | 6-2,6-2 |