Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| UTR Pro Athens | 2023/12/17 06:00 | Christos Antonopoulos v Illya Beloborodko | 0-4 |
| UTR Pro Athens | 2023/12/15 07:30 | Ioannis Kountourakis v Illya Beloborodko | 6-2,6-3 |
| UTR Pro Athens | 2023/12/14 10:08 | David Schwarc v Illya Beloborodko | 2-6,1-6 |
| UTR Pro Athens | 2023/12/12 06:00 | Ioannis Xilas v Illya Beloborodko | 6-3,7-5 |
| UTR Pro Athens | 2023/12/11 11:00 | Illya Beloborodko v Lefteris Neos | 6-7,7-6,6-3 |
| ITF M25 Antalya | 2023/11/15 09:55 | Illya Beloborodko v Alexander Weis | 4-6,4-6 |
| ITF M25 Antalya | 2023/11/14 11:10 | A.J Catanzariti v Illya Beloborodko | 7-6,4-6,10-5 |
| ITF M25 Antalya | 2023/11/13 12:00 | Umut Kaan Yenilmez v Illya Beloborodko | 0-6,3-6 |
| ITF M15 Limassol | 2023/11/25 08:00 | Jakub Nicod v Olaf Pieczkowski | 6-2,5-7,6-2 |
| ITF M15 Limassol | 2023/11/24 10:00 | Sebastian Sorger v Olaf Pieczkowski | 6-4,2-6,3-6 |
| ITF M15 Limassol | 2023/11/23 09:25 | Kevin Edengren v Olaf Pieczkowski | 3-6,1-6 |
| ITF M15 Limassol | 2023/11/22 13:15 | Christopher Papa v Olaf Pieczkowski | 6-7,0-6 |
| Challenger Drummondville | 2023/11/16 23:30 | Dominik Koepfer v Olaf Pieczkowski | 6-4,6-4 |
| Challenger Drummondville | 2023/11/14 15:00 | Olaf Pieczkowski v Andrew Paulson | 4-6,6-3,6-1 |
| Challenger Drummondville | 2023/11/13 15:00 | Olaf Pieczkowski v Alexander Kotzen | 1-6,4-6 |
| Challenger Drummondville | 2023/11/12 16:25 | Olaf Pieczkowski v Marko Stakusic | 7-6,5-7,6-2 |