Stadium: Court 3 Round: 62 Ground: Clay
| ITF M25 Telfs | 2023/07/17 07:00 | Timofey Stepanov v Christian Fellin | 6-3,6-3 |
| ITF M25 Klosters | 2023/07/05 09:35 | Timofey Stepanov v Mili Poljicak | 1-6,4-6 |
| ITF M15 Celje | 2023/06/29 14:45 | Enrico Dalla Valle v Timofey Stepanov | 6-3,6-1 |
| ITF M15 Celje | 2023/06/28 17:40 | Domagoj Biljesko v Timofey Stepanov | 5-7,6-4,4-6 |
| ITF M15 Celje | 2023/06/27 08:20 | Zak Talic v Timofey Stepanov | 3-6,0-6 |
| ITF M15 Celje | 2023/06/26 14:00 | Nik Mikovic v Timofey Stepanov | 2-6,2-6 |
| ITF M15 Store | 2023/06/22 06:55 | Martin Krumich v Timofey Stepanov | 6-2,6-4 |
| ITF M15 Store | 2023/06/21 15:15 | Gal Emersic Potocnik v Timofey Stepanov | 3-6,0-6 |
| ITF M25 Telfs | 2023/07/17 07:00 | Dennis Dragomirov v Davide Ferrarolli | 6-4,6-3 |
| ITF M25 Telfs | 2023/07/16 10:30 | Dennis Dragomirov v Francesco Schmitz | 6-1,6-2 |
| ITF M15 Sofia | 2023/07/05 09:30 | Dennis Dragomirov v Andreja Petrovic | 0-6,4-6 |
| ITF M15 Store | 2023/06/21 15:00 | Dennis Dragomirov v Dominik Kellovsky | 1-6,2-6 |
| ITF M15 Store | 2023/06/20 07:55 | Maurus Malgiaritta v Dennis Dragomirov | 2-6,6-3,7-10 |
| ITF M15 Store | 2023/06/19 12:30 | Dennis Dragomirov v Nik Mikovic | 6-3,6-1 |
| ITF M15 Brcko | 2023/05/21 12:30 | Dennis Dragomirov v Ognjen Pavlovic | 6-1,7-6 |
| ITF M15 Doboj | 2023/05/08 08:00 | Dennis Dragomirov v Radomir Tomic | 5-7,0-6 |