Stadium: Court 3 Round: 62 Ground: Clay
| ITF M15 Store | 2023/06/19 14:15 | Jaka Protic Zakelj v Timofey Stepanov | 2-6,5-7 |
| ITF M15 Litija | 2023/06/13 07:00 | Dominik Kellovsky v Timofey Stepanov | 6-3,6-0 |
| ITF M15 Litija | 2023/06/12 07:00 | Jaka Protic Zakelj v Timofey Stepanov | 5-7,4-6 |
| ITF M25 Kursumlijska Banja | 2023/05/17 07:00 | Milan Drinic v Timofey Stepanov | 3-6,6-3,7-5 |
| ITF M25 Kursumlijska Banja | 2023/05/16 10:05 | Timofey Stepanov v Luka Todorovic | 6-4,6-3 |
| ITF M25 Kursumlijska Banja | 2023/05/15 08:10 | Timofey Stepanov v Darko Kolevski | 6-0,6-3 |
| ITF M25 Santa Margherita | 2023/04/25 12:25 | Mick Veldheer v Timofey Stepanov | 6-3,1-6,6-1 |
| ITF M25 Santa Margherita | 2023/04/24 08:00 | Timofey Stepanov v Alexander F-R Fragasso | 6-2,6-4 |
| 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 |
| ITF M15 Osijek | 2023/05/01 11:30 | Dennis Dragomirov v Maj Premzl | 5-7,0-6 |
| ITF M15 Osijek | 2023/04/30 11:00 | Martin Benes v Dennis Dragomirov | 5-7,6-2,7-10 |
| ITF M15 Sharm El Sheikh | 2023/03/12 08:00 | Dennis Dragomirov v Samuel Puskar | 1-6,5-7 |
| ITF M15 Sharm El Sheikh | 2023/03/05 10:00 | Dennis Dragomirov v Hamish Stewart | 3-6,0-6 |
| ITF M15 Sharm El Sheikh | 2023/02/26 11:30 | Gabriele Bosio v Dennis Dragomirov | 3-6,6-3,10-7 |