Stadium: Pernerka Court Round: 14 Ground: Clay
| Challenger Zug | 2023/07/23 11:50 | Kirill Kivattsev v Michael Vrbensky | 2-6,2-6 |
| Challenger Trieste | 2023/07/17 12:10 | Carlos Taberner v Kirill Kivattsev | 6-1,3-6,6-2 |
| Challenger Trieste | 2023/07/16 16:15 | Blaz Rola v Kirill Kivattsev | 6-4,4-6,4-6 |
| ITF M25 Padova | 2023/07/15 15:10 | Clement Tabur v Kirill Kivattsev | 6-7,6-3,6-4 |
| ITF M25 Padova | 2023/07/14 19:15 | Fausto Tabacco v Kirill Kivattsev | 0-6,5-7 |
| ITF M25 Padova | 2023/07/13 12:40 | Kirill Kivattsev v Moez Echargui | 2-6,6-3,7-6 |
| ITF M25 Padova | 2023/07/12 18:30 | Miha Vetrih v Kirill Kivattsev | 2-6,6-7 |
| ITF M15 Wroclaw | 2023/07/01 09:00 | Goncalo Oliveira v Kirill Kivattsev | 7-5,7-5 |
| ITF M25 Denia | 2023/07/26 15:25 | Oscar Jose Gutierrez v Vilius Gaubas | 5-7,6-7 |
| Challenger Braunschweig | 2023/07/09 14:10 | Oscar Jose Gutierrez v Karl Friberg | 0-6,6-2,3-6 |
| Challenger Troyes | 2023/07/02 15:10 | Matteo Martineau v Oscar Jose Gutierrez | 6-0,7-5 |
| ITF M25 Bakio | 2023/06/28 13:25 | Oscar Jose Gutierrez v Stefanos Sakellaridis | 3-6,3-6 |
| ITF M25 Bakio | 2023/06/27 14:30 | Oscar Jose Gutierrez v Liam Branger | 6-3,6-4 |
| ITF M25 Mungia | 2023/06/21 14:30 | Oscar Jose Gutierrez v Kane Bonsach Ganley | 2-6,4-6 |
| ITF M25 Mungia | 2023/06/19 12:45 | Oscar Jose Gutierrez v Pablo Riva | 6-0,6-4 |
| Challenger Lyon | 2023/06/11 10:35 | Dennis Novak v Oscar Jose Gutierrez | 6-0,3-6,6-3 |