Estadio: Syner Court Round: 19 Ground: Clay
| Challenger de Liberec | 2023/07/30 08:00 | Kirill Kivattsev v Oscar Jose Gutierrez | 6-2,6-4 |
| Challenger de Zug | 2023/07/23 11:50 | Kirill Kivattsev v Michael Vrbensky | 2-6,2-6 |
| Challenger de Trieste | 2023/07/17 12:10 | Carlos Taberner v Kirill Kivattsev | 6-1,3-6,6-2 |
| Challenger de 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 |
| Challenger de Liberec | 2023/07/30 08:00 | Pawel Juszczak v Matthew Dellavedova | 5-7,2-6 |
| ITF M15 Metzingen | 2023/07/25 10:55 | Liam Gavrielides v Matthew Dellavedova | 6-2,7-5 |
| Challenger de Tampere | 2023/07/17 09:00 | Matthew Dellavedova v Lorenzo Rottoli | 6-7,6-3,2-6 |
| Challenger de Tampere | 2023/07/16 09:25 | Dmitry Popko v Matthew Dellavedova | 7-6,2-6,5-7 |
| Challenger de Braunschweig | 2023/07/09 12:30 | Matthew Dellavedova v August Holmgren | 4-6,6-7 |
| Challenger Karlsruhe | 2023/07/03 09:00 | Matthew Dellavedova v Hady Habib | 3-6,7-5,2-6 |
| Challenger Karlsruhe | 2023/07/02 11:25 | Kenny de Schepper v Matthew Dellavedova | 6-7,6-1,5-7 |
| ITF M15 Alkmaar | 2023/06/27 11:10 | Sander Jong v Matthew Dellavedova | 6-4,6-2 |