Stadium: Court 4 Round: 25 Ground: Clay
| ITF - Pirot M15 | 2023/09/08 08:00 | Simon A Ivanov v Peter Fajta | 2-6,6-7 |
| ITF - Pirot M15 | 2023/09/07 07:30 | Simon A Ivanov v Erik Arutiunian | 7-6,4-6,6-0 |
| ITF - Pirot M15 | 2023/09/06 07:30 | Simon A Ivanov v Marco Furlanetto | 3-6,7-6,7-5 |
| ITF - Kursumlijska Banja M15 | 2023/08/29 12:20 | Simon A Ivanov v Giannicola Misasi | 6-7,3-6 |
| ITF - Targu Jiu M15 | 2023/08/18 07:00 | Juan Pablo Paz v Simon A Ivanov | 6-3,6-7,6-4 |
| ITF - Targu Jiu M15 | 2023/08/17 07:55 | Calin Manda v Simon A Ivanov | 3-6,6-4,3-6 |
| ITF - Targu Jiu M15 | 2023/08/16 07:00 | Marc Majdandzic v Simon A Ivanov | 1-6,2-6 |
| Challenger Banja Luka | 2023/08/07 09:30 | Juan Pablo Paz v Simon A Ivanov | 6-1,6-2 |
| ITF - Kursumlijska Banja M15 | 2023/09/12 07:00 | Carlos Giraldi v Francesco Ferrari | 2-6,0-6 |
| ITF - Kursumlijska Banja M15 | 2023/09/11 07:00 | Drazen Petrovic v Francesco Ferrari | 2-6,7-6,7-10 |
| ITF - Pirot M15 | 2023/09/07 07:30 | Francesco Ferrari v Dusan Obradovic | 1-6,2-6 |
| ITF - Pirot M15 | 2023/09/06 07:30 | Alexis Boureau v Francesco Ferrari | 3-6,1-6 |
| ITF - Pirot M15 | 2023/09/05 07:30 | Aleksa Mardjonovic v Francesco Ferrari | 7-6,4-6,6-10 |
| ITF - Pirot M15 | 2023/09/04 07:30 | Drazen Petrovic v Francesco Ferrari | 2-6,4-6 |
| ITF - Łódź M25 | 2023/08/08 09:00 | Francesco Ferrari v Maciej Matuszczyk | 6-1,6-7,10-12 |
| ITF - Łódź M25 | 2023/08/07 13:30 | Francesco Ferrari v Jakub Ostajewski | 6-3,6-3 |