Stadium: Center Court Round: 28 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2023/01/20 09:00 | Robin Bertrand v Kalin Ivanovski | 6-4,4-6,7-6 |
| ITF M15 Monastir | 2023/01/19 08:30 | Nicolas Tepmahc v Kalin Ivanovski | 6-7,4-6 |
| ITF M15 Monastir | 2023/01/17 10:05 | Leanid Boika v Kalin Ivanovski | 3-6,6-3,0-6 |
| ITF M15 Trnava | 2022/12/07 16:20 | Pavel Nejedly v Kalin Ivanovski | 5-7,6-4,6-3 |
| ITF M15 Madrid | 2022/12/04 10:30 | Kalin Ivanovski v Mark Whitehouse | 6-4,6-2 |
| ITF M15 Madrid | 2022/12/03 13:00 | Kalin Ivanovski v Sidane Pontjodikromo | 6-4,1-6,7-5 |
| ITF M15 Madrid | 2022/12/02 09:25 | Alan F R Fierros v Kalin Ivanovski | 4-6,1-6 |
| ITF M15 Madrid | 2022/12/01 10:40 | Federico Bondioli v Kalin Ivanovski | 3-6,4-6 |
| ITF M15 Monastir | 2023/01/19 15:10 | Robin Bertrand v Federico Iannaccone | 6-0,6-2 |
| ITF M15 Monastir | 2023/01/17 10:25 | Wissam Abderrahman v Federico Iannaccone | 1-6,2-6 |
| ITF M15 Monastir | 2023/01/14 11:50 | Federico Iannaccone v Lilian Marmousez | 6-4,1-6,1-6 |
| ITF M15 Monastir | 2023/01/13 08:30 | Sebastian Gima v Federico Iannaccone | 3-6,2-6 |
| ITF M15 Monastir | 2023/01/12 10:25 | Dan Alexandru Tomescu v Federico Iannaccone | 5-7,3-6 |
| ITF M15 Monastir | 2023/01/10 08:30 | Alexey Dubinin v Federico Iannaccone | 1-6,0-6 |
| ITF M25 Santa Margherita | 2022/10/20 12:00 | Federico Iannaccone v Alexander Weis | 6-4,1-6,1-6 |
| ITF M25 Santa Margherita | 2022/10/19 14:20 | Edoardo Lavagno v Federico Iannaccone | 5-7,0-6 |