Estádio: Hard Court 4 Round: 28 Ground: Hardcourt outdoor
| ITF - M15 Kottingbrunn | 2022/07/28 07:30 | Kalin Ivanovski v Andrea Guerrieri | 6-3,6-3 |
| ITF - M15 Heraklion | 2022/10/28 07:00 | Jakub Nicod v Kalin Ivanovski | 4-6,4-6 |
| ITF - M15 Heraklion | 2022/10/27 08:35 | Marlon Vankan v Kalin Ivanovski | 3-6,1-6 |
| ITF - M15 Heraklion | 2022/10/26 08:35 | Jiri Jenicek v Kalin Ivanovski | 4-6,3-6 |
| ITF - M15 Heraklion | 2022/10/19 09:10 | Aleksi Lofman v Kalin Ivanovski | 6-4,5-7,7-5 |
| ITF - M15 Monastir | 2022/09/27 08:00 | Fajing Sun v Kalin Ivanovski | 6-1,6-1 |
| ITF - M15 Monastir | 2022/09/21 10:35 | Skander Mansouri v Kalin Ivanovski | 6-3,6-4 |
| ITF - M25 Madrid | 2022/09/15 11:25 | Nicolas Moreno De Alboran v Kalin Ivanovski | 6-4,6-3 |
| ITF - M25 Madrid | 2022/09/14 10:00 | Kalin Ivanovski v John Echeverria | 7-6,7-5 |
| ITF - M15 Heraklion | 2022/10/28 09:00 | Andrea Guerrieri v Stefanos Sakellaridis | 6-0,6-4 |
| ITF - M15 Heraklion | 2022/10/27 09:50 | Andrea Guerrieri v Michael Zhu | 6-4,6-4 |
| ITF - M15 Heraklion | 2022/10/26 11:35 | Alexis Musialek v Andrea Guerrieri | 2-6,0-6 |
| ITF - M15 Heraklion | 2022/10/20 08:50 | Sidane Pontjodikromo v Andrea Guerrieri | 6-4,2-6,6-3 |
| ITF - M15 Heraklion | 2022/10/19 12:00 | Andrea Guerrieri v Dylan Dietrich | 6-3,6-2 |
| ITF - M15 Heraklion | 2022/10/13 10:50 | Andrea Guerrieri v Stylianos Christodoulou | 3-6,6-3,5-7 |
| ITF - M15 Heraklion | 2022/10/12 09:45 | Marlon Vankan v Andrea Guerrieri | 2-6,4-6 |
| Challenger - Parma | 2022/10/02 09:40 | Andrea Guerrieri v Stefano Napolitano | 4-6,4-6 |