Stadium: Pallazzetto Alzano Round: 14 Ground: Hardcourt indoor
| Challenger Cordenons | 2023/08/06 12:35 | Alessio Balestrieri v Lorenzo Rottoli | 0-6,5-7 |
| ITF M15 Gubbio | 2023/07/16 07:00 | Samuele Pieri v Alessio Balestrieri | 6-0,6-0 |
| Challenger Milan | 2023/07/02 11:30 | Dmitry Popko v Alessio Balestrieri | 6-0,6-1 |
| ITF M15 Bergamo | 2023/06/25 12:45 | Alessio Balestrieri v Biagio Gramaticopolo | 0-6,0-6 |
| ITF M15 Chieti | 2023/06/11 09:30 | Alessio Balestrieri v Alberto Morolli | 6-2,0-6,3-10 |
| ITF M25 Rome | 2023/05/28 10:00 | Alessio Balestrieri v Lucio Carnevalle | 2-6,0-6 |
| Challenger Rome | 2023/04/23 09:10 | Salvatore Caruso v Alessio Balestrieri | 6-0,6-2 |
| ITF M25 Santa Margherita | 2023/04/02 11:30 | Alessio Balestrieri v Mirko Lagasio | 2-6,2-6 |
| Challenger Hamburg | 2023/10/16 14:00 | Kalin Ivanovski v Jelle Sels | 2-6,4-6 |
| Challenger Bratislava | 2023/10/12 09:00 | Martin Damm v Kalin Ivanovski | 6-3,6-4 |
| Challenger Bratislava | 2023/10/10 10:40 | Kalin Ivanovski v Peter Gojowczyk | 7-6,6-2 |
| Challenger Bratislava | 2023/10/09 08:30 | Mate Valkusz v Kalin Ivanovski | 3-6,5-7 |
| Challenger Bratislava | 2023/10/08 12:25 | Peter Nad v Kalin Ivanovski | 7-6,2-6,0-6 |
| ITF M25 Setubal | 2023/09/22 10:00 | Jaime Faria v Kalin Ivanovski | 6-4,6-4 |
| ITF M25 Setubal | 2023/09/21 12:30 | Francisco Rocha v Kalin Ivanovski | 6-7,3-6 |
| ITF M25 Setubal | 2023/09/19 12:20 | Sascha Gueymard Wayenburg v Kalin Ivanovski | 4-6,4-6 |