Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2023/12/10 07:30 | Aleksander Chayka v Egor Matvievici | 6-1,7-5 |
| ITF M15 Sharm El Sheikh | 2023/12/04 08:00 | Aleksander Chayka v Sergo Sikharulidze | 2-6,6-7 |
| ITF M15 Sharm El Sheikh | 2023/11/27 08:00 | Aleksander Chayka v Andrea Fiorentini | 2-6,3-6 |
| ITF M25 Trnava | 2023/11/09 11:35 | Aleksander Chayka v Tibo Colson | 4-6,4-6 |
| ITF M25 Trnava | 2023/11/08 16:25 | Elmar Ejupovic v Aleksander Chayka | 7-6,4-6,6-7 |
| ITF M25 Trnava | 2023/11/07 12:15 | Michael Gloeckler v Aleksander Chayka | 3-6,7-6,7-10 |
| ITF M25 Trnava | 2023/11/06 14:00 | Aleksander Chayka v Leopold Zima | 2-6,7-6,10-5 |
| ITF M25 Sharm El Sheikh | 2023/10/30 10:20 | Yuquan Jin v Aleksander Chayka | 6-3,6-4 |
| ITF M15 Sharm El Sheikh | 2023/12/10 07:30 | Enrico Baldisserri v Marko Nikolic | 3-6,7-6,10-2 |
| ITF M15 Sharm El Sheikh | 2023/12/03 10:30 | Enrico Baldisserri v Cedric Stanke | 3-6,6-7 |
| ITF M25 Pozzuoli | 2023/09/10 07:45 | Enrico Baldisserri v Gabriele Camilli | 3-6,6-4,6-10 |
| ITF M25 Sion | 2023/08/27 13:15 | Sam K Baumgartner v Enrico Baldisserri | 6-4,6-3 |
| ITF M25 Cattolica | 2023/06/18 15:15 | Enrico Baldisserri v Federico Valle | 2-6,4-6 |
| ITF M25 Rome | 2023/05/28 07:00 | Enrico Baldisserri v Igor Dudun | 6-3,2-6,8-10 |
| ITF M25 Reggio Emilia | 2023/05/15 08:00 | Gian Marco Ortenzi v Enrico Baldisserri | 6-3,6-2 |
| ITF M15 Antalya | 2023/03/05 06:30 | Enrico Baldisserri v Matteo De Vincentis | 6-7,2-6 |