Estadio: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2023/11/27 08:00 | Aleksander Chayka v Andrea Fiorentini | 2-6,3-6 |
| ITF M15 Sharm El Sheikh | 2023/12/12 07:30 | Aleksander Chayka v Rostislav Galfinger | 6-7,7-5,10-8 |
| 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 M15 Sharm El Sheikh | 2023/12/12 07:30 | Lorenzo Lorusso v Andrea Fiorentini | 7-6,4-6,7-10 |
| ITF M15 Sharm El Sheikh | 2023/12/11 10:00 | Andrea Fiorentini v Stepan Pecak | 7-6,6-0 |
| ITF M15 Sharm El Sheikh | 2023/12/10 09:30 | Aarwin Saravanan v Andrea Fiorentini | 1-6,2-6 |
| ITF M15 Sharm El Sheikh | 2023/11/30 09:25 | Andrea Fiorentini v Vadym Ursu | 1-6,3-6 |
| ITF M15 Sharm El Sheikh | 2023/11/29 12:15 | Ken Cavrak v Andrea Fiorentini | 1-6,2-6 |
| ITF M15 Sharm El Sheikh | 2023/11/28 09:50 | Andrea Fiorentini v Saveliy Ivanov | 6-4,6-4 |
| ITF M15 Sharm El Sheikh | 2023/11/27 08:00 | Aleksander Chayka v Andrea Fiorentini | 2-6,3-6 |
| ITF M15 Sharm El Sheikh | 2023/11/19 10:30 | Filip Duda v Andrea Fiorentini | 7-6,6-3 |