Estádio: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF - M25 Monastir | 2023/09/16 08:30 | Robin Bertrand v Daniil Ostapenkov | 6-2,6-0 |
| ITF - M25 Monastir | 2023/09/15 08:30 | Daniel Khazime v Daniil Ostapenkov | 4-6,4-6 |
| ITF - M25 Monastir | 2023/09/14 08:30 | Stefano Reitano v Daniil Ostapenkov | 2-6,5-7 |
| ITF - M25 Monastir | 2023/09/13 08:30 | Daniil Ostapenkov v Ilya Snitari | 7-5,6-3 |
| ITF - M25 Monastir | 2023/09/08 08:30 | Daniil Ostapenkov v Kris Van Wyk | 3-6,2-6 |
| ITF - M25 Monastir | 2023/09/07 10:30 | Daniil Ostapenkov v Timur Maulenov | 6-1,6-1 |
| ITF - M15 Novi Sad | 2023/07/31 15:40 | Daniil Ostapenkov v Samuel Puskar | 3-6,4-6 |
| ITF - M15 Novi Sad | 2023/07/31 07:00 | Daniil Ostapenkov v Leon Formella | 6-1,6-2 |
| ITF - M25 Pozzuoli | 2023/09/14 11:10 | Alessandro Pecci v Andrea Guerrieri | 7-6,6-3 |
| ITF - M25 Pozzuoli | 2023/09/12 10:30 | Andrea Colombo v Andrea Guerrieri | 0-6,2-6 |
| ITF - M15 Monastir | 2023/09/08 08:00 | Andrea Guerrieri v Peter Bertran | 2-6,2-6 |
| ITF - M15 Monastir | 2023/09/07 08:00 | Andrea Guerrieri v Aleksandr Lobanov | 7-5,6-4 |
| ITF - M15 Monastir | 2023/09/05 08:00 | Andrea Guerrieri v Saveliy Ivanov | 6-3,6-3 |
| ITF - M25 Aldershot | 2023/08/17 09:00 | Andrea Guerrieri v Toby Samuel | 3-6,0-6 |
| ITF - M25 Aldershot | 2023/08/16 09:00 | Adam Jones v Andrea Guerrieri | 2-6,2-6 |
| ITF - M25 Herzlia | 2023/08/13 13:50 | Andrea Guerrieri v Orel Kimhi | 6-2,2-6,6-7 |