Stadium: Court 3 Round: 26 Ground: Clay
| ITF M15 Pazardzhik | 2023/05/24 09:30 | Ivanov, Simon Anthony v Gabriele Maria Noce | 6-4,3-6,7-6 |
| ITF M15 Pazardzhik | 2023/05/21 07:00 | Ivanov, Simon Anthony v Roncalli, Simone | 3-6,6-3,4-6 |
| ITF M15 Pazardzhik | 2023/05/20 09:00 | Marco Miceli v Ivanov, Simon Anthony | 0-6,1-6 |
| ITF M15 Pazardzhik | 2023/05/19 10:10 | Leonardo Rossi v Ivanov, Simon Anthony | 4-6,4-6 |
| ITF M15 Pazardzhik | 2023/05/18 10:30 | Lorenzo Vatteroni v Ivanov, Simon Anthony | 2-6,2-6 |
| ITF - M15 Alaminos-Larnaca | 2023/05/04 07:30 | Cazacu, Dragos Nicolae v Ivanov, Simon Anthony | 1-6,6-1,6-2 |
| ITF - M15 Alaminos-Larnaca | 2023/05/02 08:50 | Ivanov, Simon Anthony v Photos Photiades | 6-4,6-0 |
| ITF - M15 Alaminos-Larnaca | 2023/04/30 08:00 | Ivanov, Simon Anthony v Guy Den Ouden | 7-6,2-6,4-6 |
| ITF M15 Pazardzhik | 2023/05/24 07:00 | Felipe De Dios v Luigi Sorrentino | 1-6,5-7 |
| ITF M15 Pazardzhik | 2023/05/19 08:20 | Roncalli, Simone v Luigi Sorrentino | 6-1,4-6,7-5 |
| ITF M15 Pazardzhik | 2023/05/16 08:00 | Luigi Sorrentino v Vit Kalina | 6-3,3-6,6-2 |
| ITF - M25 Santa Margherita | 2023/04/19 08:00 | Luigi Sorrentino v Lorenzo Rottoli | 2-6,4-6 |
| ITF - M25 Santa Margherita | 2023/04/17 13:20 | Pietro Pampanin v Luigi Sorrentino | 1-6,5-7 |
| ITF - M25 Santa Margherita | 2023/04/11 10:50 | Giorgio Tabacco v Luigi Sorrentino | 7-6,6-0 |
| ITF - M25 Santa Margherita | 2023/04/10 10:40 | Luigi Sorrentino v Samuele Pieri | 6-3,6-3 |
| ITF - M25 Santa Margherita | 2023/04/09 08:30 | Luigi Sorrentino v Andrea Militi Ribaldi | 6-4,7-6 |