Stadium: Court 2 Round: 25 Ground: Clay
| ITF M15 Heraklion | 2022/05/26 09:25 | Simon A Ivanov v Kai Lemstra | 4-6,6-1,7-5 |
| ITF M15 Pazardzhik | 2023/05/26 07:00 | Simon A Ivanov v Corentin Denolly | 3-6,7-6,2-6 |
| ITF M15 Pazardzhik | 2023/05/25 08:30 | Simon A Ivanov v Luigi Sorrentino | 6-1,6-3 |
| ITF M15 Pazardzhik | 2023/05/24 09:30 | Simon A Ivanov v Gabriele Maria Noce | 6-4,3-6,7-6 |
| ITF M15 Pazardzhik | 2023/05/21 07:00 | Simon A Ivanov v Simone Roncalli | 3-6,6-3,4-6 |
| ITF M15 Pazardzhik | 2023/05/20 09:00 | Marco Miceli v Simon A Ivanov | 0-6,1-6 |
| ITF M15 Pazardzhik | 2023/05/19 10:10 | Leonardo Rossi v Simon A Ivanov | 4-6,4-6 |
| ITF M15 Pazardzhik | 2023/05/18 10:30 | Lorenzo Vatteroni v Simon A Ivanov | 2-6,2-6 |
| ITF M15 Alaminos-Larnaca | 2023/05/04 07:30 | Dragos N Cazacu v Simon A Ivanov | 1-6,6-1,6-2 |
| ITF M15 Warmbad-Villach | 2023/05/23 07:30 | Kai Lemstra v Giovanni Oradini | 3-6,6-7 |
| ITF M15 Warmbad-Villach | 2023/05/22 08:00 | Kai Lemstra v Igor Dudun | 6-1,6-2 |
| ITF M15 Warmbad-Villach | 2023/05/21 10:00 | Kai Lemstra v Ivan Kremenchutskyi | 6-1,6-0 |
| ITF M15 Telde | 2023/04/22 09:00 | Kai Lemstra v Marcel Zielinski | 2-6,4-6 |
| ITF M15 Telde | 2023/04/21 09:00 | Kai Lemstra v Ignacio Buse | 6-4,6-2 |
| ITF M15 Telde | 2023/04/20 10:30 | Alberto Barroso Campos v Kai Lemstra | 5-7,6-3,1-6 |
| ITF M15 Telde | 2023/04/19 11:00 | Noah Lopez v Kai Lemstra | 6-7,4-6 |
| ITF M15 Telde | 2023/04/17 08:00 | Kai Lemstra v Philipp Pavlenko | 7-6,4-6,10-8 |