Stadium: Court 5 Round: 62 Ground: Clay
| ITF M25 Madrid | 2023/12/04 09:00 | Andrea Gola v Iannis Miletich | 6-4,3-6,8-10 |
| ITF M25 Madrid | 2023/12/03 09:00 | Iannis Miletich v Asier Civera Martinez | 6-2,7-5 |
| ITF M15 Valencia | 2023/11/12 08:00 | Andrea Bolla v Iannis Miletich | 7-5,6-2 |
| ITF M25 Benicarló | 2023/11/07 10:40 | Carlos Gimeno Valero v Iannis Miletich | 6-3,6-1 |
| ITF M25 Benicarló | 2023/11/06 09:00 | Iannis Miletich v Martins Rocens | 7-5,6-3 |
| ITF M15 Castellón | 2023/10/18 07:30 | Bruno P Navarro v Iannis Miletich | 6-4,3-6,6-2 |
| ITF M15 Castellón | 2023/10/17 07:30 | Iannis Miletich v Alejandro Juan Mano | 6-4,6-1 |
| ITF M15 Castellón | 2023/10/16 11:00 | Iannis Miletich v Vitali Shvets | 6-3,1-6,10-8 |
| ITF M25 Madrid | 2023/12/04 08:30 | Artem Alekseychuk v Alex Finkelstein | 1-6,1-6 |
| ITF M25 Madrid | 2023/12/03 09:00 | Hugo Garcia Gomez v Alex Finkelstein | 3-6,4-6 |
| ITF M25 Saint-Augustin | 2023/10/26 14:55 | Alex Finkelstein v Clement Chidekh | 2-6,2-6 |
| ITF M25 Saint-Augustin | 2023/10/25 16:40 | Alex Finkelstein v Aurel Ciocanu | 6-3,3-6,7-5 |
| ITF M25 Saint-Augustin | 2023/10/24 13:55 | Maxwell Benson v Alex Finkelstein | 6-4,4-6,2-10 |
| ITF M25 Saint-Augustin | 2023/10/23 16:00 | Andres Valentin Ispas v Alex Finkelstein | 6-2,2-6,3-10 |
| ITF M15 Ithaca | 2023/10/02 14:00 | Alex Finkelstein v Aurel Ciocanu | 1-6,6-7 |
| UTR Pro Denver | 2023/09/02 17:25 | Alex Finkelstein v Sam De Vries | 7-6,3-6,2-6 |