Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Litija | 2023/06/14 07:30 | Matteo Fondriest v Alvaro Guillen Meza | 6-7,0-6 |
| ITF M15 Litija | 2023/06/13 07:00 | Daniel Paty v Matteo Fondriest | 6-7,6-4,17-19 |
| ITF M15 Litija | 2023/06/12 11:00 | Jan Dimitrijevic v Matteo Fondriest | 2-6,1-6 |
| ITF M15 Frascati | 2023/06/04 08:00 | Matteo Fondriest v Niccolo Ciavarella | 5-7,2-6 |
| ITF M15 Warmbad-Villach | 2023/05/22 08:00 | Matteo Fondriest v Benedikt Emesz | 6-7,4-6 |
| ITF M25 Reggio Emilia | 2023/05/15 12:50 | Matteo Fondriest v Alessandro Pecci | 5-7,6-3,4-10 |
| ITF M25 Trento | 2023/03/29 12:55 | Giovanni Oradini v Matteo Fondriest | 6-1,6-3 |
| ITF M25 Trento | 2023/03/28 07:00 | Matteo Fondriest v Maximilian Figl | 6-4,6-1 |
| ITF M15 Monastir | 2023/06/25 08:30 | Ryan A Dos Santos v Siim Troost | 2-6,6-7 |
| ITF M15 Monastir | 2023/06/21 13:00 | Siim Troost v Cyril Vandermeersch | 3-6,5-7 |
| ITF M15 Monastir | 2023/06/19 14:00 | Gabriele Thomas Brancatelli v Siim Troost | 5-7,2-6 |
| ITF M15 Monastir | 2023/06/18 12:00 | Bryce Robinson v Siim Troost | 1-6,3-6 |
| Davis Cup | 2023/06/16 07:30 | Siim Troost v Filippo Tommesani | 6-1,6-1 |
| ITF M15 Vaasa | 2023/06/08 08:00 | Tom Gentzsch v Siim Troost | 6-3,6-3 |
| ITF M15 Vaasa | 2023/06/07 08:50 | Siim Troost v Tuomas Rikkonen | 6-4,6-3 |
| ITF M15 Vaasa | 2023/06/06 07:00 | Siim Troost v Oskari Eerola | 6-4,3-6,10-7 |