Stadion: Court 1 Round: 19 Ground: Hardcourt indoor
| Challenger - Ottignies | 2024/01/22 09:00 | Adrian Andreev v Skander Mansouri | 6-3,6-3 |
| Challenger - Teneriffa | 2024/01/17 10:00 | Pablo Llamas Ruiz v Adrian Andreev | 6-1,6-4 |
| Challenger - Teneriffa | 2024/01/16 10:00 | Adrian Andreev v Valentin Royer | 6-1,6-1 |
| Challenger - Oeiras | 2024/01/09 13:30 | Marius Copil v Adrian Andreev | 6-2,6-7,7-6 |
| Challenger - Oeiras | 2024/01/01 15:15 | Adrian Andreev v Maks Kasnikowski | 6-3,6-7,3-6 |
| Challenger - Maspalomas | 2023/12/01 14:50 | Filip Misolic v Adrian Andreev | 6-3,6-3 |
| Challenger - Maspalomas | 2023/11/29 10:00 | David Jorda Sanchis v Adrian Andreev | 3-6,6-7 |
| Challenger - Maspalomas | 2023/11/28 12:45 | Adrian Andreev v Oriol Roca Batalla | 6-4,7-6 |
| Challenger - Ottignies | 2024/01/22 09:00 | Guy Den Ouden v Marvin Moeller | 6-2,7-6 |
| Challenger - Teneriffa | 2024/01/18 16:00 | Samuel Vincent Ruggeri v Guy Den Ouden | 6-0,6-7,6-2 |
| Challenger - Teneriffa | 2024/01/16 15:30 | Guy Den Ouden v Antoine Escoffier | 6-3,6-3 |
| Challenger - Teneriffa | 2024/01/15 12:20 | August Holmgren v Guy Den Ouden | 7-5,6-7,6-7 |
| Challenger - Teneriffa | 2024/01/14 15:00 | Alexey Vatutin v Guy Den Ouden | 0-6,3-6 |
| Challenger - Oeiras - Qualifikation | 2024/01/07 12:20 | Alexis Gautier v Guy Den Ouden | 6-4,6-7,6-3 |
| ITF - M15 - Monastir | 2023/12/10 08:45 | Jakub Paul v Guy Den Ouden | 3-6,2-6 |
| ITF - M15 - Monastir | 2023/12/09 11:00 | Paul Jubb v Guy Den Ouden | 4-6,4-6 |