Stadium: Kennedy-Grossman Round: 14 Ground: Hardcourt outdoor
| Challenger Sibiu | 2024/09/17 12:30 | Guy Den Ouden v Hynek Barton | 6-7,4-6 |
| Challenger Dobrich | 2024/09/14 09:00 | Guy Den Ouden v Jelle Sels | 6-2,6-3 |
| Challenger Dobrich | 2024/09/13 12:00 | Genaro Alberto Olivieri v Guy Den Ouden | 1-6,4-6 |
| Challenger Dobrich | 2024/09/13 08:00 | Guy Den Ouden v Alexander Donski | 6-3,6-3 |
| Challenger Dobrich | 2024/09/12 08:30 | Liam Draxl v Guy Den Ouden | 3-6,5-7 |
| Challenger Dobrich | 2024/09/10 11:40 | Guy Den Ouden v Frederico Ferreira Silva | 7-6,6-3 |
| Challenger Seville | 2024/09/03 11:35 | Guy Den Ouden v Daniel Altmaier | 6-7,6-7 |
| Challenger Seville | 2024/09/02 09:00 | Guy Den Ouden v Gabriele Pennaforti | 6-4,3-6,6-2 |