| Netherlands Eerste Divisie | 2025/10/31 19:00 | Top Oss v Helmond Sport | W | 0-3 |
| Netherlands Eerste Divisie | 2025/02/02 15:45 | Top Oss v Helmond Sport | D | 1-1 |
| Netherlands Eerste Divisie | 2024/09/16 18:00 | Helmond Sport v Top Oss | W | 1-0 |
| Netherlands Eerste Divisie | 2024/03/15 19:00 | Top Oss v Helmond Sport | L | 1-0 |
| Netherlands Eerste Divisie | 2023/09/15 18:00 | Helmond Sport v Top Oss | D | 1-1 |
| Netherlands Eerste Divisie | 2023/03/31 18:00 | Top Oss v Helmond Sport | D | 2-2 |
| Netherlands Eerste Divisie | 2022/09/30 18:00 | Helmond Sport v Top Oss | L | 1-2 |
| Netherlands Eerste Divisie | 2022/01/21 19:00 | Helmond Sport v Top Oss | L | 1-3 |
| Netherlands Eerste Divisie | 2025/12/21 13:30 | Helmond Sport v Willem II | D | 2-2 |
| Netherlands Eerste Divisie | 2025/12/12 19:00 | FC Emmen v Helmond Sport | L | 4-1 |
| Netherlands Eerste Divisie | 2025/12/05 19:00 | Helmond Sport v Maastricht | L | 2-4 |
| Netherlands Eerste Divisie | 2025/11/28 19:00 | Cambuur Leeuwarden v Helmond Sport | D | 0-0 |
| Netherlands Eerste Divisie | 2025/11/24 19:00 | Helmond Sport v Ajax Reserves | W | 2-1 |
| Netherlands Eerste Divisie | 2025/11/21 19:00 | De Graafschap v Helmond Sport | L | 3-1 |
| Netherlands Eerste Divisie | 2025/11/08 15:30 | Helmond Sport v PSV Reserves | L | 2-3 |
| Netherlands Eerste Divisie | 2025/10/31 19:00 | Top Oss v Helmond Sport | W | 0-3 |
| Netherlands Eerste Divisie | 2025/12/20 15:30 | Top Oss v De Graafschap | L | 2-3 |
| Netherlands Cup | 2025/12/17 19:00 | Top Oss v FC Utrecht | L | 0-2 |
| Netherlands Eerste Divisie | 2025/12/12 19:00 | Top Oss v ADO Den Haag | L | 3-4 |
| Netherlands Eerste Divisie | 2025/12/07 15:45 | Vitesse v Top Oss | D | 0-0 |
| Netherlands Eerste Divisie | 2025/11/29 15:30 | Top Oss v Almere City FC | L | 1-2 |
| Netherlands Eerste Divisie | 2025/11/24 19:00 | AZ Reserves v Top Oss | W | 0-1 |
| Netherlands Eerste Divisie | 2025/11/21 19:00 | Top Oss v RKC | D | 0-0 |
| Netherlands Eerste Divisie | 2025/11/07 19:00 | Willem II v Top Oss | D | 1-1 |