| 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 | 2021/11/12 20:00 | Top Oss v Helmond Sport | D | 0-0 |
| Netherlands Eerste Divisie | 2025/10/03 18:00 | Helmond Sport v Almere City FC | W | 2-1 |
| Netherlands Eerste Divisie | 2025/09/30 18:00 | Willem II v Helmond Sport | L | 1-0 |
| Netherlands Eerste Divisie | 2025/09/26 18:00 | Helmond Sport v FC Eindhoven | W | 1-0 |
| Netherlands Eerste Divisie | 2025/09/20 18:00 | Vitesse v Helmond Sport | L | 3-1 |
| Netherlands Eerste Divisie | 2025/09/16 18:00 | Helmond Sport v FC Utrecht Reserves | W | 2-1 |
| Netherlands Eerste Divisie | 2025/09/13 14:30 | VVV v Helmond Sport | L | 2-1 |
| Netherlands Eerste Divisie | 2025/08/29 18:00 | ADO Den Haag v Helmond Sport | L | 2-0 |
| Netherlands Eerste Divisie | 2025/08/22 18:00 | Helmond Sport v FC Emmen | W | 2-0 |
| Netherlands Eerste Divisie | 2025/10/03 18:00 | Top Oss v PSV Reserves | D | 1-1 |
| Netherlands Eerste Divisie | 2025/09/29 18:00 | ADO Den Haag v Top Oss | L | 5-1 |
| Netherlands Eerste Divisie | 2025/09/26 18:00 | Top Oss v Roda JC | L | 1-2 |
| Netherlands Eerste Divisie | 2025/09/19 18:00 | FC Eindhoven v Top Oss | W | 3-4 |
| Netherlands Eerste Divisie | 2025/09/16 18:00 | Top Oss v VVV | W | 2-1 |
| Netherlands Eerste Divisie | 2025/09/12 18:00 | FC Emmen v Top Oss | D | 1-1 |
| Netherlands Eerste Divisie | 2025/08/29 18:00 | Top Oss v FC Dordrecht | L | 0-3 |
| Netherlands Eerste Divisie | 2025/08/24 14:45 | FC Den Bosch v Top Oss | L | 5-2 |