Stadium: Stadion de Vliert Round: 31
Referee: Alex Bos Home Manager: William van Overbeek Away Manager: Klaas Wels
| Netherlands Eerste Divisie | 2020/10/20 19:00 | Top Oss v FC Den Bosch | L | 2-0 |
| Netherlands Eerste Divisie | 2019/10/04 18:00 | FC Den Bosch v Top Oss | W | 4-0 |
| Netherlands Eerste Divisie | 2019/01/18 19:00 | FC Den Bosch v Top Oss | W | 3-0 |
| Netherlands Eerste Divisie | 2018/10/19 18:00 | Top Oss v FC Den Bosch | W | 0-1 |
| Netherlands Eerste Divisie | 2018/03/09 19:00 | FC Den Bosch v Top Oss | D | 0-0 |
| Netherlands Eerste Divisie | 2017/10/20 18:00 | Top Oss v FC Den Bosch | D | 1-1 |
| Netherlands Eerste Divisie | 2017/02/17 19:00 | Top Oss v FC Den Bosch | D | 1-1 |
| Netherlands Eerste Divisie | 2016/09/09 18:00 | FC Den Bosch v Top Oss | W | 2-1 |
| Netherlands Eerste Divisie | 2020/12/18 17:45 | FC Den Bosch v FC Eindhoven | D | 1-1 |
| Netherlands Eerste Divisie | 2020/12/11 17:45 | FC Volendam v FC Den Bosch | L | 6-0 |
| Netherlands Eerste Divisie | 2020/12/06 11:15 | FC Den Bosch v NEC | D | 2-2 |
| Netherlands Eerste Divisie | 2020/11/27 17:45 | Cambuur Leeuwarden v FC Den Bosch | L | 3-1 |
| Netherlands Eerste Divisie | 2020/11/20 20:00 | FC Den Bosch v Ajax Reserves | D | 2-2 |
| Netherlands Eerste Divisie | 2020/11/15 11:15 | Go Ahead Eagles v FC Den Bosch | L | 3-0 |
| Netherlands Eerste Divisie | 2020/11/06 17:45 | FC Den Bosch v PSV Reserves | L | 1-2 |
| Netherlands Eerste Divisie | 2020/10/31 15:30 | Roda JC v FC Den Bosch | D | 0-0 |
| Netherlands Eerste Divisie | 2020/12/19 15:30 | NEC v Top Oss | W | 0-1 |
| Netherlands Eerste Divisie | 2020/12/14 17:45 | FC Utrecht Reserves v Top Oss | W | 0-1 |
| Netherlands Eerste Divisie | 2020/12/11 17:45 | Top Oss v PSV Reserves | W | 3-2 |
| Netherlands Eerste Divisie | 2020/12/05 13:00 | AZ Reserves v Top Oss | W | 0-1 |
| Netherlands Eerste Divisie | 2020/11/27 17:45 | Top Oss v NAC | D | 0-0 |
| Netherlands Eerste Divisie | 2020/11/20 17:45 | FC Volendam v Top Oss | D | 1-1 |
| Netherlands Eerste Divisie | 2020/11/13 20:00 | Top Oss v FC Eindhoven | L | 0-1 |
| Netherlands Eerste Divisie | 2020/11/10 17:45 | Excelsior v Top Oss | L | 3-0 |