[17] Maastricht 4-1 Helmond Sport [19] 2019-12-20 19:00
Stadium: De Geusselt Round: 20
Referee: Marc Nagtegaal Home Manager: Fuat Usta Away Manager: Wil Boessen
Head to Head
| Netherlands Eerste Divisie | 2019/10/04 18:00 | Helmond Sport v Maastricht | L | 3-1 |
| Netherlands Eerste Divisie | 2019/01/25 19:00 | Maastricht v Helmond Sport | W | 3-0 |
| Netherlands Eerste Divisie | 2018/10/26 18:00 | Helmond Sport v Maastricht | D | 1-1 |
| Netherlands Eerste Divisie | 2018/04/06 18:00 | Helmond Sport v Maastricht | W | 2-3 |
| Netherlands Eerste Divisie | 2017/11/24 19:00 | Maastricht v Helmond Sport | W | 3-1 |
| Netherlands Eerste Divisie | 2017/01/13 19:00 | Maastricht v Helmond Sport | W | 2-0 |
| Netherlands Eerste Divisie | 2016/08/05 18:00 | Helmond Sport v Maastricht | D | 2-2 |
| Netherlands Eerste Divisie | 2016/01/15 19:00 | Maastricht v Helmond Sport | L | 1-4 |
Home History
| Netherlands Eerste Divisie | 2019/12/13 19:00 | FC Volendam v Maastricht | L | 4-1 |
| Netherlands Eerste Divisie | 2019/12/06 19:00 | Maastricht v FC Utrecht Reserves | D | 1-1 |
| Netherlands Eerste Divisie | 2019/11/29 19:00 | NAC v Maastricht | L | 2-0 |
| Netherlands Eerste Divisie | 2019/11/22 19:00 | Maastricht v Top Oss | W | 4-0 |
| Netherlands Eerste Divisie | 2019/11/15 19:00 | FC Eindhoven v Maastricht | L | 2-0 |
| Netherlands Eerste Divisie | 2019/11/08 19:00 | AZ Reserves v Maastricht | L | 3-2 |
| Netherlands Eerste Divisie | 2019/11/01 19:00 | Maastricht v Almere City FC | W | 3-2 |
| Netherlands Cup | 2019/10/29 18:45 | FC Dordrecht v Maastricht | L | 3-1 |
Away History
| Netherlands Eerste Divisie | 2019/12/13 19:00 | Helmond Sport v Go Ahead Eagles | L | 1-2 |
| Netherlands Eerste Divisie | 2019/12/09 19:00 | AZ Reserves v Helmond Sport | L | 4-1 |
| Netherlands Eerste Divisie | 2019/11/29 19:00 | Helmond Sport v PSV Reserves | L | 2-3 |
| Netherlands Eerste Divisie | 2019/11/25 19:00 | Ajax Reserves v Helmond Sport | D | 1-1 |
| Netherlands Eerste Divisie | 2019/11/22 19:00 | Helmond Sport v NEC | L | 1-2 |
| Europe Friendlies | 2019/11/14 13:00 | Fortuna Sittard v Helmond Sport | D | 1-1 |
| Netherlands Eerste Divisie | 2019/11/08 19:00 | Helmond Sport v De Graafschap | L | 1-2 |
| Netherlands Eerste Divisie | 2019/11/01 19:00 | FC Den Bosch v Helmond Sport | D | 1-1 |