| 1. Round | 05/08/2013 | Jong FC Twente | - | FC Oss | 3:0 | ||||
| 2. Round | 09/08/2013 | FC Oss | - | Jong Ajax | 2:0 | ||||
| 3. Round | 19/08/2013 | Jong PSV | - | FC Oss | 4:0 | ||||
| 4. Round | 23/08/2013 | FC Oss | - | Fortuna Sittard | 1:0 | ||||
| 5. Round | 30/08/2013 | Sparta Rotterdam | - | FC Oss | 2:0 | ||||
| 6. Round | 02/09/2013 | FC Oss | - | Achilles'29 | 0:1 | ||||
| 7. Round | 09/09/2013 | FC Emmen | - | FC Oss | 5:0 | ||||
| 22. Round | 20/12/2013 | FC Oss | - | Jong PSV | 1:2 | ||||
| 25. Round | 31/01/2014 | FC Oss | - | Jong FC Twente | 2:1 | ||||
| 26. Round | 07/02/2014 | FC Oss | - | De Graafschap | 2:2 |  |
Netherlands