| 4. Round | 08/09/1968 | FC Twente '65 | - | ADO | 2:0 | ||||
| 7. Round | 06/10/1968 | NAC Breda | - | FC Twente '65 | 0:0 | ||||
| 14. Round | 08/12/1968 | FC Twente '65 | - | Telstar | 2:1 | ||||
| 25. Round | 30/03/1969 | FC Twente '65 | - | NAC Breda | 1:1 | ||||
| 28. Round | 20/04/1969 | FC Twente '65 | - | DOS Utrecht | 3:2 | ||||
| 29. Round | 27/04/1969 | RKSV Volendam | - | FC Twente '65 | 2:1 | ||||
| 30. Round | 11/05/1969 | FC Twente '65 | - | Holland Sport | 2:0 | ||||
| 34. Round | 01/06/1969 | MVV | - | FC Twente '65 | 2:1 |
Netherlands