| 11. Round | 09/11/2002 | SC Cambuur | - | Heracles Almelo | 1:7 | ||||
| 12. Round | 15/11/2002 | Heracles Almelo | - | TOP Oss | 4:0 |  |
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| 14. Round | 29/11/2002 | Heracles Almelo | - | BV Emmen | 2:3 | ||||
| 15. Round | 06/12/2002 | Go Ahead Eagles | - | Heracles Almelo | 2:2 | ||||
| 16. Round | 13/12/2002 | Heracles Almelo | - | BV Veendam | 0:0 | ||||
| 18. Round | 10/03/2003 | HFC Haarlem | - | Heracles Almelo | 3:2 | |
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| 24. Round | 14/03/2003 | MVV | - | Heracles Almelo | 3:2 | ||||
| 25. Round | 21/03/2003 | Heracles Almelo | - | ADO Den Haag | 1:1 | ||||
| 26. Round | 04/04/2003 | Stormvogels Telstar | - | Heracles Almelo | 1:2 | ||||
| 29. Round | 25/04/2003 | TOP Oss | - | Heracles Almelo | 2:2 | ||||
| 30. Round | 02/05/2003 | Heracles Almelo | - | Helmond Sport | 0:4 | ||||
| 32. Round | 16/05/2003 | Heracles Almelo | - | FC Volendam | 2:2 | ||||
| 33. Round | 23/05/2003 | BV Veendam | - | Heracles Almelo | 0:5 | ||||
| 34. Round | 28/05/2003 | Heracles Almelo | - | Go Ahead Eagles | 4:1 | |
Netherlands