| 6. Round | 27/08/1989 | SpVgg Bayreuth | - | Hessen Kassel | 5:1 | ||||
| 8. Round | 09/09/1989 | Stuttgarter Kickers | - | Hessen Kassel | 2:0 |  |
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| 9. Round | 17/09/1989 | Hessen Kassel | - | Eintracht Braunschweig | 2:1 |  |
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| 10. Round | 20/09/1989 | MSV Duisburg | - | Hessen Kassel | 3:1 | ||||
| 11. Round | 30/09/1989 | Hessen Kassel | - | Alemannia Aachen | 1:5 | ||||
| 12. Round | 03/10/1989 | Hannover 96 | - | Hessen Kassel | 4:0 | ||||
| 13. Round | 14/10/1989 | Hessen Kassel | - | 1. FC Saarbrücken | 0:0 | |
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| 14. Round | 22/10/1989 | FC Schalke 04 | - | Hessen Kassel | 2:0 | ||||
| 15. Round | 28/10/1989 | Hessen Kassel | - | SG Wattenscheid 09 | 0:3 | ||||
| 16. Round | 04/11/1989 | SV Meppen | - | Hessen Kassel | 0:1 | ||||
| 17. Round | 11/11/1989 | Fortuna Köln | - | Hessen Kassel | 0:1 | ||||
| 19. Round | 18/11/1989 | Hertha BSC | - | Hessen Kassel | 2:0 | |
Germany