| 1. Round | 11/08/1990 | SV Chemie Guben 1990 | - | BSG Motor Stralsund | 2:1 | ||||
| 2. Round | 18/08/1990 | TSV 1860 Stralsund | - | Hafen Rostock | 3:1 | ||||
| 3. Round | 01/09/1990 | Lok Altmark Stendal | - | TSV 1860 Stralsund | 2:1 | ||||
| 5. Round | 15/09/1990 | BSG Fortschritt Bischofswerda | - | TSV 1860 Stralsund | 3:2 | ||||
| 6. Round | 29/09/1990 | MSV Post Neubrandenburg | - | TSV 1860 Stralsund | 2:0 | ||||
| 7. Round | 07/10/1990 | TSV 1860 Stralsund | - | BSG Aktivist Schwarze Pumpe Hoyerswerda | 1:2 | ||||
| 11. Round | 10/11/1990 | TSV 1860 Stralsund | - | FC Stahl Hennigsdorf | 0:3 | ||||
| 12. Round | 16/11/1990 | Preussen Eberswalde | - | TSV 1860 Stralsund | 3:1 | ||||
| 13. Round | 24/11/1990 | TSV 1860 Stralsund | - | Greifswalder SC | 0:3 | ||||
| 14. Round | 01/12/1990 | Glückauf Brieske-Senftenberg | - | TSV 1860 Stralsund | 2:1 | ||||
| 15. Round | 08/12/1990 | TSV 1860 Stralsund | - | 1. FC Union Berlin | 0:6 |
Germany