| 1. Runde | 07.09.1988 | Aberdeen FC | - | Dynamo Dresden | 0:0 | ||||
| 1. Runde | 05.10.1988 | Dynamo Dresden | - | Aberdeen FC | 2:0 | ||||
| 2. Runde | 26.10.1988 | Dynamo Dresden | - | KSV Waregem | 4:1 | ||||
| Achtelfinale | 23.11.1988 | Dynamo Dresden | - | AS Roma | 2:0 | ||||
| Achtelfinale | 07.12.1988 | AS Roma | - | Dynamo Dresden | 0:2 |
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