| 2. Round | 04/07/1999 | MSV Duisburg | - | Newry Town FC | 2:0 | ||||
| 2. Round | 10/07/1999 | Newry Town FC | - | MSV Duisburg | 1:0 | ||||
| 3. Round | 17/07/1999 | Kocaelispor | - | MSV Duisburg | 0:3 |  |
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| 3. Round | 24/07/1999 | MSV Duisburg | - | Kocaelispor | 0:0 | ||||
| 4. Round | 28/07/1999 | MSV Duisburg | - | Montpellier HSC | 1:1 | ||||
| 4. Round | 04/08/1999 | Montpellier HSC | - | MSV Duisburg | 3:0 |
Germany