| 1. Round | 17/06/2000 | Araks Ararat | - | Sigma Olomouc | 1:2 | ||||
| 1. Round | 24/06/2000 | Sigma Olomouc | - | Araks Ararat | 1:0 | ||||
| 2. Round | 02/07/2000 | FC Velbazhd 1919 Kyustendil | - | Sigma Olomouc | 2:0 | ||||
| 2. Round | 08/07/2000 | Sigma Olomouc | - | FC Velbazhd 1919 Kyustendil | 8:0 | ||||
| 3. Round | 15/07/2000 | Slaven Belupo | - | Sigma Olomouc | 1:1 | ||||
| 3. Round | 22/07/2000 | Sigma Olomouc | - | Slaven Belupo | 2:0 | ||||
| 4. Round | 26/07/2000 | Sigma Olomouc | - | Chmel Blsany | 3:1 | ||||
| 5. Round | 08/08/2000 | Sigma Olomouc | - | Udinese Calcio | 2:2 | ||||
| 5. Round | 22/08/2000 | Udinese Calcio | - | Sigma Olomouc | 4:2 aet |
Czech Republic