| 1. Round | 15/09/1999 | Hajduk Split | - | Levski Sofia | 0:0 | ||||
| 1. Round | 29/09/1999 | Levski Sofia | - | Hajduk Split | 3:0 |  |
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| 2. Round | 20/10/1999 | Levski Sofia | - | Juventus | 1:3 | ||||
| 2. Round | 03/11/1999 | Juventus | - | Levski Sofia | 1:1 |
| 1. Round | 15/09/1999 | Hajduk Split | - | Levski Sofia | 0:0 | ||||
| 1. Round | 29/09/1999 | Levski Sofia | - | Hajduk Split | 3:0 | |
|||
| 2. Round | 20/10/1999 | Levski Sofia | - | Juventus | 1:3 | ||||
| 2. Round | 03/11/1999 | Juventus | - | Levski Sofia | 1:1 |
| Dimitar Ivankov Ivanov | |
| Born: | 30.10.1975 |
| Place of birth: |
Sofia, 
Bulgaria |
| Nationality: |
Bulgaria
|
| Height: | 188 cm |
| Weight: | 80 kg |
| Position(s): | Goalkeeper |