Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 12.08.1999 |  | Qualifier First leg | Olimpija - Kareda Kaunas | OLJ - Kar | 1:1 | |
| 18.08.1999 |  | Group 2 | Slovenia - Albania | SLO - ALB | 2:0 | 8.000 |
| 04.09.1999 | | Group 2 | Slovenia - Georgia | SLO - GEO | 2:1 | 7.000 |
| 30.09.1999 |  | 1. Round 2nd leg | Olimpija - Anderlecht | OLJ - AND | 0:3 | 800 |
| 13.11.1999 | | Relegation First leg | Slovenia - Ukraine | SLO - UKR | 2:1 | 17.000 |