Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 13.01.1999 |  | Quarter-finals First leg | Juventus - Bologna | JUV - BOL | 1:2 | 8.000 |
| 03.03.1999 |  | Quarter-finals First leg | Juventus - Olympiacos FC | JUV - OLY | 2:1 | 33.871 |
| 21.04.1999 | | Semi-finals 2nd leg | Juventus - Man Utd | JUV - MUN | 2:3 | 60.806 |
| 31.05.1999 |  | Play-offs 2nd leg | Juventus - Udinese | JUV - UDI | 1:1 | 3.935 |
| 07.12.1999 |  | 3. Round 2nd leg | Juventus - Olympiacos FC | JUV - OLY | 1:2 | 22.000 |
| 16.12.1999 | | Round of 16 2nd leg | Juventus - Napoli | JUV - NAP | 1:0 | 1.000 |