| 1. Round | 15/09/1999 | AS Monaco | - | St. Johnstone FC | 3:0 | ||||
| 1. Round | 29/09/1999 | St. Johnstone FC | - | AS Monaco | 3:3 | ||||
| 2. Round | 20/10/1999 | Widzew Łódź | - | AS Monaco | 1:1 | ||||
| 2. Round | 01/11/1999 | AS Monaco | - | Widzew Łódź | 2:0 | ||||
| 3. Round | 08/12/1999 | AS Monaco | - | AEK Athen | 1:0 | ||||
| Round of 16 | 08/03/2000 | AS Monaco | - | RCD Mallorca | 1:0 |
Belgium