| 24.8.20002000-8-24 17:15:00 | 17:15 | Europa League Qualification | 1. R | Tulevik Viljandi - Napredak | 1:1 |
| 10.8.20002000-8-10 17:30:00 | 17:30 | Europa League Qualification | 1. R | Napredak - Tulevik Viljandi | 5:1 |
| 28.9.20002000-9-28 20:00:00 | 20:00 | Europa League | 1. R | OFI Crete - Napredak | 6:0 |
| 14.9.20002000-9-14 16:30:00 | 16:30 | Europa League | 1. R | Napredak - OFI Crete | 0:0 (0:0) |
| 24.8.20002000-8-24 17:15:00 | 17:15 | Europa League Qualification | 1. R | Tulevik Viljandi - Napredak | 1:1 |
| 10.8.20002000-8-10 17:30:00 | 17:30 | Europa League Qualification | 1. R | Napredak - Tulevik Viljandi | 5:1 |