FK Volna Pinsk 2-6 FC Gomel
| 02.11.2008 | FC Gomel | 4-2 | FK Volna Pinsk | |
| 29.10.2008 | FK Volna Pinsk | 0-2 | FC Gomel | |
BATE Borisov 5-5 FK Minsk
| 20.11.2008 | FK Minsk | 1-4/p.3-4 | BATE Borisov | |
| 11.10.2008 | BATE Borisov | 1-4 | FK Minsk | |
MTZ-RIPO 6-2 FK Smorgon
| 02.11.2008 | FK Smorgon | 2-2 | MTZ-RIPO | |
| 12.10.2008 | MTZ-RIPO | 4-0 | FK Smorgon | |
FK Vitebsk 3-2 Torpedo Zhodino
| 20.11.2008 | Torpedo Zhodino | 1-3 AET | FK Vitebsk | |
| 04.11.2008 | FK Vitebsk | 0-1 | Torpedo Zhodino | |
Belshina Bobruisk 1-5 Granit Mikashevichi
| 02.11.2008 | Granit Mikashevichi | 1-0 | Belshina Bobruisk | |
| 29.10.2008 | Belshina Bobruisk | 1-4 | Granit Mikashevichi | |
FC Belkard Grodno 1-7 Neman Grodno
| 02.11.2008 | Neman Grodno | 3-1 | FC Belkard Grodno | |
| 29.10.2008 | FC Belkard Grodno | 0-4 | Neman Grodno | |
Shakhter Soligorsk 10-0 Kommunalnik Slonim*
| 02.11.2008 | Kommunalnik Slonim* | 0-5 | Shakhter Soligorsk | |
| 29.10.2008 | Shakhter Soligorsk | 5-0 | Kommunalnik Slonim* | |
Naftan Novopolotsk 7-0 SKVICh Minsk
| 02.11.2008 | SKVICh Minsk | 0-4 | Naftan Novopolotsk | |
| 29.10.2008 | Naftan Novopolotsk | 3-0 | SKVICh Minsk | |