*KV Mechelen 1-0 KV Kortrijk
| 17.02.2009 | KV Kortrijk | 0-0 | KV Mechelen | |
| 27.01.2009 | KV Mechelen | 1-0 | KV Kortrijk | |
KRC Mechelen 1-3 Lierse SK *
| 04.02.2009 | Lierse SK | 3-0 | KRC Mechelen | |
| 28.01.2009 | KRC Mechelen | 1-0 | Lierse SK | |
KAA Gent 1-2 Racing Genk
| 04.02.2009 | Racing Genk | 2-0 AET | KAA Gent | |
| 28.01.2009 | KAA Gent | 1-0 | Racing Genk | |
*Cercle Brugge 2-2 Roeselare
| 17.02.2009 | Roeselare | 2-1 | Cercle Brugge | |
| 28.01.2009 | Cercle Brugge | 1-0 | Roeselare | |