Apollon Limassol 4-4 EN Paralimni
| 18.03.2009 | EN Paralimni | 3-2 | Apollon Limassol | |
| 04.03.2009 | Apollon Limassol | 2-1 | EN Paralimni | |
Ermis Aradippou 1-4 APOEL FC
| 18.03.2009 | APOEL FC | 3-0 | Ermis Aradippou | |
| 04.03.2009 | Ermis Aradippou | 1-1 | APOEL FC | |
Ethnikos Achnas 1-3 AEL Limassol
| 11.03.2009 | AEL Limassol | 2-0 | Ethnikos Achnas | |
| 25.02.2009 | Ethnikos Achnas | 1-1 | AEL Limassol | |
Omonia Nicosia 0-3 APOP FC
| 11.03.2009 | APOP FC | 3-0 | Omonia Nicosia | |
| 25.02.2009 | Omonia Nicosia | 0-0 | APOP FC | |