1st(1st leg) Aris Limassol - AEK Larnaca 0:0
2nd (2nd leg) AEK Larnaca - Aris Limassol 0:1
1st(1st leg): 25/11/2009 14:00 2nd (2nd leg): 02/12/2009 15:30 Winner: Aris Limassol
1st(1st leg) Anorthosis Famagusta - AO Agia Napa 6:0
2nd (2nd leg) AO Agia Napa - Anorthosis Famagusta 2:1
1st(1st leg): 25/11/2009 14:00 2nd (2nd leg): 09/12/2009 12:30 Winner: Anorthosis Famagusta
1st(1st leg) APOP Kinyras - AE Paphos 4:1
2nd (2nd leg) AE Paphos - APOP Kinyras 4:2
1st(1st leg): 25/11/2009 16:00 2nd (2nd leg): 02/12/2009 16:00 Winner: APOP Kinyras
1st(1st leg) Ermis Aradippou - Enosis Neon Paralimni 4:0
2nd (2nd leg) Enosis Neon Paralimni - Ermis Aradippou 2:0
1st(1st leg): 25/11/2009 16:00 2nd (2nd leg): 02/12/2009 14:00 Winner: Ermis Aradippou
1st(1st leg) APEP Pitsilias - Doxa Katokopias 1:1
2nd (2nd leg) Doxa Katokopias - APEP Pitsilias 0:1
1st(1st leg): 02/12/2009 14:00 2nd (2nd leg): 16/12/2009 12:30 Winner: APEP Pitsilias
1st(1st leg) AEL Limassol - Omonia Nikosia 0:1
2nd (2nd leg) Omonia Nikosia - AEL Limassol 0:2
1st(1st leg): 09/12/2009 12:30 2nd (2nd leg): 16/12/2009 12:30 Winner: AEL Limassol
1st(1st leg) Nea Salamina - Apollon Limassol 1:0
2nd (2nd leg) Apollon Limassol - Nea Salamina 2:0
1st(1st leg): 09/12/2009 14:00 2nd (2nd leg): 16/12/2009 16:00 Winner: Apollon Limassol
1st(1st leg) APOEL Nikosia - Ethnikos Achna 0:2
2nd (2nd leg) Ethnikos Achna - APOEL Nikosia 0:4 aet
1st(1st leg): 06/01/2010 14:00 2nd (2nd leg): 27/01/2010 17:00 Winner: APOEL Nikosia