Ottavi di finale
08.01.2020 15:30 AEK Larnaca AEK Larnaca - Karmiotissa Polemidion 3:0 (0:0)
08.01.2020 16:00 Enosis Neon Paralimni Enosis Neon Paralimni - Doxa Katokopias FC Doxa Katokopias FC 0:2 (0:1)
08.01.2020 18:00 Alki Oroklini Alki Oroklini - AEL Limassol AEL Limassol 1:5 (1:2)
15.01.2020 15:00 Paphos FC Paphos FC - Nea Salamina Nea Salamina 0:1 (0:1)
15.01.2020 16:00 Olympiakos Nikosia Olympiakos Nikosia - Anorthosis Famagusta FC Anorthosis Famagusta FC 0:0 (0:0)
15.01.2020 18:00 Ermis Aradippou Ermis Aradippou - Omonia Nikosia Omonia Nikosia 0:5 (0:3)
22.01.2020 18:00 Apollon Limassol Apollon Limassol - APOEL Nikosia APOEL Nikosia 1:0 (1:0)
29.01.2020 16:00 Dighenis Morphou Dighenis Morphou - Ethnikos Achna Ethnikos Achna
15.01.2020 15:00 AEL Limassol AEL Limassol - Alki Oroklini Alki Oroklini 2:1 (0:1)
22.01.2020 15:00 Omonia Nikosia Omonia Nikosia - Ermis Aradippou Ermis Aradippou 3:0 (2:0)
22.01.2020 16:00 Doxa Katokopias FC Doxa Katokopias FC - Enosis Neon Paralimni Enosis Neon Paralimni 1:1 (0:0)
22.01.2020 17:00 Karmiotissa Polemidion - AEK Larnaca AEK Larnaca 0:1 (0:0)
29.01.2020 15:00 Ethnikos Achna Ethnikos Achna - Dighenis Morphou Dighenis Morphou -:-
29.01.2020 15:30 Nea Salamina Nea Salamina - Paphos FC Paphos FC -:-
29.01.2020 15:30 APOEL Nikosia APOEL Nikosia - Apollon Limassol Apollon Limassol -:-
29.01.2020 18:00 Anorthosis Famagusta FC Anorthosis Famagusta FC - Olympiakos Nikosia Olympiakos Nikosia -:-
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