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| 25/10/2023 | 17:00 | APOEL Nikosia | - | Peyia 2014 | 2:0 (2:0) | |
| 17:00 | Olympiakos Nikosia | - | Karmiotissa Polemidion | 4:1 (2:1) | ||
| 01/11/2023 | 15:00 | AEK Larnaca | - | PO Achyronas-Onisilos | 3:2 (2:0) | |
| 08/11/2023 | 17:00 | Doxa Katokopias | - | Omonia 29is Maiou | 0:1 (0:0) | |
| 17:00 | Nea Salamina | - | Enosis Neon Paralimni | 6:0 (2:0) | ||
| 17:00 | Akritas Chlorakas | - | AE Zakakiou | 3:4 (1:0, 3:3) aet | ||
| 06/12/2023 | 17:00 | Omonia Aradippou | - | Ethnikos Achna | 0:2 (0:0) | |
| 13/12/2023 | 15:00 | AO Agia Napa | - | Apollon Limassol | 0:6 (0:2) | |
| 17:00 | Othellos Athienou | - | Dighenis Morphou | 4:1 (2:1) | ||
| 17:00 | Anorthosis Famagusta | - | ENAD Polis Chrysochous | 3:1 (2:0) |
