| 1. Round | 19/08/2023 | Apollon Limassol | - | Othellos Athienou | 1:1 |  |
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| 2. Round | 27/08/2023 | Nea Salamina | - | Apollon Limassol | 1:1 | ||||
| 4. Round | 17/09/2023 | APOEL Nikosia | - | Apollon Limassol | 1:1 |  |
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| 13. Round | 02/12/2023 | Ethnikos Achna | - | Apollon Limassol | 2:2 | ||||
| 14. Round | 08/12/2023 | Othellos Athienou | - | Apollon Limassol | 0:3 | ||||
| 15. Round | 17/12/2023 | Apollon Limassol | - | Nea Salamina | 0:2 | ||||
| 16. Round | 22/12/2023 | Karmiotissa Polemidion | - | Apollon Limassol | 3:4 | ||||
| 21. Round | 27/01/2024 | Apollon Limassol | - | AE Zakakiou | 0:0 | ||||
| 22. Round | 31/01/2024 | Paphos FC | - | Apollon Limassol | 1:1 | ||||
| 23. Round | 04/02/2024 | Apollon Limassol | - | Omonia Nikosia | 1:2 | |
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| 24. Round | 10/02/2024 | AEK Larnaca | - | Apollon Limassol | 1:2 | |
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| 25. Round | 14/02/2024 | Anorthosis Famagusta | - | Apollon Limassol | 2:0 |
Chile