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| 1st(1st leg) | Olympiakos Nikosia | - | Doxa Katokopias | 1:3 | ||
| 2nd (2nd leg) | Doxa Katokopias | - | Olympiakos Nikosia | 6:0 | ||
| 1st(1st leg): 08/01/2014 12:30 | 2nd (2nd leg): 15/01/2014 11:30 | Winner: Doxa Katokopias | ||||
| 1st(1st leg) | AE Kouklion | - | Ermis Aradippou | 1:0 | ||
| 2nd (2nd leg) | Ermis Aradippou | - | AE Kouklion | 0:1 | ||
| 1st(1st leg): 08/01/2014 13:00 | 2nd (2nd leg): 15/01/2014 15:00 | Winner: AE Kouklion | ||||
| 1st(1st leg) | Enosis Neon Paralimni | - | Ethnikos Achna | 0:0 | ||
| 2nd (2nd leg) | Ethnikos Achna | - | Enosis Neon Paralimni | 1:1 | ||
| 1st(1st leg): 08/01/2014 15:00 | 2nd (2nd leg): 29/01/2014 13:00 | Winner: Enosis Neon Paralimni | ||||
| 1st(1st leg) | Apollon Limassol | - | Nea Salamina | 1:0 | ||
| 2nd (2nd leg) | Nea Salamina | - | Apollon Limassol | 1:3 | ||
| 1st(1st leg): 08/01/2014 16:00 | 2nd (2nd leg): 22/01/2014 15:00 | Winner: Apollon Limassol | ||||
| 1st(1st leg) | APOEL Nikosia | - | AEL Limassol | 1:0 | ||
| 2nd (2nd leg) | AEL Limassol | - | APOEL Nikosia | 0:1 | ||
| 1st(1st leg): 08/01/2014 17:00 | 2nd (2nd leg): 22/01/2014 13:00 | Winner: APOEL Nikosia | ||||
| 1st(1st leg) | Omonia Nikosia | - | Aris Limassol | 1:0 | ||
| 2nd (2nd leg) | Aris Limassol | - | Omonia Nikosia | 1:1 | ||
| 1st(1st leg): 15/01/2014 16:00 | 2nd (2nd leg): 29/01/2014 15:00 | Winner: Omonia Nikosia | ||||
| 1st(1st leg) | Anorthosis Famagusta | - | AEK Larnaca | 1:1 | ||
| 2nd (2nd leg) | AEK Larnaca | - | Anorthosis Famagusta | 3:1 | ||
| 1st(1st leg): 15/01/2014 17:00 | 2nd (2nd leg): 29/01/2014 13:00 | Winner: AEK Larnaca | ||||
| 1st(1st leg) | Alki Larnaca | - | Onisilos Sotiras | 3:3 | ||
| 2nd (2nd leg) | Onisilos Sotiras | - | Alki Larnaca | 0:2 | ||
| 1st(1st leg): 22/01/2014 13:00 | 2nd (2nd leg): 29/01/2014 13:00 | Winner: Alki Larnaca | ||||
