| 2. Round | 21/03/2014 | PFC Beroe | - | Slavia Sofia | 1:0 | ||||
| 3. Round | 26/03/2014 | Lokomotiv Sofia | - | PFC Beroe | 0:0 |  |
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| 5. Round | 05/04/2014 | Lyubimetz 2007 | - | PFC Beroe | 0:4 | ||||
| 6. Round | 09/04/2014 | PFC Beroe | - | PFC Pirin Gotse Delchev | 2:1 | ||||
| 7. Round | 13/04/2014 | Neftochimik Burgas | - | PFC Beroe | 1:0 | ||||
| 11. Round | 04/05/2014 | PSFC Chernomorets | - | PFC Beroe | 0:5 | ||||
| 12. Round | 07/05/2014 | PFC Beroe | - | Lyubimetz 2007 | 4:1 |  |
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| 13. Round | 12/05/2014 | PFC Pirin Gotse Delchev | - | PFC Beroe | 1:2 | ||||
| 14. Round | 17/05/2014 | PFC Beroe | - | Neftochimik Burgas | 3:0 |
North Macedonia