| 1. Round | 16/03/2014 | Lokomotiv Sofia | - | PFC Pirin Gotse Delchev | 1:0 | ||||
| 2. Round | 22/03/2014 | PFC Pirin Gotse Delchev | - | PSFC Chernomorets | 1:2 |  |
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| 3. Round | 26/03/2014 | Lyubimetz 2007 | - | PFC Pirin Gotse Delchev | 1:2 | ||||
| 5. Round | 05/04/2014 | PFC Pirin Gotse Delchev | - | Neftochimik Burgas | 0:0 | ||||
| 6. Round | 09/04/2014 | PFC Beroe | - | PFC Pirin Gotse Delchev | 2:1 | |
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| 7. Round | 13/04/2014 | PFC Pirin Gotse Delchev | - | Slavia Sofia | 0:2 | ||||
| 8. Round | 19/04/2014 | PFC Pirin Gotse Delchev | - | Lokomotiv Sofia | 1:2 |  |
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| 10. Round | 30/04/2014 | PFC Pirin Gotse Delchev | - | Lyubimetz 2007 | 5:0 | ||||
| 12. Round | 07/05/2014 | Neftochimik Burgas | - | PFC Pirin Gotse Delchev | 2:1 | ||||
| 13. Round | 12/05/2014 | PFC Pirin Gotse Delchev | - | PFC Beroe | 1:2 | ||||
| 14. Round | 17/05/2014 | Slavia Sofia | - | PFC Pirin Gotse Delchev | 2:0 |
Bulgaria