| 1. Round | 20/07/2013 | PFC Pirin Gotse Delchev | - | Lokomotiv Sofia | 2:2 |  |
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| 3. Round | 04/08/2013 | PFC Pirin Gotse Delchev | - | Levski Sofia | 0:2 | ||||
| 4. Round | 10/08/2013 | PFC Pirin Gotse Delchev | - | PFC Litex Lovech | 1:5 | ||||
| 5. Round | 17/08/2013 | Lyubimetz 2007 | - | PFC Pirin Gotse Delchev | 1:0 | ||||
| 7. Round | 31/08/2013 | Slavia Sofia | - | PFC Pirin Gotse Delchev | 3:0 |  |
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| 24. Round | 21/02/2014 | PFC Pirin Gotse Delchev | - | Cherno More Varna | 1:0 | |
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| 25. Round | 02/03/2014 | PFC Ludogorets Razgrad | - | PFC Pirin Gotse Delchev | 5:0 | ||||
| 26. Round | 09/03/2014 | PFC Pirin Gotse Delchev | - | Neftochimik Burgas | 3:2 |
Bulgaria