1. Round | 24/07/2021 | Botev Plovdiv | - | Pirin Blagoevgrad | 2:1 | ||||
4. Round | 13/08/2021 | Pirin Blagoevgrad | - | CSKA 1948 Sofia | 4:1 | ||||
5. Round | 22/08/2021 | CSKA Sofia | - | Pirin Blagoevgrad | 1:0 | ||||
6. Round | 29/08/2021 | Pirin Blagoevgrad | - | PFC Ludogorets Razgrad | 1:3 | ||||
7. Round | 10/09/2021 | Lokomotiv Sofia | - | Pirin Blagoevgrad | 2:1 |