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| 21.09.2021 | 14:45 | FK Rozova Dolina | - | PFC Beroe | 0:6 (0:3) | |
| 15:00 | FC Yambol 1915 | - | Arda Kardzhali | 0:3 (0:1) | ||
| 15:00 | Rodopa Smolian | - | Lokomotiv Plovdiv | 0:4 (0:3) | ||
| 15:00 | FK Krumovgrad | - | Tsarsko Selo Sofia | 1:0 (0:0, 0:0, 1:0) ap | ||
| 17:00 | PFC Montana | - | CSKA 1948 Sofia | 1:0 (0:0) | ||
| 17:45 | Etar Veliko Tarnovo | - | Botev Plovdiv | 1:0 (0:0, 0:0) ap | ||
| 22.09.2021 | 12:00 | Marek Dupnitza | - | Levski Sofia | 0:2 (0:2) | |
| 15:00 | PFC Bansko | - | Pirin Blagoevgrad | 1:2 (1:1) | ||
| 15:00 | FK Sportist Svoge | - | Septemvri Sofia | 0:1 (0:0) | ||
| 15:00 | Septemvri Tervel | - | FK Septemvri Simitli | 0:1 (0:0) | ||
| 17:00 | CSKA Sofia | - | Hebar Pazardzhik | 3:0 (3:0) | ||
| 23.09.2021 | 12:00 | Minyor Pernik | - | Cherno More Varna | 0:2 (0:2) | |
| 15:00 | Spartak Varna | - | PFC Ludogorets Razgrad | 0:1 (0:1) | ||
| 15:00 | Maritsa Plovdiv | - | Slavia Sofia | 1:3 (1:0) | ||
| 18:00 | Lokomotiv Gorna Oryahovitsa | - | Botev Vratsa | 3:2 (2:0) | ||
| 08.10.2021 | 14:00 | Levski Lom | - | Lokomotiv Sofia | 0:1 (0:1) |
