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| 24.09.2019 | 15:00 | Botev Ihtiman | - | Cherno More Varna | 0:3 | |
| 15:00 | Kariana Erden | - | Tsarsko Selo Sofia | 3:0 | ||
| 17:30 | Lokomotiv Gorna Oryahovitsa | - | CSKA Sofia | 0:3 (0:1) | ||
| 25.09.2019 | 15:00 | FK Dobrudzha | - | Botev Vratsa | 0:4 (0:0) | |
| 15:00 | Minyor Pernik | - | Botev Plovdiv | 1:2 (1:1) | ||
| 15:00 | Spartak Varna | - | Levski Sofia | 1:5 (0:2) | ||
| 15:00 | Zagorets Nova Zagora | - | Slavia Sofia | 0:4 (0:2) | ||
| 18:00 | PFC Litex Lovech | - | PFC Montana | 3:0 (1:0) | ||
| 18:00 | Neftochimik Burgas | - | PFC Ludogorets Razgrad | 1:4 (1:0) | ||
| 26.09.2019 | 15:00 | Balkan Botevgrad | - | Lokomotiv Plovdiv | 0:3 (0:2) | |
| 15:00 | Hebar Pazardzhik | - | Arda Kardzhali | 0:2 (0:1) | ||
| 15:00 | OFK Pomorie | - | PFC Beroe | 0:2 (0:1) | ||
| 15:00 | Spartak Pleven | - | Septemvri Sofia | 3:4 (1:3) | ||
| 17:00 | Chernomorets Balchik | - | Vitosha Bistritsa | 0:4 (0:3) | ||
| 18:00 | Botev Galabovo | - | Etar Veliko Tarnovo | 2:1 (0:0) | ||
| 18:00 | CSKA 1948 Sofia | - | FC Dunav Ruse | 2:1 (1:1) |
