| ROUND | R1 | R2 | R3 | QF | SF | F | |
| l1 | l2 | ||||||
| Season archive |
| Wednesday, 4 September 2019 | ||||||
| r1 | Maritsa Plovdiv | 1-3 | Lokomotiv Gorna | |||
| 70 | Anastasov | 12 | Stefanov | |||
| 68 | Stefanov | |||||
| 86 | Hristov | |||||
| r1 | Minyor Pernik | 1-0 | Strumska Slava | |||
| 41 | Vasev | |||||
| r1 | Vihren | 0-2 | Botev Galabovo | |||
| 57 | Karadayi | |||||
| 84 | Karadayi | |||||
| r1 | Svetkavitsa | 1-4 | Spartak Pleven | |||
| 30 | Arsovski | 15 | Traykov | |||
| 28 | Todorov | |||||
| 75 | Ivanov | |||||
| 85 | Todorov | |||||
| r1 | Sozopol | 0-1 | Pomorie | |||
| 74 | Zhekov | |||||
| r1 | Hitrino | 1-2 | Kariana | aet | ||
| 91 | Vasilev | 57 | Khalil | |||
| 100 | Bastunov | |||||
| r1 | Lato Alekovo | 0-1 | Spartak Varna | |||
| 86 | Nikolov | |||||
| r1 | Varbitsa | 1-4 | Balchik | |||
| 46 | Argatov | 38 | Kaloyanov | |||
| 58 | Mihaylov | |||||
| 73 | Stefanov | |||||
| 81(og) | Kaziev | |||||
| Thursday, 5 September 2019 | ||||||
| r1 | Dobrudzha | 1-0 | Lokomotiv Sofia | |||
| 10 | Stoyanov | |||||
| r1 | Zagorets | 0-0 | Pirin Blagoevgrad | aet, p5-4 | ||
| r1 | Partizan Cherven Bryag | 1-4 | Hebar | |||
| 29 | Rusev | 21 | Marchev | |||
| 42 | Marchev | |||||
| 58 | Chavorski | |||||
| 89 | Hamdiev | |||||
| r1 | Drenovets | 1-2 | Litex | aet | ||
| 69 | Todorov | 9 | Zhivkov | |||
| 98(p) | Ivanov | |||||
| r1 | Suvorovo | 0-3 | CSKA 1948 | |||
| 30 | Gushterov | |||||
| 65(p) | Aleksandrov | |||||
| 83 | Klimentov | |||||
| Friday, 6 September 2019 | ||||||
| r1 | Sevlievo | 1-3 | Neftochimic | aet | ||
| 65 | Georgiev | 93(p) | Petkov | |||
| 103 | Chahov | |||||
| 118 | Chahov | |||||
| 2 | +2 | Hristo TODOROV (Spartak Pleven) |
| +2 | Veselin MARCHEV (Hebar) | |
| +2 | Tsvetan CHAHOV (Neftochimic) | |
| +2 | Kaloyan STEFANOV (Lokomotiv Gorna) | |
| +2 | Eray KARADAYI (Botev Galabovo) |