| Bulgaria Third League | 2023/08/12 15:00 | CSKA 1948 III v FK Kyustendil | W | 0-3 |
| Bulgaria Third League | 2024/02/17 12:00 | Balkan Botevgrad v FK Kyustendil | L | 4-1 |
| Bulgaria Third League | 2023/11/11 12:00 | FK Vitosha Bistrica v FK Kyustendil | L | 2-1 |
| Bulgaria Third League | 2023/10/26 13:00 | Slavia Sofia II v FK Kyustendil | W | 1-4 |
| Bulgaria Third League | 2023/10/14 13:00 | Pirin 2002 v FK Kyustendil | W | 2-4 |
| Bulgaria Third League | 2023/09/20 14:00 | FK Kyustendil v Vihren Sandanski | L | 1-2 |
| Bulgaria Third League | 2023/09/15 14:00 | Botev Ihtiman v FK Kyustendil | W | 1-2 |
| Bulgaria Cup | 2023/09/05 13:00 | FK Kyustendil v Dunav Ruse | L | 3-5 |
| Bulgaria Third League | 2023/09/02 14:00 | Septemvri Simitli v FK Kyustendil | D | 2-2 |
| Bulgaria Third League | 2024/02/14 12:00 | CSKA 1948 III v Minyor Pernik | L | 0-2 |
| Bulgaria Third League | 2024/02/10 12:00 | OFK Kostinbrod v CSKA 1948 III | W | 2-3 |
| Bulgaria Third League | 2023/11/18 12:00 | Septemvri Sofia II v CSKA 1948 III | L | 2-0 |
| Bulgaria Third League | 2023/11/11 12:00 | CSKA 1948 III v Slivnishki Geroy | L | 0-2 |
| Bulgaria Third League | 2023/11/08 12:00 | FK Hebar Pazarzhik II v CSKA 1948 III | L | 3-1 |
| Bulgaria Third League | 2023/11/03 12:00 | Vihren Sandanski v CSKA 1948 III | L | 1-0 |
| Bulgaria Third League | 2023/10/21 13:00 | CSKA 1948 III v PFC Levski Sofia II | L | 2-3 |
| Bulgaria Third League | 2023/10/04 13:00 | CSKA 1948 III v Pirin 2002 | D | 1-1 |