| Bulgaria Third League | 2022/04/20 14:00 | OFK Kostinbrod v FK Kyustendil | L | 0-5 |
| Bulgaria Third League | 2021/10/06 13:00 | FK Kyustendil v OFK Kostinbrod | L | 3-2 |
| Bulgaria Third League | 2024/05/29 15:00 | Septemvri Sofia II v OFK Kostinbrod | L | 3-0 |
| Bulgaria Third League | 2024/04/20 12:00 | PFC Levski Sofia II v OFK Kostinbrod | W | 0-1 |
| Bulgaria Third League | 2024/04/10 14:00 | OFK Kostinbrod v Slavia Sofia II | W | 1-0 |
| Bulgaria Third League | 2024/03/31 12:00 | CSKA Sofia II v OFK Kostinbrod | L | 4-1 |
| Bulgaria Third League | 2024/03/06 13:00 | FK Hebar Pazarzhik II v OFK Kostinbrod | W | 0-2 |
| Bulgaria Third League | 2024/02/10 12:00 | OFK Kostinbrod v CSKA 1948 III | L | 2-3 |
| Bulgaria Third League | 2023/11/25 12:00 | OFK Kostinbrod v FK Bansko | L | 1-3 |
| Bulgaria Third League | 2023/11/11 12:00 | OFK Kostinbrod v Septemvri Simitli | W | 3-1 |
| Bulgaria Third League | 2024/05/25 15:00 | FK Kyustendil v FK Vitosha Bistrica | L | 2-3 |
| Bulgaria Third League | 2024/05/18 15:00 | CSKA Sofia II v FK Kyustendil | L | 3-0 |
| Bulgaria Third League | 2024/05/08 15:00 | Oborishte v FK Kyustendil | L | 4-0 |
| Bulgaria Third League | 2024/04/13 13:00 | Rilski Sportist v FK Kyustendil | D | 1-1 |
| Bulgaria Amateur Cup | 2024/03/27 13:00 | FK Kyustendil v Vihren Sandanski | L | 4-5 |
| Bulgaria Third League | 2024/03/09 13:00 | Minyor Pernik v FK Kyustendil | D | 0-0 |
| Bulgaria Third League | 2024/03/06 13:00 | FK Kyustendil v Septemvri Sofia II | W | 2-1 |
| Bulgaria Third League | 2024/02/24 12:00 | FK Kyustendil v CSKA 1948 III | D | 0-0 |