Home History
| Bulgaria Third League | 2022/04/30 14:00 | Vihren Sandanski v Oborishte | L | 5-0 |
| Bulgaria Third League | 2022/04/20 14:00 | Oborishte v Pirin Gotse Delchev | W | 3-2 |
| Bulgaria Third League | 2022/04/16 14:00 | Septemvri Sofia II v Oborishte | W | 1-4 |
| Bulgaria Third League | 2022/03/23 13:00 | Belasitsa v Oborishte | L | 5-0 |
| Bulgaria Third League | 2022/03/16 13:00 | Chavdar Etropole v Oborishte | L | 1-0 |
| Bulgaria Third League | 2021/11/10 12:00 | Nadezhda Dobroslavci v Oborishte | D | 1-1 |
| Bulgaria Third League | 2021/11/06 12:00 | Oborishte v FK Bansko | D | 1-1 |
| Bulgaria Third League | 2021/10/06 13:00 | Pirin Gotse Delchev v Oborishte | L | 2-1 |
Away History
| Bulgaria Third League | 2022/04/20 14:00 | OFK Kostinbrod v FK Kyustendil | W | 0-5 |
| Bulgaria Third League | 2022/04/16 14:00 | FK Kyustendil v Nadezhda Dobroslavci | W | 3-0 |
| Bulgaria Third League | 2022/04/09 14:00 | FK Bansko v FK Kyustendil | D | 0-0 |
| Bulgaria Third League | 2022/03/23 13:00 | FK Kyustendil v PFC Pirin Blagoevgrad II | W | 2-0 |
| Bulgaria Third League | 2022/03/12 13:00 | Pirin Gotse Delchev v FK Kyustendil | L | 1-0 |
| Bulgaria Amateur Cup | 2021/11/17 12:00 | FK Kyustendil v FK Vitosha | L | 3-5 |
| Bulgaria Third League | 2021/10/06 13:00 | FK Kyustendil v OFK Kostinbrod | W | 3-2 |
| Bulgaria Third League | 2021/08/07 16:30 | FK Vitosha Bistrica v FK Kyustendil | D | 2-2 |