Home History
| Bulgaria Third League | 2021/10/06 13:00 | Pirin Gotse Delchev v Oborishte | W | 2-1 |
| Bulgaria Amateur Cup | 2021/09/15 13:00 | Bansko v Pirin Gotse Delchev | L | 3-1 |
| Bulgaria Third League | 2021/08/07 15:00 | Septemvri Sofia II v Pirin Gotse Delchev | D | 2-2 |
| Ευρώπη - Φιλικά | 2021/07/14 15:00 | Σεπτέμβρι Σιμίτλι v Pirin Gotse Delchev | L | 2-0 |
| Υπόλοιπος Κόσμος - Φιλικά | 2021/07/09 15:00 | Σλάβιας Σόφιας v Pirin Gotse Delchev | L | 4-0 |
| Bulgaria Third League | 2021/05/15 15:00 | Levski Chepintsi v Pirin Gotse Delchev | L | 1-0 |
| Bulgaria Third League | 2021/05/12 15:00 | Pirin Gotse Delchev v Granit Vladaya | W | 3-1 |
| Bulgaria Third League | 2021/05/08 15:00 | FK Bansko v Pirin Gotse Delchev | L | 1-0 |
Away History
| Bulgaria Amateur Cup | 2021/11/17 12:00 | FK Kyustendil v FK Βίτοσα | 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 |
| Bulgaria Third League | 2021/05/15 15:00 | FK Kyustendil v Chavdar Etropole | W | 2-0 |
| Bulgaria Third League | 2021/05/12 15:00 | Rilski Sportist v FK Kyustendil | W | 0-1 |
| Bulgaria Third League | 2021/04/28 13:00 | FK Velbazhd v FK Kyustendil | W | 0-3 |
| Bulgaria Third League | 2021/03/20 13:00 | FK Kyustendil v Belasitsa | D | 1-1 |
| Bulgaria Third League | 2021/02/27 12:00 | FK Kyustendil v Levski Chepintsi | W | 2-1 |