Home History
| Bulgaria Third League | 2021/05/08 15:00 | Levski Chepintsi v Rilski Sportist | D | 1-1 |
| Bulgaria Third League | 2021/04/28 13:00 | Rilski Sportist v Granit Vladaya | W | 2-0 |
| Bulgaria Third League | 2021/04/24 13:00 | FK Bansko v Rilski Sportist | L | 2-0 |
| Bulgaria Third League | 2021/04/21 14:00 | FK Velbazhd v Rilski Sportist | D | 1-1 |
| Bulgaria Third League | 2021/04/14 14:00 | Rilski Sportist v Perun Kresna | W | 2-0 |
| Bulgaria Third League | 2021/04/07 13:00 | Rilski Sportist v Marek Dupnitsa | L | 0-2 |
| Bulgaria Third League | 2021/03/31 13:00 | Rilski Sportist v Pirin 2002 | D | 1-1 |
| Bulgaria Third League | 2021/02/27 12:00 | Slivnishki Geroy v Rilski Sportist | L | 1-0 |
Away History
| 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 |
| Europe Friendlies | 2021/01/30 12:00 | Septemvri Simitli v FK Kyustendil | W | 1-2 |
| Bulgaria Third League | 2020/11/14 12:00 | Chavdar Etropole v FK Kyustendil | L | 1-0 |
| Bulgaria Third League | 2020/10/17 13:00 | Nadezhda Dobroslavci v FK Kyustendil | W | 0-2 |
| Bulgaria Amateur Cup | 2020/09/23 14:00 | Marek Dupnitsa v FK Kyustendil | L | 3-0 |
| Bulgaria Third League | 2020/09/19 14:00 | Pirin 2002 v FK Kyustendil | W | 0-3 |