Home History
| 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 |
| Europe Friendlies | 2021/01/30 12:00 | Septemvri Simitli v FK Kyustendil | W | 1-2 |
Away History
| Bulgaria Cup | 2021/09/07 14:00 | FK Vitosha v FC Hebar Pazardzhik | L | 1-4 |
| Bulgaria Cup | 2021/08/11 15:30 | Vitosha Dolna Dikanya v FK Vitosha | W | 0-5 |
| Bulgaria Second League | 2021/05/08 14:00 | Kariana Erden v FK Vitosha | W | 0-3 |
| Bulgaria B PFG | 2020/09/26 15:00 | FK Vitosha v Lokomotiv Gorna Oryahovitsa | L | 0-1 |
| Bulgaria B PFG | 2020/09/19 14:00 | Sportist Svoge v FK Vitosha | D | 1-1 |
| Bulgaria B PFG | 2020/09/13 15:00 | FK Vitosha v Ludogorets Razgrad II | L | 0-3 |
| Europe Friendlies | 2020/09/05 08:00 | Levski Sofia v FK Vitosha | D | 1-1 |
| Bulgaria B PFG | 2020/08/29 16:00 | FK Sozopol v FK Vitosha | D | 0-0 |