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| Date | Match | Score |
|---|---|---|
| 18.10.2025 | Septemvri Sofia II - Kyustendil | 0 : 0 |
| 08.03.2025 | Kyustendil - Septemvri Sofia II | 1 : 1 |
| 14.08.2024 | Septemvri Sofia II - Kyustendil | 1 : 2 |
| 06.03.2024 | Kyustendil - Septemvri Sofia II | 2 : 1 |
| 19.08.2023 | Septemvri Sofia II - Kyustendil | 1 : 0 |
| 05.03.2022 | Kyustendil - Septemvri Sofia II | 6 : 2 |
| 18.08.2021 | Septemvri Sofia II - Kyustendil | 0 : 0 |
| Date | Match | Score | Res |
|---|---|---|---|
| 05.09.2026 | Natsional Sofia - Kyustendil | 1 - 1 | D |
| 29.08.2026 | Kyustendil - Chavdar Etropole | 3 - 1 | W |
| 22.08.2026 | CSKA Sofia III - Kyustendil | 1 - 1 | D |
| 15.08.2026 | Kyustendil - Balkan Botevgrad | 0 - 1 | L |
| 08.08.2026 | Kostinbrod - Kyustendil | 3 - 1 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 05.09.2026 | Kostinbrod - Septemvri Sofia II | 1 - 3 | W |
| 29.08.2026 | Septemvri Sofia II - Slivnishki geroy | 1 - 2 | L |
| 22.08.2026 | Belasitsa - Septemvri Sofia II | 2 - 1 | L |
| 15.08.2026 | Levski Sofia II - Septemvri Sofia II | 1 - 1 | D |
| 08.08.2026 | Septemvri Sofia II - Slavia Sofia II | 1 - 0 | W |