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| Date | Match | Score |
|---|---|---|
| 14.03.2026 | Pirin Razlog - Kyustendil | 1 : 2 |
| 06.09.2025 | Kyustendil - Pirin Razlog | 1 : 0 |
| 17.05.2025 | Kyustendil - Pirin Razlog | 6 : 0 |
| 02.11.2024 | Pirin Razlog - Kyustendil | 2 : 3 |
| 01.05.2024 | Kyustendil - Pirin Razlog | 0 : 2 |
| 14.10.2023 | Pirin Razlog - Kyustendil | 1 : 4 |
| 29.10.2022 | Kyustendil - Pirin Razlog | 3 : 0 |
| 13.08.2022 | Pirin Razlog - Kyustendil | 0 : 4 |
| 26.02.2022 | Pirin Razlog - Kyustendil | 1 : 1 |
| 14.08.2021 | Kyustendil - Pirin Razlog | 1 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Kyustendil - Pirin Razlog | 0 - 0 | D |
| 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 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Kyustendil - Pirin Razlog | 0 - 0 | D |
| 05.09.2026 | Pirin Razlog - Septemvri Simitli | 1 - 1 | D |
| 29.08.2026 | Strumska Slava - Pirin Razlog | 3 - 0 | L |
| 22.08.2026 | Pirin Razlog - Oborishte | 2 - 4 | L |
| 15.08.2026 | Bansko - Pirin Razlog | 3 - 1 | L |