| Final played at Georgi Asparuhov stadium, Sofia. attendance: 10,000 | | date | time | team 1 | score | team 2 | HT | | 26.05.09 | 20:30 | Litex Lovech | 3-0 | Pirin Blag. Blagoevgrad | 1-0 | | 1-0 Niflore 20'; 2-0 Doka 72', 3-0 Bibishkov 86' |
| date | time | team 1 | score | team 2 | HT | | Wed 29.04.09 | 14:00 | Minyor Pernik | 0-1 | Litex Lovech | 0-0 | | Bibishkov 57' Minyor Stadium, Pernik. att.: 5,000. referee: Stanislav Todorov | | Wed 29.04.09 | 16:40 | Pirin Blag. Blagoevgrad | 1-0 | Levski Sofia | 0-0 | | 1-0 Peev 56' Hristo Botev Stadium, Blagoevgrad. att: 6,000, referee: Georgi Ignatov |
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| | | Full draw. Lower Level played at home. |
| date | time | team 1 | score | team 2 | HT | | Wed 04.03.09 | 14:30 | Nesebar | 1-5 | Litex Lovech | 1-1 | | 1-0 Hristov 15', 1-1 Popov 28'; 1-2 Doka 60', 1-3 Popov 71', 1-4 Bibishkov 75', 1-5 Cvetanov 77' | | Wed 04.03.09 | 14:30 | Botev Krivodol | 1-4 | Minyor Pernik | 0-2 | | played in Montana. 0-1 0-2 Hazurov 17' 33'; 0-3 JankoviÄÇ 63', 0-4 Rumenov 78', 1-4 Vladinov 87' | | Wed 04.03.09 | 14:00 | Vihren Sandanski | 0-2 | Levski Sofia | 0-2 | | played in Kyustendil. 0-1 G. Ivanov 12', 0-2 Tasevski 28' | | Wed 04.04.09 | 16:00 | CSKA Sofia | 1-1 | Pirin Blag. Blagoevgrad | 0-0 | | aet penalties 3-5 1-0 Marquinhos 58', 1-1 Spas Delev 70' | | Pirin Blagoevgrad: 0-1 Nakov, 1-2 Hazurov, 2-3 Peev, 3-4 Palankov, 3-5 Galchev | CSKA Sofia: 1-1 Todorov, 2-2 Saidhodzha, 3-3 Toshev, Marquinhos, --- |
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| | | Full draw. Lower Level played at home. |
| date | team 1 | score | team 2 | HT | | Sun 07.12.08 | Maritsa Plovdiv | 1-5 | Litex Lovech | | | Sun 07.12.08 | Nesebar | 2-1 | Pirin Gotse Delchev | | | Sun 07.12.08 | Vidima-Rakovski Sevlievo | 0-3 | Minyor Pernik | | | Sun 07.12.08 | Rodopa Smolyan | 1-3 | Botev Krivodol | | | Sun 07.12.08 | Spartak Plovdiv | 2-3 | Vihren Sandanski | | | Sun 07.12.08 | Levski Sofia | 2-1 | Sliven | aet | | Sun 07.12.08 | Balkan Botevgrad | 0-5 | CSKA Sofia | | | Sun 07.12.08 | Montana | 0-2 | Pirin Blag. Blagoevgrad | |
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| | | All 16 teams from A PFG 2009 entered. Matches played 11.11, 12.11, 13.11 and 26.11. | | Full draw. Lower Level played at home. |
| date | team 1 | score | team 2 | HT | | --.11.08 | Litex Lovech | 2-0 | Botev Plovdiv | | | --.11.08 | Maritsa Plovdiv | 2-0 | Sportist Svoge | | | --.11.08 | Nesebar | 1-0 | Chernomorets Balchik | aet | | --.11.08 | Pirin Gotse Delchev | 3-0 | Belasitsa Petrich | | | --.11.08 | Minyor Pernik | 2-1 | Cherno More Varna | aet | | --.11.08 | Vidima-Rakovski Sevlievo | 1-0 | Chavdar Etropole (III) | | | --.11.08 | Botev Krivodol | 2-1 | Slavia Sofia | | | --.11.08 | Rodopa Smolyan | 2-1 | Chernomorets Burgas | aet | | --.11.08 | Chavdar Byala Slatina | 1-2 | Spartak Plovdiv | | | --.11.08 | Lyubimetz 2007 | 1-2 | Vihren Sandanski | | | --.11.08 | Minyor Radnveo | 0-2 | Sliven | | | --.11.08 | Lokomotiv Sofia | 1-2 | Levski Sofia | aet | | --.11.08 | Balkan Botevgrad | 1-0 | Lokomotiv Mezdra | | | --.11.08 | CSKA Sofia | 2-1 | Lokomotiv Plovdiv | aet | | --.11.08 | Montana | 2-0 | Pirin Blagoevgrad | aet | | --.11.08 | Spartak Varna | 1-2 | Pirin Blag. Blagoevgrad | |
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| | | 12 teams from B PFG entered. |
| date | team 1 | score | team 2 | HT | 1/16 | | Wed 29.10.08 | Maritsa Plovdiv | 2âÀÓ1 | Shumen | | 2. | | Wed 29.10.08 | Sportist Svoge | 1âÀÓ0 | Lokomotiv Stara Zagora | | 2. | | Wed 29.10.08 | Nesebar | 2âÀÓ1 | Naftex Burgas | | 3. | | Wed 29.10.08 | Spartak Pleven | 0âÀÓ2 | Chernomorets Balchik | | 3. | | Wed 29.10.08 | Slivnishki Geroy Sliv. (III) | 2âÀÓ2 | Pirin Gotse Delchev | 2-4pen. | 4. | | Wed 29.10.08 | Almus Bier (III) | 0âÀÓ3 | Vidima-Rakovski Sevlievo | | 6. | | Wed 29.10.08 | Chavdar Etropole (III) | 3âÀÓ1 | Kom-Minyor Berkovitsa | | 6. | | Wed 29.10.08 | Botev Krivodol | 1âÀÓ0 | Beroe Stara Zagora | | 7. | | Wed 29.10.08 | Rodopa Smolyan | 2âÀÓ1 | Kaliakra Kavarna | | 8. | | Wed 29.10.08 | Spartak Plovdiv | 1âÀÓ0 | Dunav Ruse | | 9. | | Wed 29.10.08 | Chavdar Byala Slatina | 2âÀÓ0 | Rilski Sportist Samokov | | 9. | | Wed 29.10.08 | Lyubimetz 2007 | 2âÀÓ1 | Svilengrad 1921 | | 10. | | Wed 29.10.08 | Marek Dupnitsa | 0âÀÓ0 | Minyor Radnevo | 4-5pen. | 11. | | Wed 29.10.08 | Belite orli Pleven | 0âÀÓ2 | Balkan Botevgrad | | 13. | | Wed 29.10.08 | Etar-1924 Veliko Tarnovo | 1âÀÓ3 | Pirin Blagoevgrad | | 15. | | Wed 29.10.08 | Svetkavitsa | 1âÀÓ1 | Montana | 4-5pen. | 15. |
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| | | 4 Level III and 3 Level II teams. |
| date | team 1 | score | team 2 | HT | R1 | | Wed 15.10.08 | Slivnishki Geroy Sliv. (III) | 3âÀÓ0 | Akademik Sofia | | 5. | | Wed 29.10.08 | Brestnik 1948 | 1âÀÓ3 | Pirin Gotse Delchev | | 5. | | Wed 15.10.08 | Almus Bier (III) | bye - Round 1 - match 6. | | Wed 15.10.08 | Dorostol Silistra | 1-2 | Chavdar Etropole | aet | 7. |
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