| Final at Hristo Botev stadium, Plovdiv. Attendance: 18,000. | | date | time | team 1 | score | team 2 | HT | | Wed 31.05.00 | 18:00 | Levski Sofia | 2-0 | Neftohimik Burgas | 0-0 | | 1-0 Georgi Ivanov 87' 2-0 Biser Ivanov 90+2'. Refree: Anton Genov. |
| dates | team 1 | leg 1 | leg 2 | team 2 | HT1 | HT2 | aggr. | | 18.04,05.04 | Levski Sofia | 6-1 | 0-1 | Velbazhd Kyustendil | --- | --- | 6-2 | | 18.04,05.04 | Chernomorets Burgas | 1-3 | 2-2 | Neftohimik Burgas | --- | --- | 3-5 |
| dates | team 1 | leg 1 | leg 2 | team 2 | HT1 | HT2 | aggr. | | 22.03,05.04 | CSKA Sofia | 0-1 | 1-3 | Levski Sofia | --- | --- | 1-4 | | 22.03,05.04 | Lokomotiv Sofia | 3-1 | 0-2 | Velbazhd Kyustendil | --- | --- | 3-3 AGR | | 22.03,05.04 | Shumen | 5-1 | 0-6 | Chernomorets Burgas | --- | --- | 5-7 | | 22.03,05.04 | Neftohimik Burgas | 1-1 | 3-0 | Botev Plovdiv | --- | --- | 4-1 |
| dates | team 1 | leg 1 | leg 2 | team 2 | HT1 | HT2 | aggr. | | 10.11,08.12 | Levski Sofia | 2-0 | 1-3 | Lovech | --- | --- | 3-3 AGR | | 10.11,08.12 | Slavia Sofia | 1-1 | 1-2 | CSKA Sofia | --- | --- | 2-3 | | 10.11,08.12 | Velbazhd Kyustendil | 3-0 | 3-4 | Spartak Varna | --- | --- | 6-4 | | 10.11,08.12 | Lokomotiv Sofia | 4-1 | 0-1 | Belasitsa Petrich | --- | --- | 4-2 | | 10.11,08.12 | Dobrudzha Dobrich | 2-1 | 0-4 | Shumen | --- | --- | 2-5 | | 10.11,08.12 | Cherno More Varna | 1-2 | 0-2 | Chernomorets Burgas | --- | --- | 1-4 | | 10.11,08.12 | Botev Plovdiv | 2-0 | 1-3 | Minyor Pernik | --- | --- | 3-3 AGR | | 10.11,08.12 | Neftohimik Burgas | 3-0 | 4-1 | Olympic-Beroe Stara Zagora | --- | --- | 7-1 |
| dates | team 1 | score | team 2 | HT | | | Wed 27.10.99 | Iskar Sofia | 2-4 | Levski Sofia | --- | | | Wed 27.10.99 | Lovech | 3-1 | Septemvri Sofia | --- | | | Wed 27.10.99 | Vents Orechets | 0-4 | CSKA Sofia | --- | | | Wed 27.10.99 | Slavia Sofia | 3-0 | Kremikovtsi | --- | | | Wed 27.10.99 | Velbazhd Kyustendil | 1-0 | Dunav Ruse | --- | | | Wed 27.10.99 | Golemi Vrag Dolna Sekirna | 1-6 | Spartak Varna | --- | | | Wed 27.10.99 | Vidima-Rakovski Sevlievo | 1-1 | Lokomotiv Sofia | --- | 3-4p | | Wed 27.10.99 | Belasitsa Petrich | 1-0 | Lokomotiv Plovdiv | --- | | | Wed 27.10.99 | Dobrudzha Dobrich | 10-0 | Haskovo | --- | | | Wed 27.10.99 | Iskar German | 0-0 | Shumen | --- | 7-8 | | Wed 27.10.99 | Cherno More Varna | 2-0 | Pirin Blagoevgrad | --- | | | Wed 27.10.99 | Maritsa $Plovdiv | 1-2 | Chernomorets Burgas | --- | aet | | Wed 27.10.99 | Botev Vratsa | 1-2 | Minyor Pernik | --- | | | Wed 27.10.99 | Yunak Shumen | 1-4 | Botev Plovdiv | --- | | | Wed 27.10.99 | Spartak Pleven | 0-2 | Olympic-Beroe Stara Zagora | --- | | | Wed 27.10.99 | Spartak Plovdiv | 0-2 | Neftohimik Burgas | --- | |
| dates | team 1 | score | team 2 | HT | | | Wed 13.10.99 | Levski'96 Glavinitsa | 0-1 | Fairplay Varna | --- | | | Wed 13.10.99 | Rodopa Smolyan | 5-0 | Dimitrovgrad | --- | | | Wed 13.10.99 | Varchets | 0-0 | Svoboda s.Milkovitsa | --- | 4-3p | | Wed 13.10.99 | Golemi Vrag Dolna Sekirna | 1-0 | Septemvri Simitli | --- | | | Wed 13.10.99 | Botev Galabovo | 1-0 | Sliven | --- | | | Wed 13.10.99 | Arda Kardzhali | 0-2 | Slanchev Bryag Nesebar | --- | | | Wed 13.10.99 | Pavlikeni | 0-0 | Haskovo | --- | | | Wed 13.10.99 | Iskar German | 0-0 | Antibiotik Razgrad | --- | | | Wed 13.10.99 | Kaliakra Kavarna | 1-1 | Cherno More Varna | --- | | | Wed 13.10.99 | Marek Dupnitsa | 1-4 | Maritsa $Plovdiv | --- | | | Wed 13.10.99 | Vihar Vetren | 0-7 | Botev Vratsa | --- | | | Wed 13.10.99 | Yunak Shumen | 1-1 | Etar Veliko Tarnovo | --- | | | Wed 13.10.99 | Planinents Apriltsi | 1-3 | Spartak Pleven | --- | | | Wed 13.10.99 | Spartak Plovdiv | 3-1 | Svetkavitsa Targoviste | --- | |
| dates | team 1 | score | team 2 | HT | | | Wed 29.09.99 | Benkovski Byala | 1-2 | Iskar Sofia | --- | | | Wed 29.09.99 | Fairplay Varna | 1-2 | Septemvri Sofia | --- | | | Wed 29.09.99 | Vents Orechets | 1-0 | Metalurg Radomir | --- | | | Wed 29.09.99 | Rodopa Smolyan | 0-0 | Kremikovtsi | --- | 5-6p | | Wed 29.09.99 | Varchets | 0-2 | Dunav Ruse | --- | | | Wed 29.09.99 | Golemi Vrag Dolna Sekirna | 0-0 | Beroe 2000 Stara Zagora | --- | 6-5p | | Wed 29.09.99 | Botev Galabovo | 1-2 | Vidima-Rakovski Sevlievo | --- | | | Wed 29.09.99 | Slanchev Bryag Nesebar | 1-2 | Lokomotiv Plovdiv | --- | aet | | Wed 29.09.99 | Dunav Selanovtsi | 2-5 | Pavlikeni | --- | | | Wed 29.09.99 | Yunak Shumen | 6-2 | Levski Omurtag | --- | | | Wed 29.09.99 | Planinents Apriltsi | 8-1 | Lokomotiv Dryanovo | --- | | | Wed 29.09.99 | Yambol'97 | 1-2 | Spartak Plovdiv | --- | |
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| Neftohimic Burgas played in Europe_Cups Men UEFA 2001 and was eliminated in Round 1 by Lokomotiv Moskva. | | Levski Sofia was Champion of A grupa 2000, Neftohimic Burgas was 4th. |
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