# 1999–2000 Bulgarian Cup

The 1999–2000 Bulgarian Cup was the 60th season of the Bulgarian Cup. Levski Sofia won the competition, beating Neftochimic Burgas 2–0 in the final at the Stadion Hristo Botev in Plovdiv.

## First round

In this round entered winners from the preliminary rounds together with the teams from B Group.
| Team 1 | Score | Team 2 |
| 13 October 1999 |||
| Golemi vrah (III) | 0–0 (a.e.t.) (6–5 p) | Beroe 2000 (II) |
| Botev Galabovo (III) | 1–2 | Vidima-Rakovski (II) |
| Pavlikeni (III) | 0–0 (a.e.t.) (5–6 p) | Haskovo (II) |
| Planinets Apriltsi (III) | 1–3 | Spartak Pleven (II) |
| Slanchev Bryag Nesebar (III) | 1–2 (a.e.t.) | Lokomotiv Plovdiv (II) |
| Fearplay Varna (III) | 1–2 | Septemvri Sofia (II) |
| Varshets (IV) | 0–2 | Dunav Ruse (II) |
| Iskar German (IV) | 0–0 (a.e.t.) (4–2 p) | Antibiotik-Ludogorets Razgrad (II) |
| Kaliakra Kavarna (III) | 1–1 (a.e.t.) (4–5 p) | Cherno More Varna (II) |
| Venets Oreshets (IV) | 1–0 | Metalurg Radomir (II) |
| Rodopa Smolyan (III) | 0–0 (a.e.t.) (5–6 p) | Kremikovtsi (II) |
| Vihar Vetren (IV) | 0–7 | Botev Vratsa (II) |
| Benkovski Byala (III) | 1–2 | Iskar Sofia (II) |
| Spartak-S'94 Plovdiv (III) | 3–1 | Svetkavitsa (II) |
| Yunak Shumen (III) | 1–1 (a.e.t.) (5–3 p) | Etar Veliko Tarnovo (II) |
| Marek Dupnitsa (III) | 1–4 | Maritsa Plovdiv (II) |

## Second round

This round featured winners from the First Round and all teams from A Group.
| Team 1 | Score | Team 2 |
| 27 October 1999 |||
| Iskar Sofia (II) | 2–4 | Levski Sofia (I) |
| Venets Oreshets (IV) | 0–4 | CSKA Sofia (I) |
| Lovech (I) | 3–1 | Septemvri Sofia (II) |
| Belasitsa Petrich (I) | 1–0 | Lokomotiv Plovdiv (II) |
| Dobrudzha Dobrich (I) | 10–0 | Haskovo (II) |
| Velbazhd Kyustendil (I) | 1–0 | Dunav Ruse (II) |
| Slavia Sofia (I) | 3–0 | Kremikovtsi (II) |
| Maritsa Plovdiv (II) | 1–2 (a.e.t.) | Chernomorets Burgas (I) |
| Botev Vratsa (II) | 1–2 | Minyor Pernik (I) |
| Spartak Pleven (II) | 1–2 | Olimpik-Beroe (I) |
| Golemi vrah (III) | 1–6 | Spartak Varna (I) |
| Vidima-Rakovski (II) | 0–0 (a.e.t.) (3–4 p) | Lokomotiv Sofia (I) |
| Cherno More Varna (II) | 2–0 | Pirin Blagoevgrad (I) |
| Yunak Shumen (III) | 1–4 | Botev Plovdiv (I) |
| Iskar German (IV) | 0–0 (a.e.t.) (7–8 p) | Shumen (I) |
| Spartak-S'94 Plovdiv (III) | 0–2 | Neftochimic Burgas (I) |

## Third round

| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
| 10–11 November / 8 December 1999 |||||
| Levski Sofia (I) | 3–3 (a) | Lovech (I) | 2–0 | 1–3 |
| Cherno More Varna (II) | 1–4 | Chernomorets Burgas (I) | 0–2 | 1–2 |
| Neftochimic Burgas (I) | 7–1 | Olimpik-Beroe (I) | 3–0 | 4–1 |
| Lokomotiv Sofia (I) | 4–2 | Belasitsa Petrich (I) | 4–1 | 0–1 |
| Velbazhd Kyustendil (I) | 6–4 | Spartak Varna (I) | 3–0 | 3–4 |
| Botev Plovdiv (I) | 4–1 | Minyor Pernik (I) | 2–0 | 2–1 |
| Dobrudzha Dobrich (I) | 2–4 | Shumen (I) | 2–1 | 0–4 |
| Slavia Sofia (I) | 2–3 | CSKA Sofia (I) | 1–2 | 1–1 |

## Quarter-finals

| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
| 22 March 2000 / 5 April 2000 |||||
| CSKA Sofia (I) | 1–4 | Levski Sofia (I) | 0–1 | 1–3 |
| Lokomotiv Sofia (I) | 3–3 (a) | Velbazhd Kyustendil (I) | 3–1 | 0–2 |
| Shumen (I) | 5–7 | Chernomorets Burgas (I) | 5–1 | 0–6 |
| Neftochimic Burgas (I) | 4–1 | Botev Plovdiv (I) | 3–0 | 1–1 |

## Semi-finals

| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
| 18 April 2000 / 1 May 2000 |||||
| Levski Sofia (I) | 6–2 | Velbazhd Kyustendil (I) | 6–1 | 0–1 |
| Chernomorets Burgas (I) | 3–5 | Neftochimic Burgas (I) | 2–2 | 1–3 |

## Final
### Details

| Neftochimic | Levski |