# 2008–09 Bulgarian Cup

The 2008–09 Bulgarian Cup was the 27th official Bulgarian annual football tournament. The competition started on October 15, 2008 with the preliminary round and ended on May 26, 2009. The defending champions were Litex Lovech, who successfully defended their title against Pirin Blagoevgrad.

## Preliminary round

In this round entered 4 winners from the regional competitions as well as 3 teams from B Group (second level) decided by random draw. There should have been 4 teams selected from B Group, but since this year's league features only 31 team, 3 teams were chosen. The matches were played on 15 October 2008.
| Team 1 | Score | Team 2 |
| 15 October 2008 |||
| Slivnishki Geroy (III) | 3–0 | Akademik Sofia (II) |
| Brestnik 1948 (III) | 1–3 | Pirin Gotse Delchev (II) |
| Dorostol 2003 (III) | 1–2 (a.e.t.) | Chavdar Etropole (II) |
| Almus Bier (III) | bye | |
Note: Roman numerals in brackets denote the league tier the clubs participate in during the 2008–09 season.

## First round

In this round entered winners from the previous round together with the remaining 28 teams from B Group. The matches were played on 29 October 2008.
| Team 1 | Score | Team 2 |
| 29 October 2008 |||
| Etar-1924 | 1–3 | Pirin Blagoevgrad (1922) |
| Belite orli | 0–2 | Balkan Botevgrad |
| Slivnishki Geroy | 2–2 (a.e.t.) (2–4 p) | Pirin Gotse Delchev |
| Botev Krivodol | 1–0 | Beroe |
| Marek | 0–0 (a.e.t.) (4–5 p) | Minyor |
| Almus Bier | 0–3 | Vidima-Rakovski |
| Spartak Plovdiv | 1–0 | Dunav Ruse |
| Chavdar Etropole | 3–1 | Kom-Minyor |
| Sportist Svoge | 1–0 | Lokomotiv Stara Zagora |
| Svetkavitsa | 1–1 (a.e.t.) (4–5 p) | Montana |
| Lyubimetz 2007 | 2–1 (a.e.t.) | Svilengrad 1921 |
| Spartak Pleven | 0–2 | Chernomorets Balchik |
| Nesebar | 2–1 (a.e.t.) | Naftex |
| Chavdar | 2–0 | Rilski Sportist |
| Maritsa | 2–1 | Shumen |
| Rodopa Smolyan | 2–1 | Kaliakra Kavarna |

## Second round

This round featured winners from the first round and all 16 teams from A Group. The matches were played on 11, 12, 13 and 26 November 2008.
| Team 1 | Score | Team 2 |
| 11 November 2008 |||
| Lyubimetz 2007 | 1–2 | Vihren Sandanski |
| Minyor | 0–2 | OFC Sliven |
| 12 November 2008 |||
| Balkan Botevgrad | 1–0 | Lokomotiv Mezdra |
| Spartak Varna | 1–2 | Pirin Blagoevgrad (1931) |
| Vidima-Rakovski | 1–0 | Chavdar Etropole |
| Litex Lovech | 2–0 | Botev Plovdiv |
| CSKA Sofia | 2–1 (a.e.t.) | Lokomotiv Plovdiv |
| Chavdar | 1–2 | Spartak Plovdiv |
| Pirin Gotse Delchev | 3–0 | Belasitsa Petrich |
| Maritsa | 2–0 | Sportist Svoge |
| Nesebar | 1–0 (a.e.t.) | Chernomorets Balchik |
| Montana | 2–0 (a.e.t.) | Pirin Blagoevgrad (1922) |
| 13 November 2008 |||
| Botev Krivodol | 2–1 | Slavia Sofia |
| Rodopa Smolyan | 2–1 (a.e.t.) | Chernomorets Burgas |
| 26 November 2008 |||
| Lokomotiv Sofia | 1–2 (a.e.t.) | Levski Sofia |
| 3 December 2008 |||
| Minyor Pernik | 2–1 (a.e.t.) | Cherno More Varna |

## Third round

In this round entered winners from the second round. The matches were played on 7 December 2008.
| Team 1 | Score | Team 2 |
| 7 December 2008 |||
| Montana | 0–2 | Pirin Blagoevgrad (1931) |
| Spartak Plovdiv | 2–3 | Vihren Sandanski |
| Maritsa | 1–5 | Litex Lovech |
| Balkan Botevgrad | 0–5 | CSKA Sofia |
| Vidima-Rakovski | 0–3 | Minyor Pernik |
| Rodopa Smolyan | 1–3 | Botev Krivodol |
| Nesebar | 2–1 | Pirin Gotse Delchev |
| Levski Sofia | 2–1 (a.e.t.) | OFC Sliven |