| Tournament details | |
|---|---|
| Country | Bulgaria |
| Final positions | |
| Champions | CSKA Sofia(17th title) |
| Runners-up | Litex Lovech |
The1998–99 Bulgarian Cup was the 59th season of theBulgarian Cup.CSKA Sofia won the competition, beatingLitex Lovech 1–0 in the final at theStadion Balgarska Armia inSofia.[1]
In this round entered winners from the preliminary rounds together with the teams fromB Group.
| Team 1 | Score | Team 2 |
|---|---|---|
| 13 October 1998 | ||
| Vidima-Rakovski (II) | 2–0 | Olympic Slivnitsa (IV) |
| Kaliakra Kavarna (III) | 1–0 | Spartak Pleven (II) |
| Spartak-S'94 Plovdiv (III) | 1–0 | Antibiotik-Ludogorets Razgrad (II) |
| Strumska Slava Radomir (IV) | 3–1 | Cherno More Varna (II) |
| Loviko Suhindol (III) | 3–1 | Haskovo (II) |
| Dzhebel (IV) | 0–1 | Dimitrovgrad (II) |
| Rodopa Smolyan (III) | 1–0 | Olimpik Teteven (II) |
| Satelit Stara Zagora (IV) | 0–4 | Akademik Sofia (II) |
| Perun Kresna (IV) | 0–2 | Belasitsa Petrich (II) |
| Port Burgas (III) | 0–4 | Kremikovtsi (II) |
| Bdin Vidin (III) | 0–0 (a.e.t.) (3–4p) | Botev Vratsa (II) |
| Hebar Pazardzhik (III) | 0–1 | Etar Veliko Tarnovo (II) |
| Marek Dupnitsa (III) | 2–0 | Svetkavitsa (II) |
| Planinets Apriltsi (III) | 1–0 | Chernomorets Burgas (II) |
| Devnya (III) | 1–2 | Maritsa Plovdiv (II) |
| Yambol (IV) | 0–0 (a.e.t.) (2–3p) | Chardafon Gabrovo (II) |
This round featured winners from the First Round and all teams fromA Group.
| Team 1 | Score | Team 2 |
|---|---|---|
| 31 October 1998 | ||
| Etar Veliko Tarnovo (II) | 0–2 | CSKA Sofia (I) |
| Spartak-S'94 Plovdiv (III) | 0–2 | Lokomotiv Sofia (I) |
| Dimitrovgrad (II) | 0–2 | Slavia Sofia (I) |
| Kaliakra Kavarna (III) | 0–0 (a.e.t.) (3–5p) | Botev Plovdiv (I) |
| Metalurg Pernik (I) | 1–0 | Chardafon Gabrovo (II) |
| Rodopa Smolyan (III) | 1–3 | Litex Lovech (I) |
| Strumska Slava Radomir (IV) | 0–3 | Spartak Varna (I) |
| Loviko Suhindol (III) | 2–3 (a.e.t.) | Dobrudzha Dobrich (I) |
| Marek Dupnitsa (III) | 1–2 (a.e.t.) | Minyor Pernik (I) |
| Neftochimic Burgas (I) | 3–1 | Kremikovtsi (II) |
| Levski Sofia (I) | 4–0 | Belasitsa Petrich (II) |
| Pirin Blagoevgrad (I) | 2–1 | Akademik Sofia (II) |
| Planinets Apriltsi (III) | 1–1 (a.e.t.) (2–4p) | Septemvri Sofia (I) |
| Vidima-Rakovski (II) | 2–3 (a.e.t.) | Lokomotiv Plovdiv (I) |
| Botev Vratsa (II) | 1–5 | Shumen (I) |
| Maritsa Plovdiv (II) | 0–3 | Levski Kyustendil (I) |
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| 28 November / 9 December 1998 | ||||
| Lokomotiv Sofia (I) | 6–3 | Botev Plovdiv (I) | 4–2 | 2–1 |
| Levski Sofia (I) | 2–3 | Slavia Sofia (I) | 2–0 | 0–3 |
| CSKA Sofia (I) | 3–2 | Septemvri Sofia (I) | 2–0 | 1–2 |
| Pirin Blagoevgrad (I) | 5–3 | Neftochimic Burgas (I) | 3–0 | 2–3 |
| Shumen (I) | 2–8 | Spartak Varna (I) | 2–2 | 0–6 |
| Dobrudzha Dobrich (I) | 1–4 | Levski Kyustendil (I) | 1–2 | 0–2 |
| Lokomotiv Plovdiv (I) | 3–9 | Minyor Pernik (I) | 3–3 | 0–6 |
| Metalurg Pernik (I) | 1–4 | Litex Lovech (I) | 0–2 | 1–2 |
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| 10 March 1999 / 21 April 1999 | ||||
| CSKA Sofia (I) | 6–2 | Minyor Pernik (I) | 2–1 | 4–1 |
| Litex Lovech (I) | 1–1(4–2p) | Slavia Sofia (I) | 1–0 | 0–1 (a.e.t.) |
| Spartak Varna (I) | 3–4 | Levski Kyustendil (I) | 2–1 | 1–3 |
| Pirin Blagoevgrad (I) | 2–3 | Lokomotiv Sofia (I) | 0–1 | 2–2 |
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| 28 April 1999 / 12 May 1999 | ||||
| CSKA Sofia (I) | 3–2 | Levski Kyustendil (I) | 1–0 | 2–2 |
| Lokomotiv Sofia (I) | 0–1 | Litex Lovech (I) | 0–0 | 0–1 |
      Litex |     CSKA |
