The 1998–99 Bulgarian Cup was the 59th season of the Bulgarian Cup. CSKA Sofia won the competition, beating Litex Lovech 1–0 in the final at the Stadion Balgarska Armia in Sofia.

First round In this round entered winners from the preliminary rounds together with the teams from B Group.

!colspan=3 style="background-color:#D0F0C0;" |13 October 1998

Second round This round featured winners from the First Round and all teams from A Group.

!colspan=3 style="background-color:#D0F0C0;" |31 October 1998

Third round

!colspan=5 style="background-color:#D0F0C0;" |28 November / 9 December 1998

Quarter-finals

!colspan=5 style="background-color:#D0F0C0;" |10 March 1999 / 21 April 1999

Semi-finals

!colspan=5 style="background-color:#D0F0C0;" |28 April 1999 / 12 May 1999

Final

Details

References