Once again City claimed a famous result in Europe, defeating IFK Gothenburg at the Cross. Hopes were high of another sustained challenge in the title race and for the second year the team finished runners-up, a full eleven points adrift of Shelbourne. Pat Morley equalled his own club record by hitting 20 league goals and at the end of it all Dave Barry announced his retirement. Former Shelbourne boss Colin Murphy was unveiled as his successor for the following season. Only the Munster Cup made its way to the City trophy cabinet, neighbours Cobh Ramblers beaten 5:0 in the decider.
Note 1: Bohemians qualified for the 2000–01 UEFA Cup and the LFA President’s Cup after reaching the 2000 FAI Cup Final.
League of Ireland Premier Division 1999-2000
|6||St. Patrick's Athletic||33||13||11||9||40||31||9||50|
|11||Sligo Rovers (R)||33||5||10||18||31||60||-29||25|
|12||Drogheda United (R)||33||4||11||18||21||53||-32||23|