The 1999 Allan Cup was the Canadian senior ice hockey championship for the 1998–99 senior "AAA" season. The event was hosted by the Stony Plain Eagles in Stony Plain, Alberta. The 1999 tournament marked the 91st time that the Allan Cup has been awarded.
Round Robin
Powell River Regals 7 - Lloydminster Border Kings 1
Stony Plain Eagles 8 - London MacMaster Chevys 3
Powell River Regals 8 - London MacMaster Chevys 1
Lloydminster Border Kings 3 - Stony Plain Eagles 3
Lloydminster Border Kings 4 - London MacMaster Chevys 3
Stony Plain Eagles 5 - Powell River Regals 3Semi-final
Powell River Regals 5 - Lloydminster Border Kings 3Final
Stony Plain Eagles 6 - Powell River Regals 3