The 1999 CPSL League Cup was the 2nd edition of the Canadian Professional Soccer League's league cup tournament running from July through late September. Toronto Olympians successfully defended their league cup title after defeating Toronto Croatia 3–0 at Centennial Park Stadium in Toronto, Ontario, which resulted in the establishment of their league cup dynasty.

Format The format used in the competition was the traditional group stage with the two top clubs advancing to the semi-finals.

Group stage

Group A TeamPldWDLGFGAGDPtsStatusToronto Olympians6600307+2318Advanced to the semi-final Oshawa Flames63121112−110York Region Shooters61231417−35North York Astros6015928−191

Group B TeamPldWDLGFGAGDPtsStatusToronto Croatia641183+513Advanced to the semi-final St. Catharines Roma Wolves6402119+212London City SC613278−16Glen Shields Sun Devils6024814−62

Semi-finals

Toronto won 6–2 on aggregate.

Toronto won 2–0 on aggregate.

Final

GK 1 George Azcurra RB 2 Daniel PilasCB 4 Domagoj Sain CB 3 Ivica SolaLB 20 Anton Granic RM 7 Robert Fran CM 16 Anton Musa CM 8 Czeslaw Zajac LM 10 Tomislav Granic (c)ST 9 Andy Madeiros ST 17 Denny Draganic Substitutes: 18 Ivica Jelic 21 Nikola Marketic 22 Robert Madekic 5 Frane Sain 23 Alen Majstorovic 10 Franjo Ljubanovic 19 Josip Draganic Manager: Bruno Pilas GK 1 Brian Bowes RB 8 Bayete SmithCB 6 Peyvand Mossavat CB 4 Ian Cardey LB 5 Tony Marshall RM 20 Danny Ziannis (c)CM 9 Elvis ThomasCM 17 Chris Handsor LM 7 Daryl Holmes ST 3 Phil Caporella ST 23 Eddy Berdusco Substitutes:GK 22 Tom Bianci DF 12 Louie Ouroutzaglou DF 15 Louie Katsavrias MF 16 Ron Belfon MF 13 Danny Sanna FW 10 John Matas FW 11 Gus Kouzmanis Manager: David Gee

Assistant referees: Zoran Krisco Neil Scofield Fourth official: Norma Clarke

References