The 1999–2000 OHL season was the 20th season of the Ontario Hockey League. The season was the first to award a point for an overtime loss. Twenty teams each played 68 games. The Barrie Colts won the J. Ross Robertson Cup, defeating the Plymouth Whalers.

Regular season

Final standings

Note: DIV = Division; GP = Games played; W = Wins; L = Losses; T = Ties; OTL = Overtime losses; GF = Goals for; GA = Goals against; PTS = Points; x = clinched playoff berth; y = clinched division title; z = clinched conference title

Eastern conference

Western conference

Scoring leaders

Note: GP = Games played; G = Goals; A = Assists; Pts = Points; PIM = Penalty minutes

Leading goaltenders

Note: GP = Games played; Mins = Minutes played; W = Wins; L = Losses: OTL = Overtime losses; SL = Shootout losses; GA = Goals Allowed; SO = Shutouts; GAA = Goals against average

Playoffs

Conference quarterfinals

Eastern conference quarterfinals

(1) Barrie Colts vs. (8) North Bay Centennials

(2) Ottawa 67's vs. (7) Oshawa Generals

(3) Belleville Bulls vs. (6) Peterborough Petes

(4) Sudbury Wolves vs. (5) Kingston Frontenacs

Western conference quarterfinals

(1) Plymouth Whalers vs. (8) Guelph Storm

(2) Erie Otters vs. (7) Brampton Battalion

(3) Sault Ste. Marie Greyhounds vs. (6) Kitchener Rangers

(4) Sarnia Sting vs. (5) Windsor Spitfires

Conference semifinals

Eastern conference semifinals

(1) Barrie Colts vs. (4) Sudbury Wolves

(2) Ottawa 67's vs. (3) Belleville Bulls

Western conference semifinals

(1) Plymouth Whalers vs. (5) Windsor Spitfires

(2) Erie Otters vs. (3) Sault Ste. Marie Greyhounds

Conference finals

Eastern conference finals

(1) Barrie Colts vs. (3) Belleville Bulls

Western conference finals

(1) Plymouth Whalers vs. (3) Sault Ste. Marie Greyhounds

OHL finals

J. Ross Robertson cup finals

(W1) Plymouth Whalers vs. (E1) Barrie Colts

J. Ross Robertson Cup Champions Roster

Playoff scoring leaders

Note: GP = Games played; G = Goals; A = Assists; Pts = Points; PIM = Penalty minutes

Playoff leading goaltenders

Note: GP = Games played; Mins = Minutes played; W = Wins; L = Losses: OTL = Overtime losses; SL = Shootout losses; GA = Goals Allowed; SO = Shutouts; GAA = Goals against average

All-Star teams

First team

Second team

Third team

Awards

2000 OHL Priority Selection

On June 3, 2000, the OHL conducted the 2000 Ontario Hockey League Priority Selection at the Hershey Centre in Mississauga, Ontario. The Mississauga IceDogs held the first overall pick in the draft, and selected Patrick Jarrett from the Soo Thunderbirds. Jarrett was awarded the Jack Ferguson Award, awarded to the top pick in the draft. Below are the players who were selected in the first round of the 2000 Ontario Hockey League Priority Selection.