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| Date / Time | Away / Home Team | Away / Home Player |
| Oct 29, 1999 | Saginaw Spirit | Mike Cirillo |
| 1pd 00:07 | Oshawa Generals | Barry Graham |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 29, 1999 | Mississauga Steelheads | Chris Boucher |
| 3pd 01:02 | Niagara IceDogs | Chad Wiseman |
| Other penalties: Boucher received an instigator and a misconduct. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 29, 1999 | Sault Ste. Marie Greyhounds | Darren Strilchuk |
| 2pd 07:09 | London Knights | Tyler Durham |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 29, 1999 | Kingston Frontenacs | Brett Clouthier |
| 2pd 02:29 | Kitchener Rangers | Mike Mazzuca |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 28, 1999 | Sault Ste. Marie Greyhounds | John Osborne |
| 3pd 15:29 | Windsor Spitfires | Craig Mahon |
| Other penalties: Bill Browne received a misconduct; Curtis Watson a holding and a misconduct. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 28, 1999 | Sault Ste. Marie Greyhounds | Darren Strilchuk |
| 1pd 18:13 | Windsor Spitfires | Tim Gleason |
| Other penalties: Josef Vasicek received a hooking; Paul Ballantyne a match penalty; Kyle Chapman a misconduct; Fedor Fedorov a cross-checking major and a game misconduct. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 28, 1999 | Sault Ste. Marie Greyhounds | Trevor Daley |
| 1pd 06:28 | Windsor Spitfires | Steve Ott |
| Other penalties: Daley received a cross-checking. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 28, 1999 | Sault Ste. Marie Greyhounds | Bill Browne |
| 1pd 00:35 | Windsor Spitfires | Curtis Watson |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 28, 1999 | Kingston Frontenacs | Brett Clouthier |
| 2pd 12:08 | Sarnia Sting | Sean McMorrow |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 28, 1999 | Kitchener Rangers | Mike Amodeo |
| 2pd 07:59 | Peterborough Petes | Matt Carkner |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 27, 1999 | Kingston Frontenacs | Brett Clouthier |
| 3pd 18:02 | Owen Sound Attack | Adam Campbell |
| Other penalties: Campbell received an interference. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 27, 1999 | Kingston Frontenacs | Sean Avery |
| 3pd 14:22 | Owen Sound Attack | Trevor Blanchard |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 27, 1999 | Kingston Frontenacs | Brett Clouthier |
| 3pd 05:25 | Owen Sound Attack | Adam Campbell |
| Other penalties: Campbell received a slashing. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 27, 1999 | Kingston Frontenacs | Sean Griffin |
| 1pd 17:38 | Owen Sound Attack | Derek Campbell |
| Date / Time | Away / Home Team | Away / Home Player |
| Oct 27, 1999 | Mississauga Steelheads | Matt Bannan |
| 3pd 12:38 | Erie Otters | Brad Yeo |