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| Date / Time | Away / Home Team | Away / Home Player |
| Apr 18, 1999 | Belleville Bulls | Rick Bertran |
| 3pd 01:48 | Oshawa Generals | Andrew Peters |
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 16, 1999 | Oshawa Generals | Richard Spence |
| 3pd 14:59 | Belleville Bulls | Kris Newbury |
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 15, 1999 | London Knights | Jason Metcalfe |
| 2pd 15:02 | Plymouth Whalers | Damian Surma |
| Other penalties: Metcalfe received a holding; Surma a roughing. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 11, 1999 | Guelph Storm | Kent McDonell |
| 2pd 06:12 | Owen Sound Attack | Aaron Fransen |
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 09, 1999 | Owen Sound Attack | DJ Maracle |
| 3pd 19:52 | Guelph Storm | Bob Crummer |
| Other penalties: Maracle received a match penalty and a game misconduct. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 08, 1999 | Oshawa Generals | Brent Gauvreau |
| 3pd 07:05 | Barrie Colts | Mike Danton |
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 08, 1999 | Oshawa Generals | Drew Bucktooth |
| 2pd 07:03 | Barrie Colts | Jerry Connell |
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 08, 1999 | Oshawa Generals | Andrew Peters |
| 1pd 13:49 | Barrie Colts | Mike Christian |
| Other penalties: Peters received a misconduct. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 08, 1999 | Oshawa Generals | Trevor Gillies |
| 1pd 08:24 | Barrie Colts | Jeff Tetzlaff |
| Other penalties: Each received a misconduct. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 08, 1999 | Oshawa Generals | Drew Bucktooth |
| 1pd 08:24 | Barrie Colts | Shawn Cation |
| Other penalties: Bucktooth, Cation, Jeff MacMillan and Michael Henrich each received a misconduct; Brandon Cullen a double high-sticking. | ||
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 07, 1999 | Guelph Storm | Bob Crummer |
| 2pd 11:52 | Owen Sound Attack | Adam Campbell |
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 07, 1999 | Guelph Storm | John Dickie |
| 1pd 03:38 | Owen Sound Attack | Chad Woollard |
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 06, 1999 | Barrie Colts | Jerry Connell |
| 3pd 19:36 | Oshawa Generals | Andrew Peters |
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 04, 1999 | Oshawa Generals | Brandon Coalter |
| 3pd 07:39 | Barrie Colts | Mike Christian |
| Date / Time | Away / Home Team | Away / Home Player |
| Apr 04, 1999 | Oshawa Generals | Andrew Peters |
| 2pd 08:31 | Barrie Colts | Chris Feil |