| Sep 25, 1998 Fri | | Ottawa | Barrie | Add Fight |
| Sep 27, 1998 Sun | | Kitchener | Barrie | Ashford-Christian (6) |
| Oct 1, 1998 Thu | | Barrie | Peterborough | DeLeeuw-Carkner (5) Tetzlaff-Barney (4) |
| Oct 4, 1998 Sun | | Kingston | Barrie | Braff-Christian (3) (Almost) Fransen-Christian (3) McCormick-Hill (2) Fransen-DeLeeuw (4) |
| Oct 10, 1998 Sat | | London | Barrie | Add Fight |
| Oct 11, 1998 Sun | | Sudbury | Barrie | Dafoe-DeLeeuw |
| Oct 15, 1998 Thu | | Barrie | Windsor | Feil-Hanson Christian-Sewell Christian-Sewell |
| Oct 16, 1998 Fri | | Barrie | Sarnia | DeLeeuw-Berti (5) |
| Oct 17, 1998 Sat | | Barrie | Plymouth | Feil-Gooldy DeLeeuw-Lalonde Christian-Ramsay O'Keefe-Gooldy Pierce-Ramsay |
| Oct 22, 1998 Thu | | Barrie | St. Michael's | Bootland-Pinizzotto Henrich-Rasmussen Verbeek-Danton |
| Oct 23, 1998 Fri | | North Bay | Barrie | Add Fight |
| Oct 25, 1998 Sun | | Mississauga | Barrie | Nittel-Spylo-Christian Dezainde-Bootland Nittel-Spylo-Christian Page-DeLeeuw Page-DeLeeuw |
| Oct 29, 1998 Thu | | Oshawa | Barrie | Peters-Tetzlaff (5) Allen-Feil (4) Gillies-DeLeeuw (5) Bucktooth-Hwodeky (3) |
| Oct 31, 1998 Sat | | Barrie | Owen Sound | Add Fight |
| Nov 1, 1998 Sun | | Peterborough | Barrie | Francz-DeLeeuw Hardill-Pierce |
| Nov 4, 1998 Wed | | Barrie | Owen Sound | DeLeeuw-Stephenson |
| Nov 6, 1998 Fri | | Barrie | Erie | Add Fight |
| Nov 8, 1998 Sun | | Barrie | North Bay | DeLeeuw-Cirillo (Rough) Tkaczuk-Neil |
| Nov 11, 1998 Wed | | Barrie | Mississauga | DeLeeuw-Nittel-Spylo Henrich-Coughlin Connell-Fowler DeLeeuw-Nittel-Spylo O'Keefe-Kalverda Harts-Armstrong |
| Nov 14, 1998 Sat | | Sudbury | Barrie | Brennan-Cameron |
| Nov 15, 1998 Sun | | St. Michael's | Barrie | Cava-DeLeeuw |
| Nov 19, 1998 Thu | | Barrie | Peterborough | Verbeek-Mizzi (4) |
| Nov 20, 1998 Fri | | North Bay | Barrie | Dean-DeLeeuw Neil-Bootland |
| Nov 22, 1998 Sun | | Owen Sound | Barrie | Stephenson-DeLeeuw |
| Nov 28, 1998 Sat | | Barrie | St. Michael's | Add Fight |
| Nov 29, 1998 Sun | | Sudbury | Barrie | Add Fight |
| Dec 4, 1998 Fri | | Barrie | London | DeLeeuw-Erskine (8) |
| Dec 6, 1998 Sun | | Barrie | Brampton | Add Fight |
| Dec 11, 1998 Fri | | Barrie | Kingston | DeLeeuw-Clouthier (5) |
| Dec 12, 1998 Sat | | Ottawa | Barrie | Sellars-Cameron |
| Dec 13, 1998 Sun | | Windsor | Barrie | Sinasac-Pierce |
| Dec 17, 1998 Thu | | Barrie | St. Michael's | Feil-Barnes Feil-Barnes Bootland-Cation DeLeeuw-Danton Connell-Cava |
| Dec 18, 1998 Fri | | Barrie | Sudbury | Feil-Pyatt Connell-McGrattan O'Keefe-McGrattan |
| Dec 20, 1998 Sun | | Sault Ste. Marie | Barrie | Add Fight |
| Dec 31, 1998 Thu | | Erie | Barrie | Yeo-Verbeek (4) |
| Jan 1, 1999 Fri | | Barrie | Sudbury | Add Fight |
| Jan 2, 1999 Sat | | Plymouth | Barrie | Add Fight |
| Jan 7, 1999 Thu | | Oshawa | Barrie | Bucktooth-Pierce (6) MacMillan-DeLeeuw (5) |
| Jan 8, 1999 Fri | | Barrie | Kingston | Add Fight |
| Jan 10, 1999 Sun | | Owen Sound | Barrie | Add Fight |
| Jan 16, 1999 Sat | | Barrie | Belleville | Add Fight |
| Jan 17, 1999 Sun | | Mississauga | Barrie | Jones-Barnes (4) |
| Jan 22, 1999 Fri | | Barrie | Mississauga | O'Keefe-Armstrong (4) Barnes-Zubyck (5) |
| Jan 23, 1999 Sat | | Kingston | Barrie | Add Fight |
| Jan 24, 1999 Sun | | Barrie | Oshawa | Feil-Gauvreau (4) |
| Jan 28, 1999 Thu | | Guelph | Barrie | Crummer-Barnes Crummer-Danton Davis-Hill |
| Jan 29, 1999 Fri | | Barrie | Kitchener | Add Fight |
| Jan 31, 1999 Sun | | Sarnia | Barrie | Malcolm-Barnes |
| Feb 3, 1999 Wed | | Barrie | Owen Sound | Add Fight |
| Feb 4, 1999 Thu | | Barrie | Ottawa | Add Fight |
| Feb 5, 1999 Fri | | Brampton | Barrie | Add Fight |
| Feb 7, 1999 Sun | | Owen Sound | Barrie | Mair-Cation Campbell-Feil Campbell-Barnes Kazarian-Keefe |
| Feb 9, 1999 Tue | | Barrie | Oshawa | Add Fight |
| Feb 12, 1999 Fri | | Barrie | Sault Ste. Marie | Barnes-Browne |
| Feb 14, 1999 Sun | | Barrie | Sudbury | Barnes-McGrattan |
| Feb 17, 1999 Wed | | Barrie | Mississauga | Connell-Armstrong (3) Christian-Page (5) Cation-Savage (3) Verbeek-Harts (3) |
| Feb 19, 1999 Fri | | St. Michael's | Barrie | Moriarity-Connell Bootland-Connell |
| Feb 21, 1999 Sun | | Belleville | Barrie | Add Fight |
| Feb 26, 1999 Fri | | Barrie | Guelph | Barnes-Crummer Brawl at 59:41 |
| Feb 27, 1999 Sat | | Mississauga | Barrie | Jones-Christian Page-Barnes Savage-Cation |
| Feb 28, 1999 Sun | | Barrie | North Bay | Add Fight |
| Mar 4, 1999 Thu | | Barrie | North Bay | Feil-Cirillo |
| Mar 5, 1999 Fri | | St. Michael's | Barrie | Lakos-Barnes |
| Mar 7, 1999 Sun | | Peterborough | Barrie | Carkner-Barnes |
| Mar 12, 1999 Fri | | Belleville | Barrie | Add Fight |
| Mar 13, 1999 Sat | | Barrie | Belleville | Barnes-Policelli |
| Mar 14, 1999 Sun | | Barrie | Ottawa | Christian-Konopka |
| Mar 19, 1999 Fri | | North Bay | Barrie | Angel-Barnes |
| Mar 21, 1999 Sun | Round 1 | Game 1 | Kingston | Barrie | (Rough) McCormick-Hill |
| Mar 23, 1999 Tue | Round 1 | Game 2 | Barrie | Kingston | Add Fight |
| Mar 24, 1999 Wed | Round 1 | Game 3 | Barrie | Kingston | Add Fight |
| Mar 26, 1999 Fri | Round 1 | Game 4 | Kingston | Barrie | Ianiero-Danton Avery-Keefe McCormick-Dezainde Rivard-Skoula |
| Mar 28, 1999 Sun | Round 1 | Game 5 | Kingston | Barrie | Add Fight |
| Apr 4, 1999 Sun | QF | Game 1 | Oshawa | Barrie | Peters-Feil (6) Coalter-Christian (6) |
| Apr 6, 1999 Tue | QF | Game 2 | Barrie | Oshawa | Connell-Peters (6) |
| Apr 8, 1999 Thu | QF | Game 3 | Oshawa | Barrie | Brawl at 8:24 Peters-Christian Bucktooth-Connell Gauvreau-Danton |
| Apr 9, 1999 Fri | QF | Game 4 | Barrie | Oshawa | Add Fight |
| Apr 11, 1999 Sun | QF | Game 5 | Oshawa | Barrie | Add Fight |
| Apr 13, 1999 Tue | QF | Game 6 | Barrie | Oshawa | Add Fight |
| Apr 15, 1999 Thu | QF | Game 7 | Oshawa | Barrie | Add Fight |