| Sep 23, 1999 Thu | | Oshawa | Windsor | Spence-Chapman |
| Sep 25, 1999 Sat | | Oshawa | Plymouth | Brawl at 38:50 Demidov-Ramsay Passmore-Newman |
| Sep 26, 1999 Sun | | Oshawa | Sarnia | Add Fight |
| Oct 1, 1999 Fri | | Oshawa | Ottawa | Cullen-Galbraith (8) Fryia-Konopka (7) |
| Oct 3, 1999 Sun | | Barrie | Oshawa | Barnes-Reynolds (5) Brawl at 33:37 (10) Reitz-Posillico (4) Hill-Reynolds (4) Keefe-Passmore (5) (Cheap) Barnes-Trainer (10) |
| Oct 9, 1999 Sat | | Oshawa | Owen Sound | Posillico-Campbell (7) |
| Oct 10, 1999 Sun | | Ottawa | Oshawa | Add Fight |
| Oct 13, 1999 Wed | | Oshawa | Belleville | Rusenstrom-Newbury Posillico-Policelli |
| Oct 15, 1999 Fri | | Oshawa | Erie | Posillico-Cilladi Cullen-Halfkenny Cullen-Rupp |
| Oct 17, 1999 Sun | | Oshawa | North Bay | Add Fight |
| Oct 22, 1999 Fri | | St. Michael's | Oshawa | Mizzi-Chevrier (7) Bannan-Aceti (5) |
| Oct 24, 1999 Sun | | London | Oshawa | Durham-Montgomery (5) |
| Oct 29, 1999 Fri | | North Bay | Oshawa | Cirillo-Graham (6) Hewer-Fraser (5) Davison-Posillico (6) |
| Oct 31, 1999 Sun | | Peterborough | Oshawa | Dewan-Demidov (3) Crummer-Posillico (4.5) Montador-Cullen (8.5) Morris-Montgomery (5) |
| Nov 3, 1999 Wed | | Oshawa | Belleville | Reynolds-Newbury |
| Nov 5, 1999 Fri | | Plymouth | Oshawa | Add Fight |
| Nov 7, 1999 Sun | | Kingston | Oshawa | Clouthier-Posillico (7) Zigomanis-Kozoriz (3) |
| Nov 11, 1999 Thu | | Oshawa | Peterborough | Add Fight |
| Nov 12, 1999 Fri | | Brampton | Oshawa | Add Fight |
| Nov 14, 1999 Sun | | Guelph | Oshawa | Add Fight |
| Nov 19, 1999 Fri | | Oshawa | Sudbury | Cullen-Brennan |
| Nov 21, 1999 Sun | | Sarnia | Oshawa | Berti-Reynolds (5) Van Buskirk-Demidov (7) Berti-Cullen (8) |
| Nov 25, 1999 Thu | | Oshawa | Barrie | Add Fight |
| Nov 26, 1999 Fri | | Oshawa | Mississauga | Rusenstrom-Page |
| Nov 28, 1999 Sun | | Sudbury | Oshawa | Add Fight |
| Dec 3, 1999 Fri | | Belleville | Oshawa | Policelli-Posillico (4) Bertran-Cullen (2) |
| Dec 5, 1999 Sun | | Peterborough | Oshawa | Add Fight |
| Dec 10, 1999 Fri | | Oshawa | Kingston | Graham-Clouthier Ralph-MacIver |
| Dec 11, 1999 Sat | | Oshawa | Peterborough | Gauvreau-Chamberlain |
| Dec 12, 1999 Sun | | Kingston | Oshawa | Add Fight |
| Dec 17, 1999 Fri | | Oshawa | Sudbury | Rusenstrom-Mobile Spence-Savage |
| Dec 19, 1999 Sun | | Ottawa | Oshawa | Konopka-Spence (5) Brawl at 33:18 Cava-Posillico (1) Van Hoof-Cullen Galbraith-Chevrier (4) Konopka-Spence (5) |
| Jan 1, 2000 Sat | | North Bay | Oshawa | Eade-Courville (5) Dean-Dubreuil (4) Isosalo-Reynolds (5) |
| Jan 2, 2000 Sun | | Kitchener | Oshawa | Mazzuca-Fraser (5) Brawl at 44:23 Payer-Rusenstrom (5) Labre-Willers |
| Jan 6, 2000 Thu | | Oshawa | Brampton | Cullen-Harrison (6) |
| Jan 7, 2000 Fri | | Oshawa | Kitchener | Fryia-Milanovic (5) Montgomery-Gagnon (6) Lees-Roy (7) |
| Jan 9, 2000 Sun | | Barrie | Oshawa | Add Fight |
| Jan 13, 2000 Thu | | Oshawa | Peterborough | Fraser-Crummer |
| Jan 14, 2000 Fri | | Belleville | Oshawa | Add Fight |
| Jan 16, 2000 Sun | | Erie | Oshawa | Yeo-Fryia (3) Yeo-Fryia (7) |
| Jan 18, 2000 Tue | | Oshawa | Kingston | Gauvreau-Avery Cullen-Clouthier Montgomery-Avery |
| Jan 21, 2000 Fri | | Oshawa | Ottawa | Cullen-Malcolm (3) Gauvreau-Bell (3) |
| Jan 23, 2000 Sun | | Mississauga | Oshawa | Add Fight |
| Jan 27, 2000 Thu | | Oshawa | St. Michael's | Cullen-Kolarik (3) Reynolds-Simpson (4) Archer-Farquharson |
| Jan 28, 2000 Fri | | Oshawa | London | Fraser-Sullivan Mini-Brawl at 26:41 Willers-Jancevski (7) (Cheap) Unknown-Angel Scrum at 45:40 (3) Brawl at 56:01 (10) Cullen-Zafiris (4) Reynolds-Erskine (3) Spence-Erskine Spence-Barch (3) Reynolds-Jancevski Durham-Zafiris Reynolds-Jancevski (6) Crowd Trouble at 56:01 (7.5) |
| Jan 30, 2000 Sun | | Sudbury | Oshawa | Philips-Fryia Kotsopoulos-Fryia Brawl at 35:40 Savage-Archer |
| Feb 3, 2000 Thu | | Oshawa | Peterborough | Add Fight |
| Feb 4, 2000 Fri | | Oshawa | Mississauga | Spence-McGrattan (5.5) |
| Feb 6, 2000 Sun | | Belleville | Oshawa | Policelli-Fraser (4) |
| Feb 9, 2000 Wed | | Oshawa | Belleville | Fraser-McCormick Montgomery-Paiement |
| Feb 11, 2000 Fri | | Oshawa | Ottawa | Posillico-Malcolm (4) |
| Feb 13, 2000 Sun | | Sault Ste. Marie | Oshawa | Brawl at 59:24 Strilchuk-Fryia (3) Chapman-Montgomery |
| Feb 17, 2000 Thu | | Oshawa | North Bay | Add Fight |
| Feb 18, 2000 Fri | | Oshawa | Sault Ste. Marie | Cullen-Jones |
| Feb 20, 2000 Sun | | Windsor | Oshawa | Sewell-Spence (7) Fedorov-Rusenstrom (5) Stayzer-Cullen (5) Chapman-Fraser (4) |
| Feb 22, 2000 Tue | | Mississauga | Oshawa | Knapp-Chevrier |
| Feb 25, 2000 Fri | | Peterborough | Oshawa | Williams-Reynolds |
| Feb 26, 2000 Sat | | Oshawa | Belleville | Add Fight |
| Feb 27, 2000 Sun | | Owen Sound | Oshawa | Add Fight |
| Mar 3, 2000 Fri | | Oshawa | Guelph | Posillico-Forbes (6) Dubreuil-Stephens (6) |
| Mar 4, 2000 Sat | | Ottawa | Oshawa | Galbraith-Passmore (4) |
| Mar 5, 2000 Sun | | Kingston | Oshawa | Griffin-Passmore (3) MacIver-Britstone (5) |
| Mar 10, 2000 Fri | | Oshawa | St. Michael's | Spence-Bootland (8) Lees-Walsh (3) Posillico-Lakos (3) Leroux-Cook (3) |
| Mar 12, 2000 Sun | | Peterborough | Oshawa | Williams-Britstone (3) Rodman-Reynolds (4) |
| Mar 14, 2000 Tue | | Belleville | Oshawa | Sands-Chevrier (3) Policelli-Fraser (5) |
| Mar 16, 2000 Thu | | Oshawa | Barrie | Durham-Barnes Demidov-O'Keefe |
| Mar 19, 2000 Sun | | St. Michael's | Oshawa | Lakos-Passmore (5) Cook-Posillico (6) Doyle-Reynolds (3) Simpson-Fraser (4) Farquharson-Ralph (3) Mizzi-Spence Boucher-Britstone (5) Farquharson-Posillico (4) |
| Mar 24, 2000 Fri | | Oshawa | Kingston | Add Fight |
| Mar 28, 2000 Tue | Round 1 | Game 1 | Oshawa | Ottawa | Cullen-Galbraith (6) Demidov-Jacobs (1) Line Brawl at 29:53 Britstone-Konopka (4) Reynolds-Galbraith |
| Mar 30, 2000 Thu | Round 1 | Game 2 | Ottawa | Oshawa | Add Fight |
| Mar 31, 2000 Fri | Round 1 | Game 3 | Oshawa | Ottawa | Demidov-Sellars (3) Abuse at 40:00 (9) |
| Apr 2, 2000 Sun | Round 1 | Game 4 | Ottawa | Oshawa | Add Fight |
| Apr 4, 2000 Tue | Round 1 | Game 5 | Oshawa | Ottawa | Add Fight |