| Sep 26, 1999 Sun | | Kingston | St. Michael's | Add Fight |
| Sep 30, 1999 Thu | | Kingston | Peterborough | Schill-Kuznetsov
Stillman-Williams |
| Oct 3, 1999 Sun | | Kingston | Ottawa | Add Fight |
| Oct 6, 1999 Wed | | Kingston | Belleville | McCormick-Policelli
Schill-Policelli
Tennant-Baker
Ianiero-Radivojevic |
| Oct 8, 1999 Fri | | Peterborough | Kingston | Carkner-Avery |
| Oct 11, 1999 Mon | | London | Kingston | Barch-Rivard |
| Oct 22, 1999 Fri | | Erie | Kingston | Cilladi-Clouthier |
| Oct 24, 1999 Sun | | Kingston | Barrie | Add Fight |
| Oct 27, 1999 Wed | | Kingston | Owen Sound | Griffin-Campbell
Clouthier-Campbell
Avery-Blanchard
Clouthier-Campbell |
| Oct 28, 1999 Thu | | Kingston | Sarnia | Clouthier-McMorrow |
| Oct 29, 1999 Fri | | Kingston | Kitchener | Clouthier-Mazzuca (6) |
| Nov 5, 1999 Fri | | Peterborough | Kingston | Hoar-Tennant |
| Nov 6, 1999 Sat | | Ottawa | Kingston | Malcolm-Avery |
| Nov 7, 1999 Sun | | Kingston | Oshawa | Clouthier-Posillico (7)
Zigomanis-Kozoriz (3) |
| Nov 11, 1999 Thu | | Kingston | Brampton | Add Fight |
| Nov 12, 1999 Fri | | Kingston | London | Tennant-Durham (4)
Clouthier-Erskine (7)
Herrington-Linnik |
| Nov 14, 1999 Sun | | Ottawa | Kingston | Cava-Ianiero |
| Nov 16, 1999 Tue | | Belleville | Kingston | Radivojevic-Avery |
| Nov 19, 1999 Fri | | Plymouth | Kingston | Newman-Clouthier |
| Nov 21, 1999 Sun | | Kingston | Sault Ste. Marie | MacIver-Ballantyne |
| Nov 23, 1999 Tue | | Kingston | Sudbury | Thomson-Vaillancourt |
| Nov 26, 1999 Fri | | St. Michael's | Kingston | Pierce-Herrington
Brawl at 51:05
Mizzi-Avery
Simpson-Seguin |
| Nov 27, 1999 Sat | | Brampton | Kingston | Add Fight |
| Nov 28, 1999 Sun | | Kingston | Mississauga | Add Fight |
| Dec 3, 1999 Fri | | Kitchener | Kingston | Add Fight |
| Dec 5, 1999 Sun | | Guelph | Kingston | Add Fight |
| Dec 9, 1999 Thu | | Kingston | Peterborough | Clouthier-Carkner
Clouthier-Dewan |
| Dec 10, 1999 Fri | | Oshawa | Kingston | Graham-Clouthier
Ralph-MacIver |
| Dec 12, 1999 Sun | | Kingston | Oshawa | Add Fight |
| Dec 15, 1999 Wed | | Kingston | Belleville | Tennant-Cheechoo |
| Dec 17, 1999 Fri | | North Bay | Kingston | Add Fight |
| Dec 19, 1999 Sun | | Kingston | Barrie | Add Fight |
| Dec 28, 1999 Tue | | Kingston | Ottawa | MacIver-Malcolm |
| Dec 29, 1999 Wed | | Ottawa | Kingston | Add Fight |
| Jan 1, 2000 Sat | | Sudbury | Kingston | Dafoe-MacIver
Brennan-Clouthier |
| Jan 2, 2000 Sun | | Kingston | North Bay | Add Fight |
| Jan 7, 2000 Fri | | Owen Sound | Kingston | Barrett-Avery
Barrett-Clouthier |
| Jan 8, 2000 Sat | | Barrie | Kingston | Reitz-Tennant |
| Jan 9, 2000 Sun | | Kingston | St. Michael's | Scrum (3)
Clouthier-Farquharson (3) |
| Jan 14, 2000 Fri | | Peterborough | Kingston | Carkner-Avery
Crummer-Clouthier |
| Jan 16, 2000 Sun | | Mississauga | Kingston | Dickenson-Thomson |
| Jan 18, 2000 Tue | | Oshawa | Kingston | Gauvreau-Avery
Cullen-Clouthier
Montgomery-Avery |
| Jan 21, 2000 Fri | | Sarnia | Kingston | Add Fight |
| Jan 22, 2000 Sat | | Kingston | Erie | Add Fight |
| Jan 23, 2000 Sun | | Kingston | Guelph | Avery-Gerbe |
| Jan 28, 2000 Fri | | North Bay | Kingston | Davison-Clouthier |
| Jan 30, 2000 Sun | | Belleville | Kingston | Policelli-Clouthier
Bertran-MacIver |
| Feb 4, 2000 Fri | | Belleville | Kingston | Policelli-Clouthier |
| Feb 5, 2000 Sat | | Kingston | Ottawa | Add Fight |
| Feb 6, 2000 Sun | | Sudbury | Kingston | Add Fight |
| Feb 10, 2000 Thu | | Kingston | Peterborough | MacIver-Dewan
Tennant-Herneisen |
| Feb 11, 2000 Fri | | St. Michael's | Kingston | Bootland-Griffin
Doyle-Cook
Boucher-Polera
Bannan-Avery
Gough-Tennant
Brawl at 54:07
Bootland-Avery |
| Feb 15, 2000 Tue | | Sault Ste. Marie | Kingston | Jones-Clouthier |
| Feb 18, 2000 Fri | | Windsor | Kingston | Add Fight |
| Feb 19, 2000 Sat | | Kingston | Belleville | Add Fight |
| Feb 20, 2000 Sun | | Kingston | Mississauga | Griffin-Davis |
| Feb 25, 2000 Fri | | Ottawa | Kingston | Konopka-Clouthier |
| Feb 27, 2000 Sun | | Barrie | Kingston | Add Fight |
| Mar 5, 2000 Sun | | Kingston | Oshawa | Griffin-Passmore (3)
MacIver-Britstone (5) |
| Mar 6, 2000 Mon | | Kingston | Windsor | Add Fight |
| Mar 7, 2000 Tue | | Kingston | Plymouth | Avery-McBride
Tennant-Ustrnul
Lisabeth-Surma
Clouthier-Gooldy
Scotland-Kiser
Seguin-Weiss |
| Mar 10, 2000 Fri | | Mississauga | Kingston | Add Fight |
| Mar 12, 2000 Sun | | Kingston | North Bay | Tennant-Werner
Avery-Cirillo |
| Mar 14, 2000 Tue | | Kingston | Sudbury | Clouthier-Brennan |
| Mar 17, 2000 Fri | | Belleville | Kingston | Mezei-Clouthier |
| Mar 19, 2000 Sun | | Kingston | Ottawa | MacIver-Galbraith |
| Mar 21, 2000 Tue | | Kingston | Belleville | Add Fight |
| Mar 24, 2000 Fri | | Oshawa | Kingston | Add Fight |
| Mar 26, 2000 Sun | Round 1 | Game 1 | Kingston | Sudbury | Add Fight |
| Mar 27, 2000 Mon | Round 1 | Game 2 | Kingston | Sudbury | Avery-Jaspers
Clouthier-Brennan
Griffin-Connell |
| Mar 30, 2000 Thu | Round 1 | Game 3 | Sudbury | Kingston | Kotsopoulos-Avery |
| Mar 31, 2000 Fri | Round 1 | Game 4 | Sudbury | Kingston | Add Fight |
| Apr 3, 2000 Mon | Round 1 | Game 5 | Kingston | Sudbury | Add Fight |