| Feb 13, 2009 | ojhl | Burlington Cougars @ Milton Icehawks | 8–6 | 114 | Referee | Araujo, Lough, Smyk |
| Feb 6, 2009 | ojhl | Dixie BeeHives @ Orangeville Crushers | 2–3 | 19 | Referee | Wilson, Lough, Sutton |
| Jan 29, 2009 | ojhl | Mississauga Chargers @ Brampton Captials | 3–7 | 110 | Referee | Roberts, Grant, Lough |
| Jan 26, 2009 | ojhl | Bramalea Blues @ Vaughan Vipers | 2–6 | 48 | Referee | Ferguson, Nestorvic, Mercer |
| Jan 19, 2009 | ojhl | Newmarket Hurricanes @ Hamilton Red Wings | 6–4 | 28 | Referee | Wilson, Mercer, Sutton |
| Jan 17, 2009 | ojhl | Huntsville Muskoka Otters @ Bramalea Blues | 8–4 | 26 | Referee | Wilson, Holmstead, Lough |
| Jan 16, 2009 | ojhl | Brampton Captials @ Milton Icehawks | 3–6 | 34 | Referee | Clark, Lough, Holmstead |
| Jan 11, 2009 | ojhl | Hamilton Red Wings @ St. Michaels Buzzers | 3–4 | 28 | Referee | Wallace, Chatland, Cooke |
| Jan 10, 2009 | ojhl | Aurora Tigers @ Dixie BeeHives | 5–4 | 20 | Referee | Garrett, Mercer, Lough |
| Jan 8, 2009 | ojhl | Orangeville Crushers @ Brampton Captials | 6–5 | 32 | Referee | Neill, Newsome, Holmstead |
| Jan 3, 2009 | ojhl | Streetsville Derbys @ Vaughan Vipers | 2–7 | 30 | Referee | Jukes, Herzberg, Mercer |
| Jan 2, 2009 | ojhl | Villanova Knights @ Orangeville Crushers | 3–7 | 18 | Referee | Neill, Grant, Grant |
| Dec 20, 2008 | ojhl | North York Rangers @ Dixie BeeHives | 3–4 | 44 | Referee | Ferguson, Mercer, Linesman |
| Dec 14, 2008 | ojhl | Markham Waxers @ Toronto Junior Canadiens | 5–1 | 84 | Referee | Araujo, White, Potter |
| Dec 11, 2008 | ojhl | Huntsville Muskoka Otters @ Brampton Captials | 4–2 | 24 | Referee | Smith, Newsome, Lough |
| Dec 7, 2008 | ojhl | Georgetown Raiders @ Streetsville Derbys | 5–3 | 25 | Referee | Neill, Grant, Lang |
| Nov 30, 2008 | ojhl | Oakville Blades @ Streetsville Derbys | 3–1 | 20 | Referee | Callon, Grant, White |
| Nov 22, 2008 | ojhl | Orangeville Crushers @ Dixie BeeHives | 2–0 | 34 | Referee | Park, Meilach, James |
| Nov 19, 2008 | ojhl | Mississauga Chargers @ Georgetown Raiders | 1–10 | 54 | Referee | McBryde, Smyk, Sutton |
| Nov 16, 2008 | ojhl | Seguin Bruins @ Streetsville Derbys | 7–6 | 30 | Referee | Callon, Maguire, Smyk |
| Nov 13, 2008 | ojhl | Georgetown Raiders @ Brampton Captials | 4–2 | 36 | Referee | Clark, Holmstead, Smyk |
| Nov 8, 2008 | ojhl | Couchiching Terriers @ Dixie BeeHives | 5–3 | 16 | Referee | Thiffault, White, Potter |
| Nov 7, 2008 | ojhl | Streetsville Derbys @ Burlington Cougars | 4–9 | 20 | Referee | Neill, Holmstead, Newsome |
| Nov 1, 2008 | ojhl | Milton Icehawks @ Mississauga Chargers | 4–5 | 74 | Referee | Armstrong, Newsome |
| Oct 29, 2008 | ojhl | Villanova Knights @ Dixie BeeHives | 5–4 | 22 | Referee | Neill, Smyk, Grant |
