| Date | League | Matchup | Score | PIMs | Role | Officials |
|---|---|---|---|---|---|---|
| Feb 15, 2009 | ojhl | Stouffville Spirit @ Wellington Dukes | 4–5 | 22 | Referee | Regan, Cranley, Finn |
| Feb 12, 2009 | ojhl | Pickering Panthers @ Kingston Voyageurs | 1–7 | 52 | Referee | Moore, McRae, Finn |
| Feb 8, 2009 | ojhl | Markham Waxers @ Wellington Dukes |
| 1–7 |
| 36 |
| Referee |
| Regan, Detlor, Buxton |
| Jan 30, 2009 | oua | (M) Toronto @ (M) RMC | 2–1 | 40 | Referee | — |
| Jan 26, 2009 | ojhl | Toronto Junior Canadiens @ Wellington Dukes | 3–4 | 48 | Referee | Moore, Buxton, Lough |
| Jan 22, 2009 | ojhl | Pickering Panthers @ Kingston Voyageurs | 3–6 | 34 | Referee | Moore, White, Berry |
| Jan 15, 2009 | ojhl | Upper Canada Hockey Club @ Kingston Voyageurs | 0–9 | 32 | Referee | Lavendor, Lough, Cranley |
| Jan 9, 2009 | oua | (M) Windsor @ (M) RMC | 7–2 | 52 | Referee | — |
| Jan 2, 2009 | ojhl | Whitby Fury @ Kingston Voyageurs | 5–3 | 38 | Referee | Jenkins, Finn, McRae |
| Dec 14, 2008 | ojhl | St. Michaels Buzzers @ Wellington Dukes | 4–8 | 16 | Referee | Jenkins, Kuipers, Garden |
| Dec 11, 2008 | ojhl | Lindsay Muskies @ Kingston Voyageurs | 5–2 | 30 | Referee | Regan, Finn, McRae |
| Dec 7, 2008 | ojhl | Markham Waxers @ Wellington Dukes | 1–5 | 18 | Referee | Pons, Cranley, McRae |
| Dec 4, 2008 | ojhl | Ajax Attack @ Kingston Voyageurs | 1–3 | 52 | Referee | Moore, Berry, White |
| Nov 21, 2008 | ojhl | Newmarket Hurricanes @ Wellington Dukes | 3–5 | 36 | Referee | Regan, Cranley, McRae |
| Oct 30, 2008 | ojhl | Trenton Hercs @ Kingston Voyageurs | 3–4 | 16 | Referee | Jenkins, McRae, Luxmore |
| Oct 23, 2008 | ojhl | Villanova Knights @ Kingston Voyageurs | 1–7 | 55 | Referee | Moore, McRae, Luxmore |
| Oct 18, 2008 | ojhl | Pickering Panthers @ Trenton Hercs | 2–4 | 24 | Referee | Finn, Craven, Kuipers |
| Oct 17, 2008 | ojhl | Newmarket Hurricanes @ Wellington Dukes | 2–4 | 14 | Referee | Moore, Cranley, Berry |
| Oct 10, 2008 | ojhl | Hamilton Red Wings @ Wellington Dukes | 7–8 | 60 | Referee | Jenkins, McRae, White |
| Oct 3, 2008 | ojhl | Toronto Junior Canadiens @ Wellington Dukes | 2–9 | 26 | Referee | Jenkins, Cranley, Garden |
| Sep 25, 2008 | ojhl | Peterborough Stars @ Kingston Voyageurs | 2–4 | 26 | Referee | Sloboda, McRae, Luxmore |
| Sep 12, 2008 | ojhl | Cobourg Cougars @ Wellington Dukes | 1–3 | 52 | Referee | Jenkins, McRae, Luxmore |
| Mar 7, 2008 | ojhl | Kingston Voyageurs @ Wellington Dukes | 0–1 | 20 | Referee | Finn, Cranley |
| Feb 22, 2008 | ojhl | Bowmanville Eagles @ Wellington Dukes | 2–5 | 43 | Referee | Cranley, Pons |
| Feb 8, 2008 | ojhl | Cobourg Cougars @ Wellington Dukes | 0–8 | 46 | Referee | Cranley, Kuipers |
