| Date | League | Matchup | Score | PIMs | Role | Officials |
|---|---|---|---|---|---|---|
| Dec 27, 2019 | ojhl | Stouffville @ Pickering | 2–5 | 33 | Linesman | Gray, Sidey, Caggiula |
| Dec 22, 2019 | ojhl | Markham @ Lindsay | 4–1 | 34 | Linesman | Ricica, Thompson, Carter |
| Dec 20, 2019 | ojhl | Brampton @ Pickering | 2–0 | 18 | Linesman | Williams-Bell, Gallagher, Stern |
| Dec 15, 2019 | pjhlon |
| Picton Pirates @ Georgina Ice |
| 7–0 |
| 40 |
| Linesman |
| Sidey, Dusseault |
| Dec 13, 2019 | ojhl | North York @ Trenton | 0–9 | 18 | Linesman | Ricica, Edwards, Theede |
| Dec 6, 2019 | ojhl | Cobourg @ Lindsay | 5–1 | 52 | Linesman | Dykes, Albertini |
| Nov 23, 2019 | pjhlon | Gananoque Islanders @ Little Britain Merchants | 2–3 | 16 | Linesman | Gray, Chilvers |
| Nov 22, 2019 | ojhl | North York @ Pickering | 1–1 | 24 | Linesman | Ricica, Gallagher, Theede |
| Nov 16, 2019 | pjhlon | Picton Pirates @ Lakefield Chiefs | 3–6 | 8 | Linesman | Sidey, Albertini |
| Nov 12, 2019 | ojhl | Wellington @ Whitby | 6–1 | 141 | Linesman | Coles, Clarkson, Chilvers |
| Nov 10, 2019 | ojhl | Aurora @ Whitby | 6–7 | 29 | Linesman | Sidey, Dykes, Stern |
| Nov 9, 2019 | pjhlon | Amherstview Jets @ North Kawartha Knights | 3–7 | 30 | Linesman | Sidey, Gillis |
| Nov 5, 2019 | ojhl | Toronto Jr Canadiens @ Whitby | 5–2 | 44 | Linesman | Gray, Sidey, Caggiula |
| Nov 2, 2019 | pjhlon | Port Perry MoJacks @ North Kawartha Knights | 1–6 | 40 | Referee | Coles, Caggiula |
| Nov 1, 2019 | pjhlon | North Kawartha Knights @ Port Hope Panthers | 3–4 | 10 | Linesman | Sankey, Caggiula |
| Oct 26, 2019 | pjhlon | Clarington Eagles @ Little Britain Merchants | 1–2 | 46 | Linesman | Sidey, Chilvers |
| Oct 25, 2019 | ojhl | Markham @ Pickering | 5–3 | 32 | Linesman | Dykes, Clarkson, Albertini |
| Oct 20, 2019 | pjhlon | Lakefield Chiefs @ Port Perry MoJacks | 5–4 | 24 | Linesman | Dykes, Capes |
| Oct 19, 2019 | ojhl | Pickering @ Stouffville | 3–2 | 14 | Linesman | Gray, Edwards, Stern |
| Oct 18, 2019 | ojhl | Collingwood @ Lindsay | 4–1 | 39 | Linesman | Gallagher, Sampson |
| Oct 11, 2019 | pjhlon | Clarington Eagles @ Georgina Ice | 6–2 | 52 | Linesman | Middaugh, Carter |
| Oct 5, 2019 | pjhlon | Amherstview Jets @ Little Britain Merchants | 2–5 | 18 | Linesman | Clarkson, Caggiula |
| Oct 4, 2019 | ojhl | Stouffville @ Whitby | 1–0 | 30 | Linesman | Gallagher, Clarkson, Stern |
| Sep 29, 2019 | pjhlon | Amherstview Jets @ Clarington Eagles | 2–4 | 32 | Linesman | Schwab, Dusseault |
| Sep 28, 2019 | pjhlon | Uxbridge Bruins @ Port Hope Panthers | 5–4 | 62 | Linesman | Middaugh, Stern |
