| ALICEMUNRO | Nobel-winning Canadian author |
| MUNRO | Nobel-winning Canadian author Alice |
| PHYSICALCOSMOLOGS | Interest of 2019 Nobel-winning Canadian scientist James Peebles: 2 wds. |
| MICHAEL | Grammy Award-winning Canadian singer, ___ Buble (7) |
| DENYS | Oscar-winning Canadian director Mr. Arcand |
| LETT | Three time Gemini Award winning Canadian actor |
| AIRFARCE | Award winning Canadian TV comedy |
| YUEN | Kelda ___, Edward R. Murrow Award winning Canadian journalist |
| BUBLE | Grammy award-winning Canadian singer, Michael _ (5) |
| MAE | Award-winning Canadian comedian and writer, _ Martin (3) |
| SCHITTS | Emmy-winning Canadian comedy, "___ Creek" |
| DROWSYCHAPERONE | 'A Musical within a Comedy' ...Tony winning Canadian production, with The: 2 wds. |
| DRESSLER | "Min and Bill" (1930) Oscar-winning Canadian actress, Marie ___ |
| JONIMITCHELL | Award-winning Canadian singer songwriter, born 1943 (4,8) |
| BINOCHE | Oscar-winning actress Juliette of "The English Patient" (1996) based on Canadian author Michael Ondaatje's same-named bestseller |
| ROHINTON | Canadian author Mr. Mistry of 1995 Giller Prize winning novel A Fine Balance |
| ONDAATJE | Michael ___, Canadian author of 1992 Booker Prize winning novel The English Patient |
| KAITHOMAS | Canadian author of award-winning novel In the Upper Country: 2 wds. |
| UNDERPAINTER | Canadian author Jane Urquart's 1997 Governor General's Award winning novel about an artist, The ___ |
| THIEN | Award-winning Canadian novelist Madeleine of Do Not Say We Have Nothing |