| Name | Start | End | Qualifications |
| William A. Reeve | 1889 | 1894 | MA, QC |
| Newman W. Hoyles | 1894 | 1923 | BA, LLD, KC |
| John D. Falconbridge | 1923 | 1948 | KC, MA, LLB (Toronto), of Osgoode Hall |
| Cecil A. Wright | 1948 | 1949 | BA (Western Ontario), SJD (Harvard), of Osgoode Hall, Barrister-at-Law |
| Charles E. Smalley-Baker | 1949 | 1958 | QC, BA (Acadia), LLB (Harvard), MA (Oxford), LLM (Birmingham), of the Inner Temple, of Osgoode Hall, and the Bar of New Brunswick |
| H Allan Leal | 1958 | 1966 | QC, BA (McMaster), LLM (Harvard), LLD (McMaster), of Osgoode Hall |
| Alan W. Mewett | 1966 | 1967 | LLB (Birmingham), BCL (Oxford), LLM (Michigan), SJD (Michigan), member of Gray’s Inn and Osgoode Hall |
| Gerald E Le Dain | 1967 | 1972 | QC, BCL (McGill), D de l’Univ (Lyon) of the Bar of Quebec, and of Osgoode Hall |
| Harry W. Arthurs | 1972 | 1977 | OC, OO, BA, LLB (Toronto), LLM (Harvard), FRSC, FBA |
| Stanley M. Beck | 1977 | 1982 | BA, LLB (British Columbia), LLM (Yale), of the Bar of British Columbia |
| John D. McCamus | 1982 | 1987 | BA (Western Ontario), MA, LLB (Toronto), LLM (London), of the Bar of Ontario |
| John M. Evans | 1987 | 1988 | BA, BCL (Oxford), of the Bar of Ontario |
| James C. MacPherson | 1988 | 1993 | BA (Acadia), LLB (Dalhousie), LLM (Cambridge), of the Bars of Ontario and Saskatchewan |
| Marilyn L. Pilkington | 1993 | 1998 | BA (Alberta), LLB (Toronto), of the Bar of Ontario |
| Peter W. Hogg | 1998 | 2003 | QC, LLB (New Zealand), LLM (Harvard), PhD (Monash), FRSC, Barrister and Solicitor of the Supreme Court of New Zealand and Victoria, and of the Bar of Ontario |
| Patrick J. Monahan | 2003 | 2009 | BA (Ottawa), MA (Carleton), LLB (Osgoode), LLM (Harvard), of the Bar of Ontario |
| Jinyan Li | 2009 | 2010 | BA (UIBE, China), LLB (Toronto), LLM (Queen’s), DJur (Osgoode), of the Bar of Ontario |
| Lorne M. Sossin | 2010 | 2018 | BA (McGill), MA (Exeter), PhD (Toronto), LLB (Osgoode), LLM, JSD (Columbia), of the Bar of Ontario |
| Mary Condon | 2018 | 2023 | BA (Dublin), MA, LLM, SJD (Toronto), of the Bar of Ontario |
| Trevor Farrow | 2023 | | AB (Princeton), BA/MA (Oxford), LLB (Dalhousie), LLM (Harvard), PhD (Alberta), of the Bar of Ontario |
