The following is a list of prominent Upper Canada College (UCC) alumni. UCC's alumni are usually known simply as Old Boys (as is common with most all-male private schools). They include:

Academia

  • Arthur, James Greig (1962) world's leading mathematician in representation theory and creator of the General Trace Formula
  • Assikinack, Francis (1848) Ojibwe historian and treaty negotiator
  • Bethune, Charles James Stewart (1856) headmaster of Trinity College School; co-founder of Entomological Society of Canada
  • Ewart, John S. lawyer, Canadian historian, and advocate of Canadian independence<small>[https://web.archive.org/web/20060215143821/http://www2.marianopolis.edu/quebechistory/encyclopedia/JohnS.Ewart-Wallace.htm]</small>
  • Fleming, James Henry (1892) ornithologist
  • Grant, George P. (1936) philosopher and author
  • Grier, Terry (c. 1954) president of Ryerson University and New Democratic Party member of parliament
  • Jennings, William Tyndale – civil engineer, city engineer for Toronto, and president of the Canadian Society of Civil Engineers (later the Engineering Institute of Canada)
  • Keefer, Thomas (1838) aquatics civil engineer, president of the American Society of Civil Engineers, and founder of the Canadian Society for Civil Engineering
  • Kilbourn, William (1944) author, historian, and executive of the Canada Council and Canadian commission for UNESCO
  • Loudin, James (1858) first physics professor at the University of Toronto and president of the Royal Society of Canada
  • MacInnis, Dr. Joseph (1956) explorer, leader of the dive to film the RMS Titanic in IMAX, and the first person to dive under the North Pole
  • Macklem, Michael founder of Oberon Press
  • McNaught, Kenneth (c. 1936) historian and author
  • Parmenter, Ross (1929) music editor at the New York Times and expert on indigenous Mexican culture
  • Patterson, John Andrew – president of the Astronomical and Physical Society of Toronto and prominent lawyer
  • Ryerson, Stanley Bréhaut (c. 1929) historian and communist activist
  • Singer, Peter (1978) director of Joint Centre for Bioethics at the University of Toronto and programme director at the Canadian Program on Genomics
  • Stupart, Sir Robert Fredrick (1872) pioneer of public weather forecasts; director of the National Meteorological Society
  • Tyrell, Joseph (1878) discoverer of dinosaur bones in Alberta and in whose honour the Royal Tyrrell Museum of Palaeontology is named
  • Wright, Sir Charles Seymour (1904) team physicist on Robert Scott's Antarctic expedition and developer of the "trench wireless" during the First World War

Arts and media

Literature and journalism

  • Bacque, James author
  • Black, Conrad, Baron Black of Crossharbour (did not graduate) author, newspaper baron
  • Bruce, Addington (c. 1892) journalist and American historian
  • Chewitt, William Cameron (c. 1846) Canadian publisher; one of the first two members of the University of Toronto to graduate in medicine
  • Colapinto, John (c. 1977) award-winning journalist, novelist and staff writer for The New Yorker
  • Davies, Robertson (1932) author, playwright, and journalist
  • Fraser, Graham (c. 1964) Canadian journalist and languages commissioner of Canada
  • Fraser, John (1963) Editor of Saturday Night Magazine; master of Massey College
  • Gilmour, David (1968) journalist, novelist, winner of the Governor General's Award for English-language fiction
  • Glazebrook, G.P. de T. (George Parkin de Twenebroker) Canadian historian
  • Graham, Patrick (1984) journalist and screenwriter
  • Heintzman, Andrew (1986) founder and editor of Shift magazine
  • Leacock, Stephen (1882) writer and economist
  • Gibson, Dan (1940) creator of Solitudes
  • Gooderham, Albert Edward (1879) founder of the Canadian Academy of Music (later the Royal Conservatory of Music) and president of the Toronto Symphony Orchestra
  • Hewitt, Bill (1949) broadcasting mogul and Hockey Night in Canada announcer
  • Hewitt, Foster (1921) broadcaster and Hockey Hall of Fame inductee
  • MacDermot, Galt (1942) Grammy Award-winning musician and co-author of the Broadway musical Hair
  • McFee, Allan (1931) CBC radio broadcaster and announcer for the Royal Canadian Air Farce
  • McNaught, John (c. 1920) Canadian radio broadcaster and writer

Visual media

  • Band, Charles Shaw (c. 1903) philanthropist, art collector, and twice President of the Art Gallery of Ontario
  • Bassett, Douglas (1958) member of the Canadian Association of Broadcasters Hall of Fame, president of the CTV Television Network, and founder of CFTO-TV
  • Dick, Leonard (1982) – Emmy Award, Golden Globe, and Writers Guild Award-winning producer and writer of Lost, House, and many sitcoms
  • Douglas, Melvyn (1913) Academy Award-winning actor
  • Dunn, Barrie (1971) - Co-creator, writer, producer Trailer Park Boys (Left school in April, 1970)
  • Eckler, Greg (1987) Canadian Screen Award-winning writer, The Rick Mercer Report
  • Felix, Enrique Alvarez (1954) Mexican actor
  • Flaherty, Robert (1903) pioneer of documentary films, including Nanook of the North
  • Fraser, Brendan (1987) Academy Award-winning actor (left school in final year)
  • Gelber, Arthur (1934) founder of the Ontario Arts Council and chairman of National Arts Centre
  • Grier, Sir Edmund Wyly (1877) Portraitist and president of the Royal Canadian Academy of Arts
  • Kane, Paul (1830) painter of the Canadian north and other pioneer landscapes
  • Koffman, Jeffrey (1977) Emmy Award-winning journalist; ABC news anchor and bureau chief
  • Law, Charles Anthony (1935) official war artist
  • Lewis, Avi (c. 1986) politician, journalist and television host
  • MacMillan, Michael Academy Award winner; CEO of Alliance Atlantis
  • Massey, Raymond Hart (1910) actor and Hollywood Walk of Fame inductee
  • Massey, Walter (c. 1945) actor, voice of Principal Heney on Arthur
  • Mettler, Peter Genie, National Film Board of Canada, and other awards-winning writer and director
  • Moore, James Mavor (1929) founding head of the Guild of Canadian Playwrights and founder of St. Lawrence Centre for the Arts
  • Snow, Michael (1948) multimedia modern artist
  • Sultanov, Sanzhar (2007) film producer and director
  • Taché, Eugène-Étienne (1849) architect of the Assemblée nationale du Québec building, designer of Québec's Coat of Arms, and author of the province's motto Je me souviens
  • Wachter, Charles (1993) Emmy Award-winning executive producer of Jamie Oliver's Food Revolution
  • Watier, Martin (1992) – actor and specialist in dubbing

Business

  • Alexander, Richard Henry founder and President of the Vancouver Board of Trade, founder of the Vancouver Club, and Commodore of the Royal Vancouver Yacht Club
  • Beatty, David Ross (1959) – international business expert, diplomat, and chairman of the Board of Governors of Upper Canada College
  • Cameron, Alexander – businessman and founder of Essex, Ontario
  • Cheesbrough, Gordon – chairman and chief executive officer of Altamira and chairman of the Board of Governors of Upper Canada College
  • Cohon, Craig – businessman and environmental activist
  • Eaton, Fred (1982) – catamaran designer and winner of the International Catamaran Challenge Trophy
  • Eaton, Sir John Craig (c. 1894) – chairman and chief executive officer of the T. Eaton Company
  • Eaton, John Craig – chairman and chief executive officer of the T. Eaton Company and Chancellor of Ryerson University
  • Eaton, Timothy (c. 1852) – founder of the now-defunct Eaton's department store
  • Ho, Lawrence – chairman and chief executive officer of Melco International
  • Hutcheson, Blake (1980) – President and CEO of Oxford Properties
  • Jarvis, Aemilius - financier and yachtsman, builder of King Edward Hotel and first winner of Canada's Cup yacht race
  • Lang, Stu – President of CCL Industries
  • Pellatt, Sir Henry – Major General, financier, and builder of Casa Loma
  • Prichard, Robert – chief executive officer of Torstar and president of the University of Toronto
  • Rogers, Ted (c. 1951) – Canada's ninth wealthiest man, chairman of Rogers Communications, full owner of the Toronto Blue Jays, and eponym of the Rogers Centre
  • Eaton, Fred (1957) High Commissioner to the United Kingdom; Chancellor of the University of New Brunswick
  • Merritt, Thomas Rodman (c. 1842) Member of Parliament; founder and president of Ridley College
  • Prichard, Robert (1967) President of the University of Toronto and president of Star Media Group
  • Ridpath, John (c. 1954) Objectivist philosopher and retired York University associate Professor of Economics and Intellectual History

Humanitarians

  • Barrett, Anthony (1964) founder of Pollution Probe; Chief Financial Officer of the World Wildlife Fund of Canada
  • Cameron, John Hillyard (1833) Member of Parliament, co-founder of the Canada Life Assurance Company, and solicitor general of Upper Canada
  • Cartwright, John Robert (1912) Chief Justice of Canada
  • Cross, Charles Wilson first Attorney-General of Alberta; member of the Legislative Assembly of Alberta and of the Canadian House of Commons
  • Ewart, J. S. (c. 1867) advocate of Canadian independence
  • Harlan, John Marshall II (1911) Associate Justice of the United States Supreme Court
  • Hughes, Samuel , a judge of the Supreme Court of Ontario and Chairman of the Hughes Inquiry
  • Jaffer, Jameel (1990) human rights and civil liberties attorney, Deputy Legal Director of the American Civil Liberties Union, and Director of the ACLU's Center for Democracy
  • Macleod, James Farquharson (1848) Colonel, pioneer of Alberta and third Commissioner of the Royal Canadian Mounted Police
  • McMurtry, Roy (c. 1950) Chief Justice of the Ontario Superior Court of Justice and High Commissioner to the United Kingdom
  • Robinson, Christopher (c. 1846) Attorney General of Canada
  • Wallbridge, Lewis (c. 1834) Chief Justice of Manitoba, speaker of the Legislative Assembly of the Province of Canada, and director of the Bank of Upper Canada

Medicine

  • Bethune, Norman Sr. (c. 1840) Canadian doctor; father of Norman Bethune
  • Burgess, Thomas Joseph Workman (1866) leader in psychiatry in Canada; President of the Société Médico-Psychologique de Québec and American Medico-Psychological Association (later the American Psychiatric Association)
  • Mack, Theophilus leader in obstetrics and gynaecology; founder of St. Catharines General Hospital
  • McCulloch, Ernest Lasker Award winner accredited with the discovery of the stem cell; Canadian Medical Hall of Fame inductee
  • Denison, George Taylor III lawyer, commander of the Governor General's Body Guard, founder of the Canada First movement and the British Empire League, and military historian
  • Dunkelman, Ben (1930) Israeli war hero
  • Dunn, Alexander Roberts (1844) first recipient of the Victoria Cross
  • Geary, George Reginald (c. 1891) Lt. Colonel, cabinet minister, commander of the Royal Grenadier Regiment, and mayor of Toronto
  • Gressett, Sir Arthur Edward Lieutenant-General in the British Army
  • Gordon, James Neil , Brigadier General, as a Major he commanded a company of The Queen's Own Rifles of Canada on D-Day landing at Juno Beach, later becoming Commanding Officer of The North Shore (New Brunswick) Regiment for the remainder of the war, and post war Commanding Officer and then Honorary Colonel of The Queen's Own Rifles.
  • Little, Charles Herbert (1926) Director of naval intelligence during the Second World War
  • Pettler, Levi Major General, acclaimed war hero, and commander of the Royal Engineers
  • Williams, David Russell (1982) former Canadian Forces Air Command colonel, commander of CFB Trenton, and convicted murderer

State affairs, diplomacy, and politics

Ambassadors, high commissioners, and diplomats

  • Campbell, Arthur Grant
  • Eaton, Fredrik Stefan Canadian High Commissioner to the United Kingdom
  • George, James (1936) Canadian ambassador to Iran, high commissioner to India, and world renowned activist
  • Graham, John (1952) diplomat to Cuba, Central Intelligence Agency spy, and first Head of the Organization of American States
  • Smith, Arnold Cantwell (1932) Canadian ambassador to Moscow and Cambodia, and secretary-general of the Commonwealth Secretariat
  • Wilson, Michael (1955) minister of finance, chairman and chief executive officer of UBS AG, chancellor of the University of Trinity College, and Canadian ambassador to the United States
  • Wrong, Hume (1909) Canadian ambassador to Washington and part author of the North Atlantic Treaty

Parliamentarians

  • Bosley, John William (1964) Speaker of the House of Commons of Canada
  • Cameron, John Hillyard (c. 1835) Conservative member of the House of Commons of Canada and solicitor general for Upper Canada
  • Cartwright, Matt Member of the United States House of Representatives
  • Cassidy, Michael (1954) Member of the Legislative Assembly of Ontario, member of the Canadian parliament and leader of the Ontario New Democratic Party
  • Cockburn, James (1833) Father of Confederation and the first Speaker of the House of Commons of Canada
  • Crooks, Adam (1846) Member of the Legislative Assembly of Ontario and first Ontario minister of education
  • Harrison, Alexander Robert (c. 1851) Conservative member of the first Canadian parliament
  • Heap, Dan (1943) New Democratic Party member of parliament
  • Ignatieff, Michael (1965) former leader of the Liberal Party of Canada and Her Majesty's Loyal Opposition, noted historian and journalist
  • Lamport, Allan (1923) Mayor of Toronto
  • Tonks, Alan (1959) Member of Parliament and Mayor of Toronto

Ministers and advisors

  • Agnew, John Hume (c. 1881) Manitoba Cabinet minister
  • Beatty, Perrin (1968) Cabinet minister, president of the Canadian Broadcasting Corporation, and Chancellor of the University of Ontario Institute of Technology
  • Cameron, Matthew Crooks (1838) Cabinet member of premier John Sandfield Macdonald and provincial secretary and registrar of Ontario
  • Daly, Thomas Mayne Minister of the Interior, Superintendent-General of Indian Affairs, and Minister of Justice and Attorney General of Canada
  • Godfrey, John (1961) Canadian minister of state for infrastructure and communities, and editor of the Financial Post
  • Gordon, Walter L. (1922) Canadian minister of finance and chancellor of York University
  • Graham, Bill (1957) former Liberal Party Member of Parliament and Foreign Affairs Minister
  • Hughes, Sir Samuel (c. 1871) Canadian minister of militia during the First World War
  • Ibbs, Sir Robin (1942) Chairman of Lloyd's Bank and senior advisor to British Prime Minister Margaret Thatcher
  • Marling, Alexander Deputy Minister of Education for Ontario
  • O'Reilly, John (1953) Chief Meteorologist of Ontario
  • Rossi, Rocco (1981) national director of the Liberal Party of Canada, advisor to Liberal leader Michael Ignatieff, businessman

Viceroys

  • Aikins, James Albert Manning (1871) founder of the Canadian Bar Association, member of the Canadian parliament, and Lieutenant Governor of Manitoba
  • Aird, John Black (1941) founder of Aird & Berlis LLP and Lieutenant Governor of Ontario
  • Hendrie, Sir John Strathearn (1874) Lieutenant Governor of Ontario
  • Jackman, Henry (1950) Chief executive officer of the National Trust and Empire Life Insurance, and Lieutenant Governor of Ontario
  • Robinson, John Beverley (1836) President of the Queen's Privy Council for Canada, mayor of Toronto, and Lieutenant Governor of Ontario<small>[http://webhome.idirect.com/~griffish/gene/ucpeople.html]</small>
  • Tupper, William Johnston (c. 1880) Lieutenant Governor of Manitoba

Religion

  • Hutchison, Andrew (1956) Primate of the Anglican Church of Canada
  • McLeod, Bruce (1946) Moderator of the United Church of Canada and president of the Canadian Council of Churches

Sports

  • Ballard, Harold (c. 1921) owner of the Toronto Maple Leafs, Hamilton Tiger-Cats, and Maple Leaf Gardens, and Hockey Hall of Fame inductee
  • Barry, Michael (1993) professional cyclist and member of Lance Armstrong's Discovery Channel Pro Cycling Team
  • Beare, John (1992) 2008 Olympic bronze medallist in the Men's Four
  • Cohon, Mark 12th commissioner of the Canadian Football League, director of corporate and game development for Major League Baseball International, National Basketball Association vice-president of business development, and chair of the Ontario Science Centre and Canadian Academy of Recording Arts and Sciences
  • Conacher, Brian (1961) member of the 1967 Stanley Cup Toronto Maple Leafs and the 1964 Olympic Canadian hockey team
  • Elder, James (1953) 1956 and 1968 Olympics equestrian gold medallist
  • Elkinson, Kilian (2008) member of the Toronto FC<small>[http://www.midoceannews.bm/siftology.midoceannews/Article/article.jsp?sectionId=60&articleId=7d845d330080049]</small>
  • Faust, Andre (c. 1987) member of the Philadelphia Flyers
  • Greening, Colin (2005) member of the Toronto Maple Leafs
  • Irwin, Brayden (c. 2004) former member of the Toronto Maple Leafs
  • Kerr, John (1970) 1984 Olympics sailing bronze medallist
  • Mara, George (1941) Captain of the 1948 Olympic gold medal-winning Canadian hockey team, director of Maple Leaf Gardens, and Canada's Sports Hall of Fame inductee
  • O'Connor, Matt (2010) member of the Ottawa Senators
  • Ogden, Edward (1876) first-class cricketer
  • Smythe, Conn (1909) owner of the Toronto Maple Leafs; founder of Maple Leaf Gardens; coach of the 1928 Winter Olympics gold medal-winning team; namesake of the NHL's Conn Smythe Trophy
  • Spencer, Vic founding director of the BC Lions, Canadian Football League Hall of Fame inductee, and Canadian Football League fullback, and founding partner and director of Delta Hotels
  • Williams, Barney (1996) 2004 Olympic games men's coxless four silver medallist