| Year | 
Winner | 
Nominated | 
|  1974 | 
  William Kurelek, O Toronto
   Desmond Morton, Mayor Howland
   Richard B. Wright, In the Middle of a Life | 
-  Sandra Budden and Joseph Ernst, The Movable Airport
 
-  Austin Clarke, Storm of Fortune
 
-  Michael Filey, Richard Howard and Helmut Weyerstrahs, Passengers Must Not Ride on Fender
 
-  Hugh Hood, The Governor's Bridge Is Closed
 
-  George Jonas, Cities
 
  | 
|  1975 | 
  Claude Bissell, Halfway up Parnassus
   The Labour History Collective, Women at Work
   Loren Lind, The Learning Machine | 
-  Max Braithwaite, Sick Kids
 
-  Juan Butler, Canadian Healing Oil
 
-  Jon Caulfield, The Tiny Perfect Mayor
 
-  Dennis Lee, Alligator Pie - Nicholas Knock
 
-  Harold Town, Albert Franck: His Life, Times and Work
 
  | 
|  1976 | 
  Robert F. Harney and Harold Troper, Immigrants: A Portrait of the Urban Experience 1890-1930
   Hugh Hood, The Swing in the Garden | 
 | 
|  1977 | 
  Margaret Atwood, Lady Oracle
   Margaret Gibson, The Butterfly Ward | 
 | 
|  1978 | 
  Christopher Armstrong and H.V. Nelles, The Revenge of the Methodist Bicycle Company
   Timothy Findley, The Wars | 
 | 
|  1979 | 
  Michael Bliss, A Canadian Millionaire
   William Dendy, Lost Toronto
   John Morgan Gray, Fun Tomorrow | 
-  Morley Callaghan, No Man's Meat and The Enchanted Pimp
 
-  Paul Duval, The Tangled Garden
 
-  Marian Engel, The Glassy Sea
 
-  James Lorimer, The Developers
 
-  Peter Mellen, Landmarks of Canadian Art
 
-  David Lewis Stein, City Boys
 
  | 
|  1980 | 
  Raymond Souster, Hanging In
   Stephen A. Speisman, The Jews of Toronto: A History to 1937 | 
 | 
|  1981 | 
  Timothy Colton, Big Daddy: Frederick G. Gardiner and the Building of Metropolitan Toronto
   Mary Larratt Smith, Young Mr. Smith in Upper Canada
   Helen Weinzweig, Basic Black with Pearls | 
-  Gregory S. Kealey, Toronto Workers Respond to Industrial Capitalism, 1867-1892
 
-  John Lownsbrough, The Privileged Few: The Grange & Its People in Nineteenth Century Toronto
 
-  Austin Seton Thompson, Jarvis Street: A Story of Triumph and Tragedy
 
-  Richard B. Wright, Final Things
 
  | 
|  1982 | 
  Claude Bissell, The Young Vincent Massey
   Marian Engel, Lunatic Villas | 
 | 
|  1983 | 
  Michael Bliss, The Discovery of Insulin
   Lucy Booth Martyn, The Face of Early Toronto: An Archival Record 1803-1936 | 
-  Larry Partridge, The Witts
 
-  Clara Thomas and John Lennox, William Arthur Deacon: A Canadian Literary Life
 
-  Tim Wynne-Jones, The Knot
 
  | 
|  1984 | 
  Edith G. Firth, Toronto in Art
   Gerald Killan, David Boyle: From Artisan to Archaeologist
   Eric Wright, The Night the Gods Smiled | 
 The award's website does not currently provide the shortlist for 1984, listing only the winners.  | 
|  1985 | 
  Warabe Aska, Who Goes to the Park
   J.M.S. Careless, Toronto to 1918
   Josef Skvorecky, The Engineer of Human Souls | 
-  Patrick Brode, Sir John Beverley Robinson
 
-  Margaret and Merlyn McKelvey, Toronto: Carved in Stone
 
-  David G. Pitt, E.J. Pratt: The Truant Years 1882-1927
 
-  Victor L. Russell, Forging a Consensus
 
  | 
|  1986 | 
  Morley Callaghan, Our Lady of the Snows
   Robertson Davies, What's Bred in the Bone | 
-  Neil Bissoondath, Digging Up the Mountains
 
-  Rosemary Donegan, Spadina Avenue
 
-  James Lemon, Toronto Since 1918: An Illustrated History
 
-  Patricia McHugh, Toronto Architecture: A City Guide
 
  | 
|  1987 | 
  William Dendy and William Kilbourn, Toronto Observed: Its Architecture, Patrons and History | 
-  John Coldwell Adams, Sir Charles God Damn: The Life of Sir Charles G.D. Roberts
 
-  June Callwood, Twelve Weeks in Spring
 
-  Lovat Dickson, The Museum Makers: The Story of the Royal Ontario Museum
 
-  Michael Filey, Not a One-Horse Town: 125 Years of Toronto and Its Streetcars
 
-  Martin O'Malley, Hospital: Life and Death in a Major Medical Centre
 
  | 
|  1988 | 
  Michael Ondaatje, In the Skin of a Lion | 
- Joan Hollobon, The Lion's Tale: A History of the Wellesley Hospital, 1912-1978
 
- Cyril H. Levitt and William Shaffir, The Riot at Christie Pits
 
- Tom MacDonnell, Never Let Go: The Tragedy of Kristy McFarlane
 
- Anna Porter, Mortal Sins
 
  | 
|  1989 | 
  Margaret Atwood, Cat's Eye | 
 | 
|  1990 | 
  Hilary Russell, Double Take: The Story of the Elgin and Winter Garden Theatres
   Guy Vanderhaeghe, Homesick | 
 | 
|  1991 | 
  Cary Fagan and Robert MacDonald, eds., Streets of Attitude: Toronto Stories | 
-  Cary Fagan, City Hall and Mrs. God
 
-  Mary Jo Leddy, Say to the Darkness, We Beg to Differ
 
-  Claire MacKay and Johnny Wales, The Toronto Story
 
-  Jocko Thomas, From Police Headquarters
 
-  Morley Torgov, St. Farb's Day
 
-  Dan Yashinsky, Tales for an Unknown City
 
  | 
|  1992 | 
  Katherine Govier, Hearts of Flame | 
 | 
|  1993 | 
  Carole Corbeil, Voice-Over
   David Donnell, China Blues | 
-  Paul Donovan, Paint Cans
 
-  Paul Kropp, Ellen/Elena/Luna
 
-  Don Ritchie, North Toronto
 
  | 
|  1994 | 
  Timothy Findley, Headhunter | 
 | 
|  1995 | 
  Ezra Schabas, Sir Ernest MacMillan: The Importance of Being Canadian | 
-  Jack Batten, The Leafs: An Anecdotal History of the Toronto Maple Leafs
 
-  Cary Fagan, The Animals' Waltz
 
-  Eric Wright, Moodie's Tale
 
  | 
|  1996 | 
  Rosemary Sullivan, Shadow Maker: The Life of Gwendolyn MacEwen | 
 | 
|  1997 | 
  Anne Michaels, Fugitive Pieces | 
 | 
|  1998 | 
  Helen Humphreys, Leaving Earth | 
 | 
|  1999 | 
  Richard Outram, Benedict Abroad | 
 | 
|  2000 | 
  Camilla Gibb, Mouthing the Words | 
-  Jennifer Duncan, Sanctuary and Other Stories
 
-  Greg Gatenby, Toronto - A Literary Guide
 
-  Conrad E. Heidenreich, Betty I. Roots and Donald A. Chant, Special Places: The Changing Ecosystems of the Toronto Region
 
-  Russell Smith, Young Men
 
  | 
|  2001 | 
  A.B. McKillop, The Spinster and the Prophet: Florence Deeks, H.G. Wells and the Mystery of the Purloined Past | 
 | 
|  2002 | 
  Sarah Dearing, Courage My Love | 
-  Douglas Bell, Run Over: A Boy, His Mother and An Accident
 
-  Jane Lind, Joyce Wieland: Artist on Fire
 
-  Erin Mouré, Sheep's Vigil by a Fervent Person
 
-  Michael Redhill, Martin Sloane
 
-  Elizabeth Ruth, Ten Good Seconds of Silence
 
  | 
|  2003 | 
  Joe Fiorito, The Song Beneath the Ice | 
 | 
|  2004 | 
  Kevin Bazzana, Wondrous Strange: The Life and Art of Glenn Gould
   Kate Taylor, Mme. Proust and the Kosher Kitchen | 
 | 
|  2005 | 
  David Bezmozgis, Natasha and Other Stories | 
 | 
|  2006 | 
  Dionne Brand, What We All Long For | 
-  Howard Akler, The City Man
 
-  Stephen Marche, Raymond and Hannah
 
-  Jason McBride and Alana Wilcox, eds., uTOpia: Towards a New Toronto
 
-  M.G. Vassanji, When She Was Queen
 
  | 
|  2007 | 
  Michael Redhill, Consolation | 
 | 
|  2008 | 
  Glen Downie, Loyalty Management | 
 | 
|  2009 | 
  Austin Clarke, More | 
-  Anthony De Sa, Barnacle Love
 
-  Maggie Helwig, Girls Fall Down
 
-  Mark Osbaldeston, Unbuilt Toronto
 
-  Charles Wilkins, In the Land of Long Fingernails
 
  | 
|  2010 | 
  Mark Sinnett, The Carnivore | 
 | 
|  2011 | 
  Rabindranath Maharaj, The Amazing Absorbing Boy | 
 | 
|  2012 | 
  Andrew J. Borkowski, Copernicus Avenue | 
 | 
|  2013 | 
  Kamal Al-Solaylee, Intolerable: A Memoir of Extremes[2] | 
-  Patrick Cummins and Shawn Micallef, Full Frontal T.O.
 
-  Kevin Irie, Viewing Tom Thomson, A Minority Report
 
-  Aga Maksimowska, Giant
 
-  Katrina Onstad, Everybody Has Everything
 
  | 
|  2014 | 
  Charlotte Gray, The Massey Murder: A Maid, Her Master and the Trial that Shocked a Country | 
-  Anthony De Sa, Kicking the Sky
 
-  Carrianne K. Y. Leung, The Wondrous Woo
 
-  Nick Saul and Andrea Curtis, The Stop: How the Fight for Good Food Transformed a Community and Inspired a Movement
 
-  Shyam Selvadurai, The Hungry Ghosts
 
  | 
|  2015 | 
  Emily St. John Mandel, Station Eleven[3] | 
 |