The winners of the 1999 Governor General's Literary Awards were announced by Jean-Louis Roux, chairman, and Shirley Thomson, director of the Canada Council for the Arts, at a press conference held on November 16 at the National Library of Canada. Each winner received a cheque for CA$10,000.
| Category | Winner | Nominated |
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| Fiction |  Matt Cohen, Elizabeth and After[1]
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| Non-fiction | Marq de Villiers, Water[1]
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| Poetry | Jan Zwicky, Songs for Relinquishing the Earth[1]
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| Drama | Michael Healey, The Drawer Boy[1]
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| Children's literature | Rachna Gilmore, A Screaming Kind of Day[4]
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| Children's illustration | Gary Clement, The Great Poochini[4]
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| French to English translation | Patricia Claxton, Gabrielle Roy: A Life (François Ricard, Gabrielle roy, une vie)[4]
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| Category | Winner | Nominated |
|---|---|---|
| Fiction | Lise Tremblay, La Danse juive[4]
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| Non-fiction | Pierre Perrault, Le Mal du Nord[1]
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| Poetry | Herménégilde Chiasson, Conversations[4]
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| Drama | Jean-Marc Dalpé, Il n'y a que l'amour[4]
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| Children's literature | Charlotte Gingras, La Liberté? Connais pas...[4]
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| Children's illustration | Stéphane Jorisch, Charlotte et l'île du destin[4]
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| English to French translation | Jacques Brault, Transfiguration (E. D. Blodgett, Transfiguration)[4]
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Governor General's Awards for Literary Merit
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| English-language awards |
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| French-language awards |
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| Awards by year |
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