Year | Winner(s) | Album | Nominees | Ref. |
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2003 | Diana Krall | Live in Paris | | |
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2004 | Holly Cole | Shade | | |
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2005 | Diana Krall | The Girl in the Other Room | | |
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2006 | Diana Krall | Christmas Songs | | |
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2007 | Diana Krall | From This Moment On | | |
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2008 | Sophie Milman | Make Someone Happy | | |
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2009 | Molly Johnson | Lucky | | |
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2010 | Ranee Lee | Ranee Lee Lives Upstairs | | |
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2011 | Kellylee Evans | Nina | | |
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2012 | Sonia Johnson | Le Carré de nos amours | | |
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2013 | Emilie-Claire Barlow | Seule ce soir | | |
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2014 | Mike Rud ft. Sienna Dahlen | Notes on Montréal | - Matt Dusk, My Funny Valentine: The Chet Baker Songbook
- Sonia Johnson, Charles Biddle Jr. and Annie Poulain, Triades
- Amy McConnell and William Sperandei, Stealing Genius
- Erin Propp with Larry Roy, Courage, My Love
| |
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2015 | Diana Panton | Red | | |
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2016 | Emilie-Claire Barlow | Clear Day | - Dan Brubeck Quartet, Live from the Cellar
- Jaclyn Guillou, This Bitter Earth
- Tara Kannangara, Some Version of the Truth
- Alex Pangman, New
| |
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2017 | Bria Skonberg | Bria | | |
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2018 | Diana Krall | Turn Up the Quiet | | |
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2019 | Laila Biali | Laila Biali | | [1] |
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2020 | Dominique Fils-Aimé | Stay Tuned! | | [2] |
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2021 | Sammy Jackson | With You | | [3] |
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2022 | Caity Gyorgy | Now Pronouncing: Caity Gyorgy | | [4] |
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2023 | Caity Gyorgy | Featuring | | [5] |
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2024 | Dominique Fils-Aimé | Our Roots Run Deep | | [6] |
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2025 | TBA | | [7] |
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