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| Year | Winner |
| 2025 | Madeleine Blanchard |
| 2024 | Abby Fendelet |
| 2023 | Lucy Gray |
Prior to 2023, this award was known as the Junior Individual Challenge Cup:
| Year | Winner |
| 2022 | Annabelle Porter |
| 2019 | Elise Miller |
| 2018 | Alyssa Hendry |
| 2017 | Morgan Dixon |
| 2016 | Danielle Skinner |
| 2015 | Kayla Weir |
| 2014 | Josi Treleaven |
| 2013 | Amina Egag |
| 2012 | Brianna Middleton |
| 2011 | Megan Arsenault |
| 2010 | Jasmine Runge |
| 2009 | Lissa Anne McGaghey |
| 2008 | Brigitte Moser |
| 2007 | Chloe Ceulemans |
| 2006 | Kiera West |
| 2005 | Kiera West |
| 2004 | Kayla Ireland and Megan Priel |
| 2003 | Jenna Jemieff |
| 2002 | Megan Priel |
| 2001 | Stephanie Hart and Jenna Jemieff |
| 2000 | Sheila Bissonnette and Jenna Jemieff |
| 1999 | Jenna Jemieff |
| 1998 | Stephanie Hart |
| 1997 | Sheila Bissonnette and Jennifer Tanjgerd |
| 1996 | Sheila Bissonnette |
| 1995 | Holly Neilson |
| 1994 | Leah Holliday |
| 1993 | Leah Holliday |