Stadium: Court 6 Round: 25 Ground: Hardcourt indoor
| ITF W60 Toronto | 2023/10/26 19:00 | Jana Fett v Madison Sieg | 6-0,6-2 |
| ITF W60 Toronto | 2023/10/24 14:00 | Madison Sieg v Anna Ulyashchenko | 6-1,1-6,6-0 |
| ITF W60 Saguenay | 2023/10/20 19:05 | Madison Sieg v Isabelle Boulais | 3-6,6-7 |
| ITF W60 Saguenay | 2023/10/19 15:55 | Dalayna Hewitt v Madison Sieg | 3-6,3-6 |
| ITF W60 Saguenay | 2023/10/18 19:45 | Madison Sieg v Jasmin Jebawy | 6-2,6-2 |
| ITF W60 Rancho Santa Fe | 2023/10/10 21:10 | Stacey Fung v Madison Sieg | 6-3,6-4 |
| ITF W25 Santarém | 2023/09/26 08:30 | Madison Sieg v Danielle Willson | 3-6,2-6 |
| ITF W25 Santarém | 2023/09/25 10:40 | Madison Sieg v Dana Daniela Avramenko | 6-0,6-0 |
| ITF W25 Edmonton | 2023/11/02 16:00 | Justina Mikulskyte v Kayla Cross | 6-3,6-0 |
| ITF W60 Toronto | 2023/10/24 14:00 | Kayla Cross v Haruka Kaji | 4-6,3-6 |
| ITF W25 Redding | 2023/10/04 19:25 | Maribella Zamarripa v Kayla Cross | 7-6,7-5 |
| ITF W60 Templeton | 2023/09/26 01:30 | Jessie Aney v Kayla Cross | 7-5,6-4 |
| ITF W100 Granby | 2023/07/19 00:15 | Kayla Cross v Ashlyn Krueger | 3-6,4-6 |
| ITF W60 Saskatoon | 2023/07/13 18:30 | Himeno Sakatsume v Kayla Cross | 4-6,3-6 |
| ITF W60 Saskatoon | 2023/07/11 16:00 | Kayla Cross v Alexia Jacobs | 7-6,6-3 |
| ITF W60 Biarritz | 2023/06/12 10:00 | Tiantsoa S R Rajaonah v Kayla Cross | 6-0,6-1 |