Stadium: Court 2 Round: 54 Ground: Hardcourt outdoor
| ITF W60 Berkeley | 2023/09/20 19:45 | Jessie Aney v Jenna Defalco | 6-3,3-6,4-6 |
| UTR Pro Winston-Salem Women | 2023/09/10 00:03 | Jessie Aney v Casie Wooten | 7-5,6-2 |
| UTR Pro Winston-Salem Women | 2023/09/08 16:30 | Jessie Aney v Lucia Quiterio | 6-4,6-3 |
| UTR Pro Winston-Salem Women | 2023/09/07 18:30 | Jessie Aney v Brooklyn Olson | 6-2,6-0 |
| UTR Pro Winston-Salem Women | 2023/09/06 18:30 | Jessie Aney v Emma Wilkins | 6-1,6-0 |
| UTR Pro Winston-Salem Women | 2023/09/05 22:00 | Sankavi Gownder v Jessie Aney | 3-6,4-6 |
| UTR Pro Winston-Salem Women | 2023/09/04 22:52 | Marcella Cruz v Jessie Aney | 6-7,0-6 |
| WTA Cleveland | 2023/08/19 16:00 | Jessie Aney v Fernanda Contreras Gomez | 2-6,3-6 |
| 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 |
| ITF W25 Poertschach | 2023/06/07 08:00 | Kayla Cross v Yasmine Kabbaj | 5-7,6-1,2-6 |
| ITF W25 Poertschach | 2023/06/06 15:15 | Kayla Cross v Veronika Bokor | 6-1,6-3 |
| ITF W25 Poertschach | 2023/06/06 08:55 | Kayla Cross v Alexandra Zimmer | 6-1,4-6,10-7 |
| ITF W40 Otocec | 2023/05/30 08:00 | Gina Feistel v Kayla Cross | 6-4,6-1 |