Stadium: Court 3 Round: 54 Ground: Hardcourt outdoor
| ITF W15 Cancun | 2019/03/25 19:00 | Anais Defossez v Hailey Wilcox | 7-6,7-6 |
| ITF W15 Arcadia | 2019/03/13 17:45 | Madison Westby v Hailey Wilcox | 6-0,6-3 |
| ITF W15 Arcadia | 2019/03/12 17:30 | Hailey Wilcox v Oleksandra Gorchanyuk | 6-3,6-7,11-9 |
| ITF W15 Arcadia | 2019/03/11 14:00 | Hailey Wilcox v Jane Stewart | 6-2,6-4 |
| ITF W15 Fort-de-France | 2019/01/10 16:30 | Karin Kennel v Hailey Wilcox | 6-1,6-1 |
| ITF W15 Fort-de-France | 2019/01/08 15:30 | Hailey Wilcox v Anais Rollin | 6-1,6-0 |
| ITF Women Bogota | 2018/12/05 18:30 | Hailey Wilcox v Gabriela Giraldo | 6-2,1-6,3-6 |
| ITF Women Bogota | 2018/12/03 14:30 | Vivian Mayumi Toma v Hailey Wilcox | 1-6,1-6 |
| ITF W15 Cancun | 2019/03/25 17:00 | Marian G P Cano v Louise Lampla | 3-6,2-6 |
| ITF Women Mexico City | 2018/10/27 15:00 | Aida Garcia Mendez v Marian G P Cano | 7-5,6-2 |