Stadium: Court 5 Round: 45 Ground: Hardcourt outdoor
| 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 Women Bogota | 2018/12/02 16:45 | Hailey Wilcox v Ana Maria Gomez | 6-1,6-2 |
| ITF Women Bogota | 2018/12/01 15:00 | Mariana V. Carrascal v Hailey Wilcox | 4-6,1-6 |
| ITF Women Mexico City | 2018/10/29 16:30 | Tricia Mar v Hailey Wilcox | 3-6,7-5,3-6 |
| ITF Women Tacarigua | 2018/05/07 14:00 | Hailey Wilcox v Catherine Leduc | 2-6,1-6 |
| ITF Women Monastir | 2018/11/11 09:00 | Jane Stewart v Micheline Aubuchon | 0-6,6-4,4-6 |
| ITF Women Monastir | 2018/11/07 11:55 | Jane Stewart v Mia Nicole Eklund | 2-6,1-6 |
| ITF Women Monastir | 2018/10/29 11:00 | Sri Vaishnavi Peddi Reddy v Jane Stewart | 6-4,6-4 |
| ITF Women Monastir | 2018/10/22 08:30 | Elaine Genovese v Jane Stewart | 6-0,6-2 |
| ITF Women Monastir | 2018/10/21 08:30 | Jane Stewart v Kerstin Peckl | 6-0,6-3 |
| ITF Women Monastir | 2018/10/16 08:30 | Federica Prati v Jane Stewart | 6-4,6-0 |
| ITF Women Monastir | 2018/10/15 08:30 | Jane Stewart v Angelina Graovac | 3-6,6-4,6-3 |
| ITF Women Monastir | 2018/10/08 08:30 | Jane Stewart v Emmanuelle Girard | 1-6,1-6 |