Stadium: Court 7 Round: 25 Ground: Hardcourt outdoor
| ITF W15 Carson | 2019/03/05 18:30 | Lorraine M. Guillermo v Madison Westby | 6-4,6-2 |
| ITF W15 Monastir | 2019/02/04 08:00 | Madison Westby v Agathe Timsit | 7-5,1-6,7-10 |
| ITF W15 Monastir | 2019/01/29 09:00 | Madison Westby v Corinna Dentoni | 2-6,4-6 |
| ITF W15 Monastir | 2019/01/24 09:30 | Mirjam Bjorklund v Madison Westby | 6-1,6-1 |
| ITF W15 Monastir | 2019/01/23 10:50 | Tamara Milosevic v Madison Westby | 2-6,2-6 |
| ITF W15 Monastir | 2019/01/15 09:40 | Madison Westby v Amy Zhu | 4-6,6-4,4-6 |
| ITF Women Stellenbosch | 2018/12/07 09:00 | Emilie L Gallagher v Madison Westby | 6-3,6-2 |
| ITF Women Stellenbosch | 2018/12/06 07:00 | Andrina Peer v Madison Westby | 6-4,1-6,1-6 |
| 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 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 |