Stadium: Court 6 Round: 26 Ground: Hardcourt outdoor
| ITF W25 Saskatoon | 2019/07/09 15:00 | Catherine Leduc v Madison Westby | 3-6,1-6 |
| ITF W15 Cancun | 2019/06/28 13:30 | Madison Westby v Elle Christensen | 1-6,6-3,2-6 |
| ITF W15 Cancun | 2019/06/27 13:30 | Madison Westby v Shria Atturu | 6-0,6-0 |
| ITF W15 Cancun | 2019/06/25 15:10 | Madison Westby v Hind Abdelouahid | 6-2,6-1 |
| ITF W15 Orlando | 2019/06/19 14:35 | Lauren Proctor v Madison Westby | 6-2,6-4 |
| ITF W25 Sumter | 2019/06/12 15:30 | Madison Westby v Marcela Zacarias | 2-6,1-6 |
| ITF W15 Cancun | 2019/05/21 17:00 | Yuliana Monroy v Madison Westby | 7-6,6-3 |
| ITF W15 Cancun | 2019/05/14 15:35 | Marcela Zacarias v Madison Westby | 6-1,6-3 |
| ITF W25 Saskatoon | 2019/07/10 17:35 | Jessica Livianu v Olivia Rogowska | 6-2,6-7,1-6 |
| ITF W60 Stare Splavy | 2019/06/18 12:55 | Sofya Lansere v Olivia Rogowska | 3-6,7-5,6-2 |
| ITF W60 Torun | 2019/06/04 13:35 | Stefania Rogozinska-Dzik v Olivia Rogowska | 6-4,6-3 |
| ITF W100 Bonita Springs | 2019/05/07 18:55 | Olivia Rogowska v Claire Liu | 5-7,6-3,2-6 |
| ITF W100 Charleston | 2019/04/30 15:30 | Olivia Rogowska v Cori Gauff | 1-6,3-6 |
| ITF W25 Osprey | 2019/04/25 15:55 | Alexa Glatch v Olivia Rogowska | 6-1,6-1 |
| ITF W25 Osprey | 2019/04/24 16:10 | Sophie Chang v Olivia Rogowska | 6-2,4-6,6-7 |
| ITF W80 Dothan | 2019/04/16 16:25 | Olivia Rogowska v Gabriela Talaba | 6-7,3-6 |