Stadium: Casper Court (Ct 1) Round: 29 Ground: Clay
| ITF W15 Naples | 2019/05/18 16:20 | Belinda Woolcock v Kylie Collins | 6-1,6-4 |
| ITF W15 Naples | 2019/05/17 15:00 | Belinda Woolcock v Mara Schmidt | 6-4,6-1 |
| ITF W15 Naples | 2019/05/16 17:35 | Belinda Woolcock v Victoria Hu | 6-3,6-1 |
| ITF W15 Naples | 2019/05/14 14:00 | Belinda Woolcock v Rushri Wijesundera | 6-0,6-1 |
| ITF W100 Bonita Springs | 2019/05/07 17:05 | Belinda Woolcock v Leylah Annie Fernandez | 7-5,3-6,5-10 |
| ITF W100 Bonita Springs | 2019/05/06 15:30 | Deniz Khazaniuk v Belinda Woolcock | 6-0,4-6,5-10 |
| ITF W100 Charleston | 2019/05/02 14:00 | Belinda Woolcock v Kaja Juvan | 4-6,4-6 |
| ITF W100 Charleston | 2019/05/01 19:40 | Belinda Woolcock v Rasheeda McAdoo | 6-2,7-6 |
| ITF W15 Naples | 2019/05/18 14:30 | Peyton Stearns v Katerina Stewart | 2-6,6-7 |
| ITF W15 Naples | 2019/05/17 17:05 | Kimmi Hance v Katerina Stewart | 0-6,1-6 |
| ITF W15 Naples | 2019/05/16 19:30 | Eleana Yu v Katerina Stewart | 2-6,2-6 |
| ITF W15 Naples | 2019/05/14 14:00 | Madeleine Kobelt v Katerina Stewart | 2-6,3-6 |
| ITF Women Lubbock | 2018/09/17 20:00 | Nadia Podoroska v Katerina Stewart | 4-6,6-1,6-2 |
| US Open - Kvinner | 2018/08/21 21:55 | Varvara Lepchenko v Katerina Stewart | 6-2,6-1 |
| ITF Women Landisville Qual | 2018/08/07 14:00 | Katerina Stewart v Risa Ozaki | 1-6,2-6 |
| ITF Women Landisville Qual | 2018/08/06 14:00 | Katerina Stewart v Emiliana Arango | 7-6,6-1 |