Stadium: Court 1 Round: 44 Ground: Hardcourt outdoor
| Concord, Singles W-ITF-USA-31B | 2019/08/12 21:00 | Woolcock, Belinda v Magdalena Frech | 4-6,5-7 |
| Concord, Singles W-ITF-USA-31B | 2019/08/12 13:00 | Varvara Gracheva v Woolcock, Belinda | 6-3,6-7,6-10 |
| Landisville, Qualifications Simples W-ITF-USA-29A | 2019/08/05 17:35 | Woolcock, Belinda v Gabueva, Angelina | 4-6,2-6 |
| ITF W60 Lexington | 2019/07/31 23:00 | Woolcock, Belinda v Katie Swan | 2-6,1-6 |
| Bethany Beach, Singles W-ITF-USA-17A | 2019/06/06 15:35 | Layne Sleeth v Woolcock, Belinda | 2-6,2-6 |
| Bethany Beach, Singles W-ITF-USA-17A | 2019/06/04 16:10 | Montez, Pamela v Woolcock, Belinda | 0-6,0-6 |
| ITF W15 Naples | 2019/05/19 14:30 | Woolcock, Belinda v Stewart, Katerina | 4-6,3-6 |
| ITF W15 Naples | 2019/05/18 16:20 | Woolcock, Belinda v Collins, Kylie | 6-1,6-4 |
| WTA Washington | 2019/07/27 14:00 | Anna Kalinskaya v Kukharchuk, Nika | 7-6,6-1 |
| Granby, Simples W-ITF-CAN-05A | 2019/07/24 14:00 | Sachia Vickery v Kukharchuk, Nika | 6-1,6-2 |
| Granby, Simples W-ITF-CAN-05A | 2019/07/23 14:20 | Kukharchuk, Nika v Marina Stakusic | 7-5,5-7,10-7 |
| Gatineau, Singles W-ITF-CAN-04A | 2019/07/17 19:30 | Susan Bandecchi v Kukharchuk, Nika | 3-6,6-0,6-4 |
| ITF W25 Saskatoon | 2019/07/10 16:00 | Kukharchuk, Nika v Imanishi, Miharu | 3-6,6-2,1-6 |
| ITF W25 Saskatoon | 2019/07/08 16:00 | Kukharchuk, Nika v Verner, Holly | 6-2,6-0 |
| ITF W25 Den Haag | 2019/07/01 07:30 | Kukharchuk, Nika v Melgers, Annick | 3-6,6-0,7-10 |
| ITF W15 Alkmaar | 2019/06/27 08:00 | Kukharchuk, Nika v Arbuthnott, Emily | 5-7,3-6 |