Stadium: Casper Court (Ct 1) Round: 25 Ground: Clay
| ITF - W100 Bonita Springs | 2019/05/07 17:05 | Woolcock, Belinda v Fernandez, Leylah Annie | 7-5,3-6,5-10 |
| ITF - W100 Bonita Springs | 2019/05/06 15:30 | Khazaniuk, Deniz v Woolcock, Belinda | 6-0,4-6,5-10 |
| ITF W100 Charleston | 2019/05/02 14:00 | Woolcock, Belinda v Kaja Juvan | 4-6,4-6 |
| ITF W100 Charleston | 2019/05/01 19:40 | Woolcock, Belinda v Rasheeda McAdoo | 6-2,7-6 |
| ITF W100 Charleston | 2019/04/30 14:00 | Neel, Ingrid v Woolcock, Belinda | 3-6,3-6 |
| ITF W100 Charleston | 2019/04/29 18:45 | Small, Rosalyn v Woolcock, Belinda | 0-6,0-6 |
| Osprey, Fl, Singles Qualifying W-ITF-USA-14A | 2019/04/24 17:35 | Montez, Pamela v Woolcock, Belinda | 1-6,6-3,7-5 |
| ITF W25 Canberra | 2019/03/19 01:10 | Hozumi, Eri v Woolcock, Belinda | 6-3,6-1 |
| ITF W15 Cancun | 2019/04/10 19:00 | Nadel, Nicole v Wijesundera, Rushri | 5-7,7-5,7-6 |
| Palm Harbor, Fl, Qualifications Simples W-ITF-USA-08A | 2019/04/01 14:00 | Haruna Arakawa v Wijesundera, Rushri | 6-0,6-1 |
| ITF W15 Cancun | 2019/03/25 17:00 | Wijesundera, Rushri v Kelly Williford | 6-7,2-6 |
| ITF W15 Cancun | 2019/03/18 14:30 | Maria Paulina Perez Garcia v Wijesundera, Rushri | 6-3,6-4 |
| ITF W15 Cancun | 2019/03/11 18:30 | Maria Paulina Perez Garcia v Wijesundera, Rushri | 7-5,7-6 |
| ITF Women Bogota | 2018/12/06 14:30 | Wijesundera, Rushri v Allura Zamarripa | 1-6,1-6 |
| ITF Women Bogota | 2018/12/05 14:30 | Wijesundera, Rushri v Maribella Zamarripa | 6-4,6-0 |
| ITF Women Bogota | 2018/12/04 14:30 | Wijesundera, Rushri v Ana Maria Becerra | 6-3,6-2 |