Stadium: Court 14 Round: 25 Ground: Hardcourt outdoor
| WTA Newport Beach | 2019/01/22 21:45 | Olivia Rogowska v Marie Bouzkova | 3-6,7-6,6-7 |
| WTA Newport Beach | 2019/01/21 18:00 | Jamie Loeb v Olivia Rogowska | 3-6,3-6 |
| Australian Open Women | 2019/01/10 06:05 | Olivia Rogowska v Irina Khromacheva | 3-6,2-6 |
| Australian Open Women | 2019/01/09 04:00 | Olivia Rogowska v Katarina Zavatska | 6-1,6-4 |
| WTA Hobart | 2019/01/06 00:00 | Olivia Rogowska v Alison Bai | 4-6,7-6,1-6 |
| WTA Hobart | 2019/01/05 00:00 | Polona Hercog v Olivia Rogowska | 7-6,0-6,3-6 |
| ITF W25 Playford | 2018/12/31 23:30 | Olivia Rogowska v Belinda Woolcock | 6-3,6-7,5-10 |
| ITF Women Canberra | 2018/11/04 00:00 | Olivia Rogowska v Zoe Hives | 4-6,2-6 |
| ITF W100 Midland | 2019/01/31 19:00 | Yanina Wickmayer v Ann Li | 4-6,6-3,6-2 |
| ITF W100 Midland | 2019/01/30 18:30 | Jovana Jaksic v Ann Li | 6-3,4-6,4-6 |
| ITF W100 Midland | 2019/01/29 17:00 | Ann Li v Ana Sofia Sanchez | 6-4,6-1 |
| ITF W100 Midland | 2019/01/28 18:40 | Ann Li v Louisa Chirico | 7-6,6-2 |
| ITF W25 Daytona Beach | 2019/01/17 15:30 | Anna Bondar v Ann Li | 6-4,6-4 |
| ITF W25 Daytona Beach | 2019/01/16 18:10 | Irene Burillo Escorihuela v Ann Li | 4-6,4-6 |
| WTA Houston | 2018/11/13 16:00 | Ann Li v Fanny Stollar | 5-7,3-6 |
| WTA Houston | 2018/11/11 17:30 | Sanaz Marand v Ann Li | 6-4,3-6,3-6 |