| ITF Women Burnie | 01/30 02:20 | 25 | Olivia Rogowska v Tereza Mrdeza | 6-2,6-1 | |
| Australian Open Women | 01/17 00:00 | 24 | Marta Kostyuk v Olivia Rogowska | 6-3,7-5 | |
| Australian Open Women | 01/15 04:20 | 23 | Jaimee Fourlis v Olivia Rogowska | 3-6,7-6,2-6 | |
| WTA Sydney | 01/09 05:45 | 25 | Daria Gavrilova v Olivia Rogowska | 6-4,1-6,7-5 | |
| WTA Brisbane Qual | 12/29 06:00 | 45 | Olivia Rogowska v Bernarda Pera | 6-4,5-7,6-7 | |
| ITF Women Bendigo | 11/12 01:00 | 29 | [186] Olivia Rogowska v Tamara Zidansek [180] | 7-5,1-6,0-6 | |
| ITF Women Bendigo | 11/11 01:35 | 28 | [377] Abigail Tere-Apisah v Olivia Rogowska [186] | 6-1,4-6,2-6 | |
| ITF Women Bendigo | 11/10 02:35 | 27 | [362] Tammi Patterson v Olivia Rogowska [186] | Retired | |
| ITF Women Bendigo | 11/09 00:50 | 26 | Marianna Zakarlyuk v Olivia Rogowska | 0-6,2-6 | |
| ITF Women Bendigo | 11/08 02:05 | 25 | Ramu Ueda v Olivia Rogowska | 0-6,4-6 | |
| ITF Women Canberra | 11/05 00:00 | 29 | [169] Destanee Aiava v Olivia Rogowska [226] | 1-6,2-6 | |
| ITF Women Canberra | 11/04 01:00 | 28 | [226] Olivia Rogowska v Julia Glushko [305] | 1-6,6-3,6-0 | |
| ITF Women Canberra | 11/03 03:30 | 27 | [226] Olivia Rogowska v Abigail Tere-Apisah [413] | 7-5,7-5 | |
| ITF Women Canberra | 11/02 05:20 | 26 | [226] Olivia Rogowska v Alize Lim [313] | 6-4,6-1 | |
| ITF Women Canberra | 11/01 02:30 | 25 | [226] Olivia Rogowska v Mai Minokoshi [324] | 4-6,6-1,6-3 | |
| ITF Women Cairns | 10/15 01:00 | 29 | [392] Abigail Tere-Apisah v Olivia Rogowska [224] | 6-1,2-6,2-6 | |
| ITF Women Cairns | 10/14 01:00 | 28 | [443] Yuki Kristina Chiang v Olivia Rogowska [224] | 2-6,6-3,1-6 | |
| ITF Women Cairns | 10/13 03:30 | 27 | [399] Ellen Perez v Olivia Rogowska [224] | 4-6,0-6 | |
| ITF Women Cairns | 10/12 01:50 | 26 | Masa Jovanovic v Olivia Rogowska | 4-6,1-6 | |
| ITF Women Cairns | 10/11 01:25 | 25 | Alana Parnaby v Olivia Rogowska | 4-6,0-6 | |
| ITF Women Toowoomba | 10/05 04:30 | 26 | Olivia Rogowska v Astra Sharma | 3-6,6-1,1-6 | |
| ITF Women Toowoomba | 10/04 02:15 | 25 | [237] Olivia Rogowska v Naiktha Bains [365] | 6-0,6-2 | |
| ITF Women Brisbane | 09/30 00:00 | 28 | [272] Olivia Rogowska v Kimberly Birrell [407] | 6-7,4-6 | |
| ITF Women Brisbane | 09/29 00:00 | 27 | [332] Jaimee Fourlis v Olivia Rogowska [272] | 3-6,2-6 | |
| ITF Women Brisbane | 09/28 02:00 | 26 | [432] Chihiro Muramatsu v Olivia Rogowska [272] | 3-6,6-3,4-6 | |
| ITF Women Brisbane | 09/27 02:25 | 25 | Alexandra Stevenson v Olivia Rogowska | 1-6,6-7 | |
| ITF Women Penrith | 09/24 01:00 | 29 | [406] Kimberly Birrell v Olivia Rogowska [265] | 2-6,4-6 | |
| ITF Women Penrith | 09/23 03:05 | 28 | [443] Lauren Albanese v Olivia Rogowska [265] | 3-6,2-6 | |
| ITF Women Penrith | 09/22 01:00 | 27 | [433] Chihiro Muramatsu v Olivia Rogowska [265] | 1-6,7-5,3-6 | |
| ITF Women Penrith | 09/21 02:45 | 26 | Belinda Woolcock v Olivia Rogowska | 6-7,6-7 |