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