| Australian Open Women | 01/15 23:00 | 44 | [302] Olivia Rogowska v Nuria Parrizas-Diaz [212] | 4-6,2-6 | |
| ITF W25 Canberra | 01/08 03:20 | 25 | [288] Olivia Rogowska v Jessika Ponchet [188] | 3-6,4-6 | |
| ITF W60 Playford | 10/30 01:40 | 25 | [478] Jennifer Elie v Olivia Rogowska [247] | Retired | |
| ITF W60 Bendigo | 10/25 00:25 | 27 | [118] Priscilla Hon v Olivia Rogowska [247] | 4-6,6-2,6-3 | |
| ITF W60 Bendigo | 10/24 00:25 | 26 | [478] Jennifer Elie v Olivia Rogowska [247] | 5-7,3-6 | |
| ITF W60 Bendigo | 10/23 00:15 | 25 | [430] Tereza Mihalikova v Olivia Rogowska [247] | 6-7,6-3,3-6 | |
| ITF W25 Toowoomba | 10/12 01:00 | 28 | [252] Olivia Rogowska v Kyoka Okamura [320] | 4-6,4-6 | |
| ITF W25 Toowoomba | 10/11 00:30 | 27 | [349] Nudnida Luangnam v Olivia Rogowska [252] | 3-6,6-2,2-6 | |
| ITF W25 Toowoomba | 10/10 01:45 | 26 | Sara Tomic v Olivia Rogowska | 3-6,6-3,6-7 | |
| ITF W25 Toowoomba | 10/09 03:20 | 25 | [441] Alicia Smith v Olivia Rogowska [252] | 6-4,1-6,2-6 | |
| ITF W25 Brisbane | 10/02 04:20 | 25 | [321] Belinda Woolcock v Olivia Rogowska [254] | 6-2,5-7,6-4 | |
| ITF W60 Darwin | 09/27 03:10 | 27 | Ivana Popovic v Olivia Rogowska | 7-6,7-6 | |
| ITF W60 Darwin | 09/26 02:20 | 26 | [264] Olivia Rogowska v Belinda Woolcock [337] | 6-2,7-5 | |
| ITF W60 Darwin | 09/25 04:30 | 25 | [264] Olivia Rogowska v Nudnida Luangnam [347] | 6-1,6-7,6-2 | |
| ITF W25 Cairns | 09/21 01:30 | 28 | [331] Zuzana Zlochova v Olivia Rogowska [263] | 6-2,6-4 | |
| ITF W25 Cairns | 09/20 04:50 | 27 | [391] Tereza Mihalikova v Olivia Rogowska [263] | 3-6,3-6 | |
| ITF W25 Cairns | 09/19 02:30 | 26 | [463] Paige Hourigan v Olivia Rogowska [263] | 1-6,5-7 | |
| ITF W25 Cairns | 09/18 00:00 | 25 | [453] Mai Minokoshi v Olivia Rogowska [263] | 2-6,4-6 | |
| ITF W80 Granby | 07/27 14:00 | - | Mayo Hibi v Olivia Rogowska | Cancelled | |
| ITF W25 Gatineau | 07/17 16:25 | 25 | [406] Sophie Chang v Olivia Rogowska [242] | 6-7,6-4,6-1 | |
| ITF W25 Saskatoon | 07/11 17:00 | 26 | Madison Westby v Olivia Rogowska | 4-6,6-3,6-3 | |
| ITF W25 Saskatoon | 07/10 17:35 | 25 | Jessica Livianu v Olivia Rogowska | 6-2,6-7,1-6 | |
| ITF W60 Stare Splavy | 06/18 12:55 | 25 | [319] Sofya Lansere v Olivia Rogowska [238] | 3-6,7-5,6-2 | |
| ITF W25 Prerov | 06/11 09:30 | 25 | [140] Chantal Skamlova v Olivia Rogowska [241] | Retired | |
| ITF W60 Torun | 06/04 13:35 | 25 | Stefania R Dzik v Olivia Rogowska | 6-4,6-3 | |
| ITF W100 Bonita Springs | 05/07 18:55 | 25 | [240] Olivia Rogowska v Claire Liu [160] | 5-7,6-3,2-6 | |
| ITF W100 Charleston | 04/30 15:30 | 54 | [244] Olivia Rogowska v Cori Gauff [387] | 1-6,3-6 | |
| ITF W25 Osprey | 04/25 15:55 | 26 | Alexa Glatch v Olivia Rogowska | 6-1,6-1 | |
| ITF W25 Osprey | 04/24 16:10 | 25 | [377] Sophie Chang v Olivia Rogowska [244] | 6-2,4-6,6-7 | |
| ITF W80 Dothan | 04/16 16:25 | 45 | [239] Olivia Rogowska v Gabriela Talaba [395] | 6-7,3-6 |