| ITF W35 Mildura | 03/12 04:25 | 25 | [234] Olivia Tjandramulia v Jia-Jing Lu [346] | 2-6,6-7 | |
| ITF W35 Traralgon | 02/26 23:00 | 19 | Elena Micic v Olivia Tjandramulia | 6-3,6-3 | |
| ITF W35 Traralgon | 02/25 23:00 | 44 | Yilin Yan v Olivia Tjandramulia | 4-6,6-7 | |
| ITF W35 Traralgon | 02/20 01:30 | 25 | [370] Tina Nadine Smith v Olivia Tjandramulia [192] | 6-1,6-4 | |
| ITF W60 Brisbane | 11/19 06:05 | 54 | Olivia Tjandramulia v Lea Ma | 1-6,3-6 | |
| WTA Ningbo | 09/23 07:35 | 14 | [141] Olivia Tjandramulia v Elizabeth Mandlik [144] | 0-6,1-6 | |
| WTA Iasi | 07/15 08:05 | 14 | [243] Dalila Jakupovic v Olivia Tjandramulia [104] | 6-0,6-4 | |
| ITF W60 Liepaja | 07/05 11:10 | 25 | [283] Cristina Dinu v Olivia Tjandramulia [104] | 6-3,6-1 | |
| ITF W60 Liepaja | 07/03 13:45 | 24 | Adelina Lachinova v Olivia Tjandramulia | 6-3,4-6,0-6 | |
| ITF W25 Perigueux | 06/27 16:00 | 25 | [497] Lucie Nguyen Tan v Olivia Tjandramulia [104] | 6-3,5-7,6-1 | |
| ITF W100 Ilkley | 06/18 11:05 | 54 | [209] Ankita Raina v Olivia Tjandramulia [100] | 6-1,4-6,6-2 | |
| ITF W60 Brescia | 05/29 06:55 | 54 | Olivia Tjandramulia v Virginia Ferrara | 3-6,6-4,5-7 | |
| WTA Strasbourg | 05/20 09:00 | 14 | [34] Erin Routliffe v Olivia Tjandramulia [438] | 6-3,6-2 | |
| WTA Florence | 05/15 08:00 | 14 | [207] Dalila Jakupovic v Olivia Tjandramulia [438] | 6-0,6-1 | |
| ITF W100 Bonita Springs | 05/02 15:30 | 54 | Olivia Tjandramulia v Victoria Hu | 7-6,2-6,3-6 | |
| ITF W100 Bonita Springs | 05/01 19:20 | 54 | [430] Olivia Tjandramulia v Alexandra Osborne [289] | 7-5,6-4 | |
| ITF W60 Charlottesville | 04/24 19:55 | 54 | [237] Elysia Bolton v Olivia Tjandramulia [430] | 6-1,6-2 | |
| ITF W100 Charleston | 04/18 15:40 | 54 | [281] Renata Zarazua v Olivia Tjandramulia [435] | 6-1,6-1 | |
| ITF W100 Charleston | 04/17 18:10 | 54 | [295] Alexandra Osborne v Olivia Tjandramulia [435] | 2-6,4-6 | |
| ITF W60 Irapuato | 02/15 19:55 | 25 | [208] Marcela Zacarias v Olivia Tjandramulia [438] | 7-5,7-5 | |
| ITF W60 Irapuato | 02/13 20:00 | 54 | [261] Gabriela Ce v Olivia Tjandramulia [438] | 6-0,7-5 | |
| ITF W60 Irapuato | 02/12 18:25 | 54 | Ximena N Hernandez v Olivia Tjandramulia | 1-6,1-6 | |
| ITF W60 Orlando | 02/07 14:50 | 54 | [271] Renata Zarazua v Olivia Tjandramulia [446] | 6-0,6-4 | |
| ITF W60 Orlando | 02/06 15:00 | 54 | Allura Zamarripa v Olivia Tjandramulia | 4-6,4-6 | |
| WTA Cali | 01/28 16:00 | 14 | [484] Emily Seibold v Olivia Tjandramulia [434] | 6-2,6-1 | |
| WTA Adelaide 2 | 01/07 04:40 | 14 | [429] Olivia Tjandramulia v Jil Teichmann [35] | 1-6,0-6 | |
| ITF W60 Toronto | 10/26 15:50 | 25 | Olivia Lincer v Olivia Tjandramulia | 6-4,5-7,6-3 | |
| ITF W60 Toronto | 10/26 15:30 | 25 | Katherine Sebov v Olivia Tjandramulia | Cancelled | |
| ITF W60 Saguenay | 10/19 16:20 | 26 | [251] Francesca Di Lorenzo v Olivia Tjandramulia [375] | 6-1,7-5 | |
| ITF W60 Saguenay | 10/18 13:50 | 25 | Kayla Cross v Olivia Tjandramulia | 2-6,7-6,2-6 |