| Australian Open Women | 01/14 07:50 | 44 | [421] Olivia Tjandramulia v Belinda Woolcock [295] | 0-6,3-6 | |
| Australian Open Women WC | 12/11 23:00 | 27 | [205] Arina Rodionova v Olivia Tjandramulia [426] | 7-5,6-0 | |
| Australian Open Women WC | 12/10 00:30 | 26 | [426] Olivia Tjandramulia v Jaimee Fourlis [253] | 6-1,4-6,6-4 | |
| ITF W25 Tucson | 11/23 21:00 | 28 | [301] Marcela Zacarias v Olivia Tjandramulia [462] | Retired | |
| ITF W25 Tucson | 11/23 17:50 | 27 | [462] Olivia Tjandramulia v Catherine Harrison [300] | 6-3,0-6,10-6 | |
| ITF W25 Tucson | 11/22 21:30 | 26 | [230] Gabriela Ce v Olivia Tjandramulia [462] | 6-4,5-7,3-10 | |
| ITF W25 Tucson | 11/20 19:15 | 25 | [462] Olivia Tjandramulia v Hanna Chang [324] | 6-3,6-4 | |
| ITF W25 Orlando | 11/11 15:00 | 54 | Olivia Tjandramulia v Maria Lourdes Carle | 1-6,1-6 | |
| ITF W25 Malibu | 11/07 18:25 | 26 | Jessica Failla v Olivia Tjandramulia | 6-3,6-2 | |
| ITF W25 Malibu | 11/06 00:45 | 25 | Olivia Tjandramulia v Reilly Tran | 6-3,4-6,7-6 | |
| ITF W60 Toronto | 10/29 13:00 | 54 | Olivia Tjandramulia v Michaela Bayerlova | 2-6,3-6 | |
| ITF W60 Toronto | 10/28 16:20 | 54 | Olivia Tjandramulia v Milana Drca | 6-2,6-3 | |
| ITF W25 Dallas | 10/25 16:00 | 27 | [189] Anhelina Kalinina v Olivia Tjandramulia [314] | 6-1,6-3 | |
| ITF W25 Dallas | 10/24 15:00 | 26 | Lorraine M. Guillermo v Olivia Tjandramulia | 4-6,6-7 | |
| ITF W25 Dallas | 10/23 16:20 | 25 | [314] Olivia Tjandramulia v Stephanie Wagner [296] | 7-6,7-6 | |
| ITF W25 Florence | 10/18 14:00 | 27 | [491] Olivia Tjandramulia v Marina Melnikova [252] | 2-6,1-6 | |
| ITF W25 Florence | 10/17 13:45 | 26 | [420] Alycia Parks v Olivia Tjandramulia [491] | 4-6,6-7 | |
| ITF W25 Florence | 10/15 17:00 | 25 | [491] Olivia Tjandramulia v Emina Bektas [403] | 0-6,6-1,7-6 | |
| ITF W25 Claremont | 10/09 20:40 | 25 | Charlotte Chavatipon v Olivia Tjandramulia | 6-4,6-3 | |
| ITF W60 Charleston | 10/02 18:00 | 25 | [374] Grace Min v Olivia Tjandramulia [498] | 6-0,7-5 | |
| ITF W60 Charleston | 10/01 16:40 | 54 | Anna Morgina v Olivia Tjandramulia | 4-6,3-6 | |
| ITF W60 Charleston | 09/30 18:10 | 54 | [308] Rasheeda McAdoo v Olivia Tjandramulia [498] | 5-7,1-6 | |
| ITF W60 Templeton | 09/24 16:00 | 54 | Olivia Tjandramulia v Ellie Douglas | 6-4,3-6,6-10 | |
| ITF W60 Templeton | 09/23 20:00 | 54 | Olivia Tjandramulia v Anna Bright | 6-4,2-6,10-8 | |
| ITF W60 Changsha | 09/03 02:00 | 54 | Olivia Tjandramulia v Oleksandra Oliynykova | 6-3,3-6,7-10 | |
| ITF W60 Changsha | 09/02 05:05 | 54 | Olivia Tjandramulia v Yuping Wang | 6-3,6-1 | |
| ITF W60 Jinan | 08/27 02:00 | 54 | [366] Zuzana Zlochova v Olivia Tjandramulia [496] | 1-6,6-3,10-3 | |
| ITF W60 Jinan | 08/26 07:35 | 54 | Han Shi v Olivia Tjandramulia | 1-6,2-6 | |
| ITF W25 Fort Worth | 08/02 14:00 | 27 | [469] Olivia Tjandramulia v Alexa Glatch [485] | 1-6,0-6 | |
| ITF W25 Fort Worth | 08/01 14:00 | 26 | Olivia Tjandramulia v Lea Ma | 6-1,6-1 |