| UTR Pro Tennis Series Sydney Women | 2020/06/30 23:30 | Di Tommaso, Chiara v Aulia, Catherine | 1-6,6-3,0-1 |
| Mildura, Simples W-ITF-AUS-06A | 2020/03/03 03:15 | Di Tommaso, Chiara v Nagi Hanatani | 0-6,1-6 |
| Hamilton, Singles Qualifying W-ITF-NZL-01A | 2020/02/12 22:00 | Man Ying Maggie Ng v Di Tommaso, Chiara | 6-4,6-2 |
| Hamilton, Singles Qualifying W-ITF-NZL-01A | 2020/02/10 21:00 | Di Tommaso, Chiara v Bajagic, Tamara | 3-6,7-5,6-2 |
| Launceston, Singles Qualifying W-ITF-AUS-03A | 2020/02/02 05:00 | Di Tommaso, Chiara v Poulos, Annerly | 4-6,4-6 |
| Launceston, Singles Qualifying W-ITF-AUS-03A | 2020/02/02 02:00 | Rebecca Jones v Di Tommaso, Chiara | 6-3,4-6,3-10 |
| ITF W25 Cairns | 2019/09/17 02:05 | Di Tommaso, Chiara v Alicia Smith | 5-7,1-6 |
| ITF W25 Cairns | 2019/09/16 00:00 | Nelson, Sasha v Di Tommaso, Chiara | 4-6,4-6 |