Stadium: Ct 8 Round: 27 Ground: Hardcourt outdoor
| Challenger Traralgon | 2015/10/27 02:00 | Grills, Jacob v Bourchier, Harry | 7-5,6-3 |
| ITF Australia F2 | 2015/03/05 02:40 | Grills, Jacob v Bourchier, Harry | 3-6,2-6 |
| Toowoomba, Simples M-ITF-AUS-08A | 2019/10/10 00:00 | Grills, Jacob v Maher, Will | 7-5,6-1 |
| Toowoomba, Simples M-ITF-AUS-08A | 2019/10/08 04:15 | Grills, Jacob v Ajeet Rai | 2-6,6-1,6-1 |
| Brisbane, Simples M-ITF-AUS-07A | 2019/10/03 00:00 | Grills, Jacob v Thomas Fancutt | 7-6,3-6,5-7 |
| Brisbane, Simples M-ITF-AUS-07A | 2019/10/01 03:50 | Grills, Jacob v Crnokrak, Alexander | 0-6,6-3,6-1 |
| Challenger Kaohsiung | 2019/09/16 02:45 | Grills, Jacob v King, Evan | 4-6,6-3,2-6 |
| Challenger Shanghai | 2019/09/09 06:05 | Grills, Jacob v Sekiguchi, Shuichi | 6-3,1-6,1-6 |
| Jinan, China | 2019/09/03 02:00 | Gabashvili, Teimuraz v Grills, Jacob | 6-4,5-7,6-1 |
| Baotou, Chine | 2019/08/26 02:00 | Grills, Jacob v Wu, Di | 6-7,4-6 |
| Toowoomba, Simples M-ITF-AUS-08A | 2019/10/10 04:00 | Moerani Bouzige v Bourchier, Harry | 1-6,2-6 |
| Toowoomba, Simples M-ITF-AUS-08A | 2019/10/09 03:40 | Calum Puttergill v Bourchier, Harry | 3-6,6-7 |
| Brisbane, Simples M-ITF-AUS-07A | 2019/10/03 00:00 | Yu Hsiou Hsu v Bourchier, Harry | 6-4,6-2 |
| Brisbane, Simples M-ITF-AUS-07A | 2019/10/02 02:35 | Ibrahim, James v Bourchier, Harry | 3-6,2-6 |
| Chengdu, Chine | 2019/09/21 09:10 | Bourchier, Harry v James Duckworth | 3-6,4-6 |
| Challenger Kaohsiung | 2019/09/18 02:00 | Kamil Majchrzak v Bourchier, Harry | 6-4,6-4 |
| Challenger Kaohsiung | 2019/09/17 03:45 | Bourchier, Harry v Yusuke Takahashi | 3-6,6-1,6-2 |
| Challenger Shanghai | 2019/09/11 02:30 | Bourchier, Harry v Sugita, Yuichi | 3-6,3-6 |