Stadium: Center Court Round: 26 Ground: Hardcourt outdoor
| Challenger Burnie | 2019/01/22 01:20 | Pedro Martinez v Harry Bourchier | 3-6,6-1,5-7 |
| Challenger Canberra | 2019/01/09 01:00 | Harry Bourchier v Renzo Olivo | 1-6,5-7 |
| Challenger Canberra | 2019/01/08 01:30 | Roberto Carballes Baena v Harry Bourchier | 6-7,6-1,3-6 |
| Challenger Canberra | 2019/01/06 05:00 | Yecong He v Harry Bourchier | 4-6,6-2,1-6 |
| Challenger Kobe | 2018/11/10 02:00 | Harry Bourchier v Aleksandar Vukic | 4-6,2-6 |
| Challenger Canberra 2 | 2018/10/28 00:30 | Harry Bourchier v Rubin Statham | 1-6,1-6 |
| Challenger Canberra 2 | 2018/10/27 03:15 | Harry Bourchier v Alexander Crnokrak | 7-6,2-6,6-1 |
| Challenger Canberra 2 | 2018/10/26 23:50 | Colin Sinclair v Harry Bourchier | 2-6,4-6 |
| Challenger Burnie | 2019/01/21 23:00 | Yunseong Chung v Lorenzo Giustino | 2-6,3-6 |
| Australian Open | 2019/01/09 00:35 | Lorenzo Giustino v Yuichi Sugita | 6-7,6-2,4-6 |
| Challenger Noumea | 2018/12/31 02:25 | Lorenzo Giustino v Thai-Son Kwiatkowski | 2-6,3-6 |
| Challenger Montevideo | 2018/11/07 18:40 | Pedro Cachin v Lorenzo Giustino | 1-6,3-6 |
| Challenger Montevideo | 2018/11/05 17:00 | Lorenzo Giustino v Thomaz Bellucci | 6-3,6-3 |
| Challenger Guayaquil | 2018/10/29 18:00 | Juan Ignacio Londero v Lorenzo Giustino | 6-2,6-4 |
| Challenger Barcelona | 2018/10/12 09:30 | Pedro Martinez v Lorenzo Giustino | 6-2,7-5 |
| Challenger Barcelona | 2018/10/11 09:30 | Lorenzo Giustino v Nicola Kuhn | 6-4,4-6,6-1 |