Estádio: Center Court Round: 24 Ground: Hardcourt outdoor
| 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 - Camberra 2 | 2018/10/28 00:30 | Harry Bourchier v Rubin Statham | 1-6,1-6 |
| Challenger - Camberra 2 | 2018/10/27 03:15 | Harry Bourchier v Alexander Crnokrak | 7-6,2-6,6-1 |
| Challenger - Camberra 2 | 2018/10/26 23:50 | Colin Sinclair v Harry Bourchier | 2-6,4-6 |
| Challenger - Traralgon | 2018/10/23 00:30 | Yannick Mertens v Harry Bourchier | 6-3,6-7,7-6 |
| Challenger - Champaign | 2018/11/13 16:00 | Harri Heliovaara v Mikael Torpegaard | 3-6,7-5,6-4 |
| Challenger - Charlottesville | 2018/10/27 14:00 | Marcos Giron v Harri Heliovaara | 3-6,6-1,6-1 |
| Challenger - Stockton | 2018/10/01 17:00 | Harri Heliovaara v Alexander Sarkissian | 6-4,4-6,4-6 |
| Challenger - Stockton | 2018/09/30 19:35 | Harri Heliovaara v Sem Verbeek | 6-1,6-4 |
| Challenger - Stockton | 2018/09/29 20:30 | Harri Heliovaara v Ruan Roelofse | 7-6,6-1 |
| Challenger - Tiburon | 2018/09/22 21:55 | Renzo Olivo v Harri Heliovaara | 6-2,3-6,7-6 |
| Taça Davis | 2018/09/15 09:40 | Mohamed Safwat v Harri Heliovaara | 6-2,6-4 |
| Taça Davis | 2018/09/14 11:25 | Karim-Mohamed Maamoun v Harri Heliovaara | 3-6,2-6 |