Stadium: Center Court Round: 24 Ground: Hardcourt outdoor
| Challenger Canberra | 2019/01/09 01:00 | Bourchier, Harry v Renzo Olivo | 1-6,5-7 |
| Challenger Canberra | 2019/01/08 01:30 | Roberto Carballes Baena v Bourchier, Harry | 6-7,6-1,3-6 |
| Challenger Canberra | 2019/01/06 05:00 | He, Yecong v Bourchier, Harry | 4-6,6-2,1-6 |
| Challenger Kobe | 2018/11/10 02:00 | Bourchier, Harry v Aleksandar Vukic | 4-6,2-6 |
| Challenger Canberra 2 | 2018/10/28 00:30 | Bourchier, Harry v Rubin Statham | 1-6,1-6 |
| Challenger Canberra 2 | 2018/10/27 03:15 | Bourchier, Harry v Crnokrak, Alexander | 7-6,2-6,6-1 |
| Challenger Canberra 2 | 2018/10/26 23:50 | Colin Sinclair v Bourchier, Harry | 2-6,4-6 |
| Challenger Traralgon | 2018/10/23 00:30 | Mertens, Yannick v Bourchier, Harry | 6-3,6-7,7-6 |
| Challenger Champaign | 2018/11/13 16:00 | Heliovaara, Harri v Torpegaard, Mikael | 3-6,7-5,6-4 |
| Challenger Charlottesville | 2018/10/27 14:00 | Marcos Giron v Heliovaara, Harri | 3-6,6-1,6-1 |
| Challenger Stockton | 2018/10/01 17:00 | Heliovaara, Harri v Sarkissian, Alexander | 6-4,4-6,4-6 |
| Challenger Stockton | 2018/09/30 19:35 | Heliovaara, Harri v Verbeek, Sem | 6-1,6-4 |
| Challenger Stockton | 2018/09/29 20:30 | Heliovaara, Harri v Roelofse, Ruan | 7-6,6-1 |
| Challenger Tiburon | 2018/09/22 21:55 | Renzo Olivo v Heliovaara, Harri | 6-2,3-6,7-6 |
| Coupe Davis | 2018/09/15 09:40 | Mohamed Safwat v Heliovaara, Harri | 6-2,6-4 |
| Coupe Davis | 2018/09/14 11:25 | Karim-Mohamed Maamoun v Heliovaara, Harri | 3-6,2-6 |