Stadium: Cancha 1 Round: 25 Ground: Hardcourt outdoor
| Challenger Monterrey | 2020/03/03 17:45 | Liam Caruana v Agustin Velotti | 1-6,6-4,6-3 |
| Challenger Monterrey | 2020/03/02 16:00 | Liam Caruana v Hugo Nys | 6-4,6-3 |
| Challenger Calgary | 2020/02/25 18:10 | Liam Caruana v Mohamed Aziz Dougaz | 2-6,4-6 |
| Challenger Drummondville | 2020/02/20 15:00 | Maxime Cressy v Liam Caruana | 6-2,6-1 |
| Challenger Drummondville | 2020/02/19 00:00 | Liam Caruana v Brayden Schnur | 7-6,6-4 |
| Challenger Drummondville | 2020/02/16 16:20 | Liam Caruana v Yusuke Takahashi | 7-5,6-3 |
| Challenger Launceston | 2020/02/07 05:15 | Liam Caruana v Alex Bolt | 6-7,3-6 |
| Challenger Launceston | 2020/02/05 23:00 | Liam Caruana v Tung-Lin Wu | 5-7,6-4,6-4 |
| Challenger Columbus | 2020/02/25 17:25 | Roberto Quiroz v Andrew Harris | 7-6,4-6,6-1 |
| Challenger Drummondville | 2020/02/20 15:00 | Andrew Harris v Tobias Kamke | 3-6,6-7 |
| Challenger Drummondville | 2020/02/18 16:50 | Andrew Harris v Lucas Catarina | 3-6,6-4,6-1 |
| Challenger Burnie | 2020/01/28 23:00 | Andrew Harris v Daniel Altmaier | 3-6,4-6 |
| Ausztrál Open | 2020/01/20 00:00 | Matteo Berrettini v Andrew Harris | 6-3,6-1,6-3 |
| ATP Adelaide | 2020/01/11 00:50 | Gregoire Barrere v Andrew Harris | 6-1,6-3 |
| Challenger Canberra | 2020/01/08 00:20 | Evgeny Donskoy v Andrew Harris | 6-3,7-6 |
| Challenger Canberra | 2020/01/06 06:35 | Marius Copil v Andrew Harris | 6-4,5-7,6-7 |