Stadium: Cancha 2 Round: 25 Ground: Clay
| Challenger Drummondville | 2023/11/15 18:05 | Michael Vrbensky v Liam Draxl | 6-7,6-3,7-5 |
| Challenger Drummondville | 2023/11/14 23:30 | Steven Diez v Liam Draxl | 4-6,7-6,1-6 |
| Challenger Calgary | 2023/11/12 22:55 | Dominik Koepfer v Liam Draxl | 4-6,3-6 |
| Challenger Calgary | 2023/11/11 21:10 | Andres Martin v Liam Draxl | 6-7,7-5,3-6 |
| Challenger Calgary | 2023/11/10 22:00 | Liam Draxl v Inaki Montes-De La Torre | 7-5,5-7,6-1 |
| Challenger Calgary | 2023/11/08 17:00 | Liam Draxl v Luke Saville | 6-1,6-2 |
| Challenger Calgary | 2023/11/06 21:00 | Kimmer Coppejans v Liam Draxl | 4-6,1-6 |
| ITF M25 Edmonton | 2023/11/04 19:50 | Justin Boulais v Liam Draxl | 6-4,6-1 |
| Challenger Buenos Aires | 2024/01/13 14:00 | Gonzalo Bueno v Joao Lucas Reis da Silva | 6-4,6-4 |
| Challenger Buenos Aires | 2024/01/12 13:00 | Mateus Alves v Joao Lucas Reis da Silva | 4-6,3-6 |
| Challenger Buenos Aires | 2024/01/11 13:00 | Pedro Sakamoto v Joao Lucas Reis da Silva | 5-7,0-6 |
| Challenger Buenos Aires | 2024/01/09 14:50 | Joao Lucas Reis da Silva v Edoardo Lavagno | 4-6,6-3,7-6 |
| Challenger Temuco | 2023/11/29 18:40 | Joao Lucas Reis da Silva v Pedro Sakamoto | 4-6,6-4,2-6 |
| Challenger Temuco | 2023/11/27 16:45 | Gonzalo Lama v Joao Lucas Reis da Silva | 2-6,1-6 |
| Challenger Brasilia | 2023/11/22 13:00 | Cristian Garin v Joao Lucas Reis da Silva | 7-5,6-4 |
| Challenger Brasilia | 2023/11/21 13:00 | Gonzalo Bueno v Joao Lucas Reis da Silva | 6-7,6-7 |