Stadium: Cancha 2 Round: 26 Ground: Hardcourt outdoor
| Challenger Temuco | 2023/11/27 16:20 | Matias Franco Descotte v Alafia Ayeni | 6-4,3-6,2-6 |
| ITF M15 East Lansing | 2023/11/17 15:50 | Alafia Ayeni v Samir Banerjee | 2-6,1-6 |
| ITF M15 East Lansing | 2023/11/16 16:00 | Alafia Ayeni v Maxwell McKennon | 7-5,4-6,6-3 |
| ITF M15 East Lansing | 2023/11/15 17:30 | Alafia Ayeni v David Saye | 7-6,7-6 |
| Challenger Calgary | 2023/11/06 18:20 | Alafia Ayeni v Enzo Wallart | 3-6,4-6 |
| Challenger Calgary | 2023/11/05 17:55 | Alafia Ayeni v Collin Altamirano | 7-6,6-4 |
| Challenger - Charlottesville | 2023/10/31 19:25 | Aidan Mayo v Alafia Ayeni | 7-5,6-2 |
| Challenger - Charlottesville | 2023/10/30 14:00 | Evgeny Karlovskiy v Alafia Ayeni | 6-7,4-6 |
| Challenger Temuco | 2023/11/28 13:00 | Andres Andrade v Conner Huertas Del Pino | 6-3,5-7,2-6 |
| Challenger Temuco | 2023/11/27 13:00 | Gabriel Decamps v Conner Huertas Del Pino | 6-0,6-2 |
| Challenger Temuco | 2023/11/26 13:00 | Gabriel Roveri Sidney v Conner Huertas Del Pino | 1-6,1-6 |
| Challenger - Brasilia | 2023/11/19 15:20 | Mateus Alves v Conner Huertas Del Pino | 6-4,7-6 |
| Challenger - Lima | 2023/11/09 18:05 | Alejandro Tabilo v Conner Huertas Del Pino | 6-3,6-4 |
| Challenger - Lima | 2023/11/07 19:40 | Conner Huertas Del Pino v Facundo Diaz Acosta | 6-2,6-2 |
| ITF M25 Lajeado | 2023/10/13 17:05 | Leonardo Aboian v Conner Huertas Del Pino | 6-2,7-5 |
| ITF M25 Lajeado | 2023/10/12 17:55 | Conner Huertas Del Pino v Daniel Dutra Da Silva | 7-6,7-5 |