Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2021/11/28 14:00 | Juan Sebastian Osorio v Ren Nakamura | 6-3,3-6,9-11 |
| ITF M15 Cundinamarca | 2021/11/18 14:30 | Matias Franco Descotte v Juan Sebastian Osorio | 6-4,6-4 |
| ITF M15 Cundinamarca | 2021/11/16 17:35 | Rodrigo Echavarria v Juan Sebastian Osorio | 4-6,6-7 |
| ITF M15 Cancun | 2021/10/21 15:30 | Juan Sebastian Osorio v Matic Spec | 2-6,3-6 |
| ITF M15 Cancun | 2021/10/19 14:00 | Juan Sebastian Osorio v Osgar O'Hoisin | 3-6,7-5,6-4 |
| ITF M15 Cancun | 2021/10/18 15:00 | Ivar Jose Aramburu Contreras v Juan Sebastian Osorio | 3-6,3-6 |
| ITF M15 Cancun | 2021/10/17 16:30 | Evan Bynoe v Juan Sebastian Osorio | 1-6,4-6 |
| ITF M15 Cancun | 2021/10/13 16:10 | Nicholas Bybel v Juan Sebastian Osorio | 6-3,6-3 |
| ITF M15 Cancun | 2021/12/05 14:00 | Nicolas Esteban Rico Arias v Perry Gregg | 3-6,4-6 |
| ITF M15 Cancun | 2021/12/04 14:00 | Perry Gregg v Isaiah Strode | 4-6,6-3,7-10 |
| ITF M15 Cancun | 2021/12/02 16:00 | Makoto Ochi v Perry Gregg | 3-6,4-6 |
| ITF M15 Cancun | 2021/11/30 16:00 | Jakub Wojcik v Perry Gregg | 3-6,4-6 |
| ITF M15 Cancun | 2021/11/29 14:00 | Vivien Versier v Perry Gregg | 6-4,3-6,3-10 |
| ITF M15 Cancun | 2021/11/28 14:00 | Samuel Sanchez v Perry Gregg | 1-6,4-6 |
| ITF M15 Cancun | 2021/11/24 14:00 | Chad Kissell v Perry Gregg | 6-3,7-6 |
| ITF M15 Cancun | 2021/09/27 14:30 | Perry Gregg v Luis Britto | 6-3,5-7,4-10 |