Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2021/12/06 14:00 | Juan Sebastian Osorio v Perry Gregg | 3-6,7-6,10-8 |
| ITF M15 Cancun | 2021/12/14 17:00 | Perry Gregg v Joshua Sheehy | 6-2,6-4 |
| ITF M15 Cancun | 2021/12/13 18:00 | Perry Gregg v Kevin Gonzalez | 6-3,7-5 |
| ITF M15 Cancun | 2021/12/12 15:00 | Perry Gregg v Lucca Pinto | 6-3,6-4 |
| ITF M15 Cancun | 2021/12/06 14:00 | Juan Sebastian Osorio v Perry Gregg | 3-6,7-6,10-8 |
| 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 | 2021/12/07 16:00 | Daniel Antonio Nunez v Juan Sebastian Osorio | 6-3,2-6,10-5 |
| ITF M15 Cancun | 2021/12/06 14:00 | Juan Sebastian Osorio v Perry Gregg | 3-6,7-6,10-8 |
| 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 |