Stadium: Court 9 Round: 25 Ground: Hardcourt outdoor
| ITF - Cancun M15 | 2021/10/18 15:00 | Ivar Jose Aramburu Contreras v Juan Sebastian Osorio | 3-6,3-6 |
| ITF - Cancun M15 | 2021/10/17 16:30 | Evan Bynoe v Juan Sebastian Osorio | 1-6,4-6 |
| ITF - Cancun M15 | 2021/10/13 16:10 | Nicholas Bybel v Juan Sebastian Osorio | 6-3,6-3 |
| ITF - Cancun M15 | 2021/10/12 14:00 | Adam Jones v Juan Sebastian Osorio | 4-6,4-6 |
| ITF - Cancun M15 | 2021/10/11 17:00 | Juan Sebastian Osorio v Agustin E C Lorberg | 6-2,6-2 |
| ITF - Cancun M15 | 2021/10/10 21:00 | Constantinos Papavasiliou v Juan Sebastian Osorio | 0-6,1-6 |
| ITF - Ibague M15 | 2021/09/07 14:00 | Juan Sebastian Osorio v Michael Quintero Aguilar | 1-6,0-6 |
| ITF - Ibague M15 | 2021/09/06 20:45 | Eduardo Lacalle v Juan Sebastian Osorio | 4-6,7-5,7-10 |
| ITF - Cancun M15 | 2021/09/27 14:30 | Jack Gibbens v Osgar O'Hoisin | 3-6,7-6,7-10 |
| ITF - Cancun M15 | 2021/09/26 15:00 | Babji Siva Atturu v Osgar O'Hoisin | 1-6,0-6 |
| ITF - Cancun M15 | 2021/09/25 18:05 | Osgar O'Hoisin v Gerardo L Villasenor | 4-6,2-6 |
| ITF - Cancun M15 | 2021/09/24 19:30 | Osgar O'Hoisin v Leonardo Civita-Telles | 7-5,2-6,7-5 |
| ITF - Cancun M15 | 2021/09/23 19:15 | Jonas Maier v Osgar O'Hoisin | 6-3,4-6,4-6 |
| ITF - Cancun M15 | 2021/09/22 20:25 | Luciano Doria v Osgar O'Hoisin | 4-6,2-6 |
| ITF - Cancun M15 | 2021/09/21 14:00 | Emil Reinberg v Osgar O'Hoisin | 6-3,6-3 |
| ITF - Champaign M25 | 2021/09/14 17:00 | Perry Gregg v Osgar O'Hoisin | 6-2,6-3 |