Stadium: Court 9 Round: 26 Ground: Hardcourt outdoor
| ITF - M15 Cancún | 2021/09/22 17:30 | Julian Cundom v Perry Gregg | 1-6,2-6 |
| ITF M15 Champaign | 2021/09/15 20:45 | Perry Gregg v Martin Damm | 5-7,0-6 |
| ITF M25 Champaign | 2021/09/14 17:00 | Perry Gregg v Osgar O'Hoisin | 6-2,6-3 |
| ITF M25 Champaign | 2021/09/13 17:00 | Perry Gregg v Parth Aggarwal | 6-2,5-7,10-2 |
| ITF M15 Monastir | 2021/08/01 09:00 | Joshua Sheehy v Perry Gregg | 6-4,7-5 |
| ITF M15 Monastir | 2021/07/25 12:00 | Ethan Terblanche v Perry Gregg | 1-6,2-6 |
| ITF M15 Monastir | 2021/07/20 08:30 | Santiago Rodriguez Taverna v Perry Gregg | 6-4,1-6,6-3 |
| ITF M15 Monastir | 2021/07/14 12:50 | Perry Gregg v Jake Van Emburgh | 7-6,6-7,4-6 |
| ITF - M15 Cancún | 2021/09/22 21:05 | Dali Blanch v Gerardo L Villasenor | 6-7,3-6 |
| ITF M25 Medellín | 2021/09/18 15:00 | Gerardo L Villasenor v Joao Lucas Reis da Silva | 2-6,6-7 |
| ITF M25 Medellín | 2021/09/17 14:55 | Jose Pereira v Gerardo L Villasenor | 7-5,5-7,5-7 |
| ITF M25 Medellín | 2021/09/16 15:00 | Blu Baker v Gerardo L Villasenor | 5-7,4-6 |
| ITF M25 Medellín | 2021/09/14 16:10 | Davide Pontoglio v Gerardo L Villasenor | 3-6,2-6 |
| ITF M15 Ibagué | 2021/09/10 17:00 | Juan A H Serrano v Gerardo L Villasenor | 7-6,6-4 |
| ITF M15 Ibagué | 2021/09/09 16:55 | Mateo Gomez v Gerardo L Villasenor | 6-0,3-6,1-6 |
| ITF M15 Ibagué | 2021/09/07 19:45 | Murkel Dellien v Gerardo L Villasenor | 4-6,6-7 |