Stadium: Center Court Round: 25 Ground: Clay
| Challenger Verona | 2021/08/17 16:10 | Nerman Fatic v Viola, Matteo | 6-0,6-1 |
| Segovia, Spain | 2021/07/28 10:00 | Viola, Matteo v Benjamin Bonzi | 1-6,2-6 |
| Segovia, Spain | 2021/07/27 08:00 | Mirza Basic v Viola, Matteo | 4-6,1-6 |
| Challenger Pozoblanco | 2021/07/22 17:20 | Viola, Matteo v Emilio Nava | 5-7,6-4,3-6 |
| Challenger Pozoblanco | 2021/07/20 17:10 | Viola, Matteo v Bellucci, Thomaz | 6-1,6-3 |
| Challenger Todi | 2021/07/13 19:35 | Tomas Martin Etcheverry v Viola, Matteo | 6-4,7-6 |
| Challenger Salzburg | 2021/07/06 09:00 | Viola, Matteo v Carlos Taberner | 4-6,4-6 |
| Challenger Porto | 2021/06/30 13:45 | Viola, Matteo v Stakhovsky, Sergiy | 2-6,6-4,5-7 |
| Challenger - Barletta | 2021/08/23 09:00 | Aidan Mchugh v Rodriguez, Cristian | 1-6,3-6 |
| Challenger - Barletta | 2021/08/22 10:00 | Rodriguez, Cristian v Benjamin Hassan | 6-2,4-6,6-2 |
| ITF M25 Guayaquil | 2021/08/08 15:00 | Rodriguez, Cristian v Jose Pereira | 6-3,7-6 |
| ITF M25 Guayaquil | 2021/08/07 15:00 | Rodriguez, Cristian v Gonzalo Lama | 6-7,6-3,7-6 |
| ITF M25 Guayaquil | 2021/08/06 15:00 | Patino, Luis v Rodriguez, Cristian | 3-6,2-6 |
| ITF M25 Guayaquil | 2021/08/05 14:25 | Pujol Navarro, Bruno v Rodriguez, Cristian | 6-4,1-6,1-6 |
| ITF M25 Guayaquil | 2021/08/03 14:30 | Vernier, Michel v Rodriguez, Cristian | 4-6,6-2,3-6 |
| ITF M25 Portoviejo | 2021/07/27 15:45 | Rodriguez, Cristian v Dominik Palan | 4-6,4-6 |