Stadium: CAMPO MBM Round: 25 Ground: Clay
| Challenger Manama | 2021/11/25 13:25 | Viola, Matteo v Jay Clarke | 2-6,1-6 |
| Challenger Manama | 2021/11/23 08:00 | Viola, Matteo v Yu Hsiou Hsu | 6-4,7-5 |
| Challenger Ortisei | 2021/11/09 13:05 | Stricker, Dominic Stephan v Viola, Matteo | 6-4,3-6,7-5 |
| Alicante, Spain | 2021/10/12 15:25 | Joao Sousa v Viola, Matteo | 6-1,7-6 |
| ATP - Indian Wells | 2021/10/06 22:00 | Marcora, Roberto v Viola, Matteo | 6-2,7-5 |
| ATP - Indian Wells | 2021/10/06 01:00 | Viola, Matteo v Thanasi Kokkinakis | 6-3,3-6,7-6 |
| Orleans, France | 2021/09/28 17:15 | Viola, Matteo v Richard Gasquet | 7-6,1-6,0-6 |
| Orleans, France | 2021/09/27 12:30 | Maxime Janvier v Viola, Matteo | 6-4,4-6,3-6 |
| Challenger Bari | 2021/11/22 10:35 | Maden, Yannick v Jack Draper | 6-7,1-6 |
| Bergamo, Italy | 2021/11/02 18:05 | Christopher O'Connell v Maden, Yannick | 6-3,7-6 |
| Challenger Ismaning | 2021/10/28 15:30 | Jonas Forejtek v Maden, Yannick | 7-6,3-6,6-1 |
| Metz, France | 2021/09/19 08:30 | Maden, Yannick v Antoine Hoang | 2-6,4-6 |
| Challenger Rennes | 2021/09/13 16:45 | Maden, Yannick v Andy Murray | 3-6,1-6 |
| US Open, New York, USA | 2021/08/25 19:35 | Soeda, Go v Maden, Yannick | 1-6,6-4,6-4 |
| Challenger Pozoblanco | 2021/07/20 18:40 | Emilio Nava v Maden, Yannick | 6-1,7-6 |
| Challenger Amersfoort | 2021/07/13 12:50 | Antoine Hoang v Maden, Yannick | 6-4,7-6 |