Stadium: Centre Court Round: 44 Ground: Clay
| Challenger Liberec | 2021/08/02 08:30 | Nikola Milojevic v Denis Yevseyev | 6-4,6-1 |
| Challenger Liberec | 2021/08/01 12:30 | Denis Yevseyev v Franco Agamenone | 6-4,2-6,6-4 |
| Challenger Trieste | 2021/07/25 17:30 | Orlando Luz v Denis Yevseyev | 5-7,7-6,6-3 |
| Challenger Nur-Sultan | 2021/07/20 05:20 | Denis Yevseyev v Jesper De Jong | 6-4,0-6,3-6 |
| Challenger Nur-Sultan | 2021/07/13 05:45 | Mirza Basic v Denis Yevseyev | 6-3,6-3 |
| Challenger Salzburg | 2021/07/06 16:35 | Denis Yevseyev v Pablo Cuevas | 5-7,3-6 |
| Challenger Salzburg | 2021/07/05 11:00 | Denis Yevseyev v Alexey Vatutin | 6-3,1-6,7-5 |
| Challenger Salzburg | 2021/07/04 09:55 | Michael Vrbensky v Denis Yevseyev | 2-6,4-6 |
| ITF M15 Chornomorsk | 2021/08/30 07:00 | Alessio Zanotti v Oleksandr Bielinskyi | 6-2,6-2 |
| ITF M25 Lesa | 2021/08/22 12:10 | Pietro Marino v Alessio Zanotti | 4-6,6-3,11-9 |
| Challenger Verona | 2021/08/15 10:00 | Flavio Cobolli v Alessio Zanotti | 6-1,6-4 |
| ITF M25 Bolzano | 2021/08/02 16:25 | Augusto Virgili v Alessio Zanotti | 7-5,6-3 |
| ITF M25 Bolzano | 2021/08/02 07:50 | Alessio Zanotti v Filippo Giovannini | 5-7,6-4,10-6 |