Stadium: Center Court 1 Round: 25 Ground: Clay
| Challenger Praga | 2019/07/22 13:45 | Denis Yevseyev v Nino Serdarusic | 1-6,1-6 |
| Challenger Nur-Sultan | 2019/07/17 06:30 | Denis Yevseyev v Lucas Miedler | 1-6,1-6 |
| Challenger Nur-Sultan | 2019/07/16 09:10 | Michael Vrbensky v Denis Yevseyev | 2-6,3-6 |
| ITF M15 Almaty | 2019/07/14 04:00 | Andrey Golubev v Denis Yevseyev | 6-1,6-2 |
| ITF M15 Almaty | 2019/07/13 04:00 | Sebastian Korda v Denis Yevseyev | 6-1,5-7,3-6 |
| ITF M15 Almaty | 2019/07/12 04:00 | Marsel Ilhan v Denis Yevseyev | 4-6,6-1,2-6 |
| ITF M15 Almaty | 2019/07/11 04:00 | Alexander Pavlioutchenkov v Denis Yevseyev | 5-7,0-6 |
| ITF M15 Almaty | 2019/07/09 06:05 | Beibit Zhukayev v Denis Yevseyev | 4-6,6-4,3-6 |
| ITF M15 Tabarka | 2019/07/22 13:45 | Gabriele Bosio v Andrea Picchione | 1-6,2-6 |
| ITF M15 Tabarka | 2019/07/22 07:30 | Gabriele Bosio v Ervin H Eminefendic | 2-6,6-4,10-7 |
| ITF - Santa Margherita M25 | 2019/05/01 15:05 | Lloyd Glasspool v Gabriele Bosio | 6-3,6-3 |
| ITF - Santa Margherita M25 | 2019/04/23 12:00 | Benjamin Pietri v Gabriele Bosio | 6-3,6-2 |
| ITF - Santa Margherita M25 | 2019/04/18 12:00 | Giovanni Fonio v Gabriele Bosio | 6-2,6-3 |
| ITF - Santa Margherita M25 | 2019/04/16 14:30 | Gabriele Bosio v Alexandar Lazarov | 6-1,7-6 |
| ITF - Antalya M15 | 2019/02/25 15:00 | Dan Alexandru Tomescu v Gabriele Bosio | 6-4,7-5 |
| ITF - Antalya M15 | 2019/02/25 07:00 | Nikoloz Davlianidze v Gabriele Bosio | 6-7,2-6 |