Stadium: Court 3 Round: 25 Ground: Clay
| Challenger Almaty | 2021/06/15 06:00 | Tomas Barrios Vera v Vladyslav Orlov | 7-6,6-2 |
| Challenger Almaty | 2021/06/14 04:00 | Filip Cristian Jianu v Vladyslav Orlov | 6-7,1-6 |
| Challenger Almaty Qual | 2021/06/13 07:25 | Ivan Gakhov v Vladyslav Orlov | 6-7,6-7 |
| Challenger Almaty | 2021/06/08 09:15 | Vladyslav Orlov v Dmitry Popko | 2-6,3-6 |
| Challenger Almaty | 2021/06/07 05:00 | Jesper De Jong v Vladyslav Orlov | 4-6,1-6 |
| Challenger Almaty | 2021/06/06 06:35 | Dostanbek Tashbulatov v Vladyslav Orlov | 0-6,1-6 |
| Challenger Oeiras | 2021/05/23 10:00 | Federico Zeballos v Vladyslav Orlov | 1-6,6-0,7-6 |
| ITF M25 Vic | 2021/05/20 11:05 | Carlos Gimeno Valero v Vladyslav Orlov | 6-4,6-3 |
| ITF M25 Klosters | 2021/06/22 09:10 | Daniel Cukierman v Matheus Pucinelli De Almeida | 1-6,6-7 |
| ITF M25 Klosters | 2021/06/21 06:50 | Daniel Cukierman v Gian Luca Tanner | 6-3,6-4 |
| ITF M25 Klosters | 2021/06/20 08:50 | Daniel Cukierman v Luc Hoeijmans | 6-2,6-4 |
| Davis Cup | 2021/03/05 13:00 | Illya Marchenko v Daniel Cukierman | 1-6,6-3,6-2 |
| ITF M15 Heraklion | 2020/11/09 08:00 | Nicholas David Ionel v Daniel Cukierman | 6-2,6-1 |
| ITF M15 Heraklion | 2020/11/08 10:30 | Daniel Cukierman v Gianmarco Ferrari | 6-3,6-4 |
| ITF M15 Heraklion | 2020/11/02 09:30 | Daniel Cukierman v Nicholas David Ionel | 5-7,1-6 |
| ITF M15 Heraklion | 2020/11/01 12:00 | Robin Stanek v Daniel Cukierman | 4-6,3-6 |