Stadium: Court 5 Round: 27 Ground: Clay
| ITF - M25 Wroclaw | 2021/07/01 08:55 | Vladyslav Orlov v Nicholas David Ionel | 6-2,3-6,6-3 |
| ITF - M25 Wroclaw | 2021/06/29 15:20 | Vladyslav Orlov v Nicolas Moreno De Alboran | 6-4,6-2 |
| 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 - kvalifikácia | 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 |
| ITF - M25 Wroclaw | 2021/07/01 09:00 | Tomas Jirousek v Oscar Jose Gutierrez | 3-6,2-6 |
| ITF - M25 Wroclaw | 2021/06/30 09:30 | Maciej Rajski v Oscar Jose Gutierrez | 3-6,4-6 |
| ITF - M25 Montauban | 2021/06/25 14:00 | Arthur Cazaux v Oscar Jose Gutierrez | 6-3,6-2 |
| ITF - M25 Montauban | 2021/06/24 13:30 | Oscar Jose Gutierrez v Nathan Seateun | 6-2,7-5 |
| ITF - M25 Montauban | 2021/06/22 10:00 | Erik Crepaldi v Oscar Jose Gutierrez | 1-6,2-6 |
| Challenger - Aix en Provence | 2021/06/15 13:05 | Renzo Olivo v Oscar Jose Gutierrez | 7-6,6-4 |
| Challenger - Aix en Provence | 2021/06/14 08:30 | Mohamed Aziz Dougaz v Oscar Jose Gutierrez | 6-4,4-6,6-4 |
| Challenger - Aix en Provence | 2021/06/13 08:30 | Ronald Slobodchikov v Oscar Jose Gutierrez | 1-6,4-6 |