stadio: Pista 3 Round: 25 Ground: Hardcourt outdoor
| Challenger Barcellona | 2021/10/03 08:00 | Georgii Kravchenko v Vladyslav Orlov | 6-4,6-1 |
| Challenger Bucarest | 2021/09/19 11:35 | Dragos Nicolae Madaras v Vladyslav Orlov | 3-6,6-1,6-0 |
| Challenger Kiev | 2021/09/06 09:45 | Vladyslav Orlov v Clement Tabur | 1-6,6-1,3-6 |
| Challenger Kiev | 2021/09/05 09:30 | Vladyslav Orlov v Yan Bondarevskiy | 7-5,6-2 |
| Challenger Barletta | 2021/08/22 14:00 | Vladyslav Orlov v Luca Potenza | 4-6,6-4,5-7 |
| ITF M25 Bacau | 2021/08/21 09:35 | Vladyslav Orlov v Arthur Cazaux | 6-7,2-6 |
| ITF M25 Bacau | 2021/08/20 08:00 | Matias Zukas v Vladyslav Orlov | 2-6,3-6 |
| ITF M25 Bacau | 2021/08/19 11:00 | Stefan Palosi v Vladyslav Orlov | 6-7,3-6 |
| Challenger Mouilleron le Captif | 2021/10/03 11:00 | Mischa Zverev v Jurgen Briand | 3-6,3-6 |
| Challenger Orleans | 2021/09/26 12:05 | Mischa Zverev v Kyrian Jacquet | 6-7,1-6 |
| Challenger Luedenscheid | 2021/08/17 14:45 | Mischa Zverev v Julien Cagnina | 3-6,1-6 |
| Challenger Praga | 2021/08/09 15:30 | Riccardo Bonadio v Mischa Zverev | 6-3,2-6,6-3 |
| Challenger Braunschweig | 2021/07/06 15:25 | Nicola Kuhn v Mischa Zverev | 6-2,7-6 |
| Challenger Biella | 2021/05/17 08:00 | Mischa Zverev v Omar Giacalone | 6-7,2-6 |
| Challenger Biella | 2021/05/16 09:00 | Mischa Zverev v Geoffrey Blancaneaux | 6-2,6-0 |
| ITF M25 Praga | 2021/05/12 07:30 | Mischa Zverev v Peter Goldsteiner | 7-6,5-7,6-1 |