Stadium: Court 2 Round: 26 Ground: Hardcourt outdoor
| ITF M25 - Portimao | 2021/10/27 11:20 | Vladyslav Orlov v Tiago Cacao | 6-3,6-1 |
| ITF M25 - Hamborg | 2021/10/21 08:00 | Daniel Little v Vladyslav Orlov | 7-5,6-1 |
| ITF M25 - Hamborg | 2021/10/19 10:55 | Tom Schonenberg v Vladyslav Orlov | 3-6,6-7 |
| Challenger - Alicante | 2021/10/11 14:30 | Vladyslav Orlov v Mischa Zverev | 2-6,1-6 |
| Challenger - Barcelona | 2021/10/03 08:00 | Georgii Kravchenko v Vladyslav Orlov | 6-4,6-1 |
| Challenger - Bukarest | 2021/09/19 11:35 | Dragos Nicolae Madaras v Vladyslav Orlov | 3-6,6-1,6-0 |
| Challenger - Kyiv | 2021/09/06 09:45 | Vladyslav Orlov v Clement Tabur | 1-6,6-1,3-6 |
| Challenger - Kyiv | 2021/09/05 09:30 | Vladyslav Orlov v Yan Bondarevskiy | 7-5,6-2 |
| ITF M25 - Portimao | 2021/10/27 10:30 | Goncalo Falcao v Sid Donarski | 6-4,6-3 |
| ITF M25 - Portimao | 2021/10/26 09:00 | Goncalo Falcao v Illia Stoliar | 6-4,6-2 |
| ITF M25 - Portimao | 2021/10/25 10:50 | Goncalo Falcao v Vasco L Prata | 6-0,6-0 |
| ITF M25 - Quinta Do Lago | 2021/10/18 10:25 | Goncalo Falcao v Miguel Gomes | 6-4,1-6,4-10 |
| ITF M25 - Quinta Do Lago | 2021/10/17 10:00 | Goncalo Falcao v Paulo A S Dos Santos | 6-1,6-4 |
| ITF M25 - Loule | 2021/10/13 12:00 | Goncalo Falcao v Kaichi Uchida | 6-4,3-6,3-6 |
| ITF M25 - Loule | 2021/10/13 11:40 | Goncalo Falcao v Kaichi Uchida | 6-4,3-6,3-6 |
| ITF M25 - Loule | 2021/10/12 11:10 | Goncalo Falcao v Raphael Calzi | 6-4,6-2 |