Stadium: Court 1 Round: 26 Ground: Hardcourt indoor
| ITF M25 Hamburg | 2021/10/19 09:25 | Daniel Little v Tom Gentzsch | 6-4,6-2 |
| ITF M25 Hamburg | 2021/10/17 17:15 | Daniel Little v Mateusz Terczynski | 6-4,6-0 |
| ITF M25 Falun | 2021/09/30 16:15 | Daniel Little v Khumoyun Sultanov | 4-6,2-6 |
| ITF M25 Falun | 2021/09/29 12:30 | Daniel Little v Harry Wendelken | 6-3,6-3 |
| ITF M25 Falun | 2021/09/28 13:15 | Tobias Simon v Daniel Little | 6-7,3-6 |
| ITF M25 Falun | 2021/09/27 09:20 | Karl Friberg v Daniel Little | 1-6,2-6 |
| ITF M25 Falun | 2021/09/26 11:00 | Nikolaj Katic v Daniel Little | 6-7,4-6 |
| ITF M25 Jonkoping | 2021/09/22 09:30 | Daniel Little v Filip Bergevi | 6-7,6-2,5-7 |
| ITF M25 Hamburg | 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 Bucharest | 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 |
| 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 |