| TT Cup Ukraine | 2021/10/22 01:05 | Andriy Chupovskiy v Sergey Demidov | L | 3-0 |
| TT Cup Ukraine | 2021/10/21 22:05 | Andriy Chupovskiy v Sergey Demidov | L | 3-1 |
| TT Cup Ukraine | 2021/06/20 07:15 | Sergey Demidov v Andriy Chupovskiy | L | 0-3 |
| TT Cup Ukraine | 2021/06/19 08:25 | Sergey Demidov v Andriy Chupovskiy | L | 1-3 |
| TT Cup Ukraine | 2021/05/01 21:00 | Andriy Chupovskiy v Sergey Demidov | L | 3-0 |
| TT Cup Ukraine | 2021/05/01 03:20 | Sergey Demidov v Andriy Chupovskiy | L | 0-3 |
| TT Cup Ukraine | 2021/05/01 00:20 | Sergey Demidov v Andriy Chupovskiy | L | 1-3 |
| TT Cup Ukraine | 2021/04/11 10:45 | Andriy Chupovskiy v Sergey Demidov | L | 3-1 |
| TT Cup Ukraine | 2021/10/22 01:05 | Andriy Chupovskiy v Sergey Demidov | L | 3-0 |
| TT Cup Ukraine | 2021/10/22 00:05 | Anton Maslov v Sergey Demidov | L | 3-2 |
| TT Cup Ukraine | 2021/10/21 23:35 | Sergey Demidov v Mykhailo Beley | L | 0-3 |
| TT Cup Ukraine | 2021/10/21 22:05 | Andriy Chupovskiy v Sergey Demidov | L | 3-1 |
| TT Cup Ukraine | 2021/10/21 21:05 | Anton Maslov v Sergey Demidov | L | 3-2 |
| TT Cup Ukraine | 2021/10/21 20:35 | Sergey Demidov v Mykhailo Beley | L | 0-3 |
| TT Cup Ukraine | 2021/10/14 01:35 | Mykhailo Beley v Sergey Demidov | W | 2-3 |
| TT Cup Ukraine | 2021/10/14 01:05 | Viacheslav Yarovoi v Sergey Demidov | L | 3-0 |
| TT Cup Ukraine | 2021/12/01 14:35 | Viacheslav Yarovoi v Andriy Chupovskiy | W | 2-3 |
| TT Cup Ukraine | 2021/10/31 14:40 | Oleg Obidnyi v Andriy Chupovskiy | L | 3-0 |
| TT Cup Ukraine | 2021/10/31 14:05 | Oleg Obidnyi v Andriy Chupovskiy | L | 3-0 |
| TT Cup Ukraine | 2021/10/31 12:20 | Andriy Chupovskiy v Kukava Nodar | W | 3-1 |
| TT Cup Ukraine | 2021/10/31 10:00 | Anton Maslov v Andriy Chupovskiy | L | 3-1 |
| TT Cup Ukraine | 2021/10/31 07:40 | Mykhailo Beley v Andriy Chupovskiy | W | 2-3 |
| TT Cup Ukraine | 2021/10/31 06:30 | Viacheslav Yarovoi v Andriy Chupovskiy | L | 3-2 |
| TT Cup Ukraine | 2021/10/30 14:15 | Oleg Obidnyi v Andriy Chupovskiy | L | 3-0 |