| TT Cup Ukraine | 2021/12/01 15:10 | Sergey Demidov v Andriy Chupovskiy | L | 2-3 |
| 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 | 2021/12/01 16:55 | Sergey Demidov v Viacheslav Yarovoi | L | 1-3 |
| TT Cup Ukraine | 2021/12/01 16:20 | Sergey Demidov v Andrey Movin | L | 1-3 |
| TT Cup Ukraine | 2021/12/01 15:45 | Sergey Demidov v Alexander Lysak | L | 2-3 |
| TT Cup Ukraine | 2021/12/01 15:10 | Sergey Demidov v Andriy Chupovskiy | L | 2-3 |
| 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 | 2021/12/02 17:00 | Andriy Chupovskiy v Andrey Movin | W | 3-0 |
| TT Cup Ukraine | 2021/12/02 16:25 | Alexander Lysak v Andriy Chupovskiy | L | 3-2 |
| TT Cup Ukraine | 2021/12/02 15:45 | Borys Buriak v Andriy Chupovskiy | L | 3-0 |
| TT Cup Ukraine | 2021/12/02 14:40 | Viacheslav Yarovoi v Andriy Chupovskiy | L | 3-0 |
| TT Cup Ukraine | 2021/12/01 17:35 | Andriy Chupovskiy v Viacheslav Yarovoi | W | 3-1 |
| TT Cup Ukraine | 2021/12/01 17:00 | Alexander Lysak v Andriy Chupovskiy | W | 2-3 |
| TT Cup Ukraine | 2021/12/01 15:50 | Andrey Movin v Andriy Chupovskiy | W | 1-3 |
| TT Cup Ukraine | 2021/12/01 15:10 | Sergey Demidov v Andriy Chupovskiy | W | 2-3 |