| TT Cup Ukraine | 2022/01/28 23:50 | Sergey Demidov v Andriy Chupovskiy | L | 3-0 |
| TT Cup Ukraine | 2021/12/01 15:10 | Sergey Demidov v Andriy Chupovskiy | W | 2-3 |
| TT Cup Ukraine | 2021/10/22 01:05 | Andriy Chupovskiy v Sergey Demidov | W | 3-0 |
| TT Cup Ukraine | 2021/10/21 22:05 | Andriy Chupovskiy v Sergey Demidov | W | 3-1 |
| TT Cup Ukraine | 2021/06/20 07:15 | Sergey Demidov v Andriy Chupovskiy | W | 0-3 |
| TT Cup Ukraine | 2021/06/19 08:25 | Sergey Demidov v Andriy Chupovskiy | W | 1-3 |
| TT Cup Ukraine | 2021/05/01 21:00 | Andriy Chupovskiy v Sergey Demidov | W | 3-0 |
| TT Cup Ukraine | 2021/05/01 03:20 | Sergey Demidov v Andriy Chupovskiy | W | 0-3 |
| TT Cup Ukraine | 2022/01/29 22:30 | Andriy Chupovskiy v Mykhailo Beley | L | 0-3 |
| TT Cup Ukraine | 2022/01/29 21:00 | Andriy Chupovskiy v Anton Maslov | L | 1-3 |
| TT Cup Ukraine | 2022/01/29 04:50 | Anton Maslov v Andriy Chupovskiy | L | 3-2 |
| TT Cup Ukraine | 2022/01/29 03:50 | Andriy Chupovskiy v Andrey Movin | W | 3-1 |
| TT Cup Ukraine | 2022/01/29 02:50 | Viacheslav Yarovoi v Andriy Chupovskiy | W | 0-3 |
| TT Cup Ukraine | 2022/01/29 01:20 | Anton Maslov v Andriy Chupovskiy | L | 3-1 |
| TT Cup Ukraine | 2022/01/28 23:50 | Sergey Demidov v Andriy Chupovskiy | L | 3-0 |
| TT Cup Ukraine | 2022/01/14 02:05 | Anton Maslov v Andriy Chupovskiy | L | 3-2 |
| TT Cup Ukraine | 2022/01/29 23:00 | Viacheslav Yarovoi v Sergey Demidov | L | 3-0 |
| TT Cup Ukraine | 2022/01/29 21:30 | Mykhailo Beley v Sergey Demidov | L | 3-1 |
| TT Cup Ukraine | 2022/01/29 02:20 | Anton Maslov v Sergey Demidov | L | 3-0 |
| TT Cup Ukraine | 2022/01/29 01:50 | Sergey Demidov v Andrey Movin | L | 1-3 |
| TT Cup Ukraine | 2022/01/29 00:50 | Viacheslav Yarovoi v Sergey Demidov | L | 3-0 |
| TT Cup Ukraine | 2022/01/28 23:50 | Sergey Demidov v Andriy Chupovskiy | W | 3-0 |
| TT Cup Ukraine | 2022/01/06 17:00 | Alexander Lysak v Sergey Demidov | L | 3-0 |
| TT Cup Ukraine | 2022/01/06 15:50 | Kukava Nodar v Sergey Demidov | L | 3-1 |