| TT Cup (2023) | 10/24 13:15 | - | Yevhenii Cherkashyn v Mart Martin | W | 3-2 | |
| TT Cup (2023) | 10/24 12:15 | - | Mart Martin v Yevhenii Cherkashyn | W | 2-3 | |
| TT Cup (2023) | 10/24 11:45 | - | Stanislav Kruti v Yevhenii Cherkashyn | L | 3-1 | |
| TT Cup (2023) | 10/24 10:45 | - | Yevhenii Cherkashyn v Sergei Provodin | L | 0-3 | |
| TT Cup (2023) | 10/17 13:55 | - | Yevhenii Cherkashyn v Stanislav Kruti | W | 3-2 | |
| TT Cup (2023) | 10/17 12:15 | - | Mart Martin v Yevhenii Cherkashyn | W | 2-3 | |
| TT Cup (2023) | 10/17 11:45 | - | Stanislav Kruti v Yevhenii Cherkashyn | W | 2-3 | |
| TT Cup (2023) | 10/17 10:45 | - | Yevhenii Cherkashyn v Oleg Jefremov | W | 3-1 | |
| TT Cup (2023) | 10/12 13:15 | - | Yevhenii Cherkashyn v Vladimir Sastin | W | 3-0 | |
| TT Cup (2023) | 10/12 12:45 | - | Yevhenii Cherkashyn v Vladimir Sastin | W | 3-0 | |
| TT Cup (2023) | 10/12 11:15 | - | Sergei Provodin v Yevhenii Cherkashyn | L | 3-1 | |
| TT Cup (2023) | 10/12 10:45 | - | Grigori Maltizov v Yevhenii Cherkashyn | L | 3-0 | |
| TT Cup (2023) | 09/29 09:25 | - | Yevhenii Cherkashyn v Mart Martin | W | 3-1 | |
| TT Cup (2023) | 09/29 07:45 | - | Johannes Kant v Yevhenii Cherkashyn | W | 1-3 | |
| TT Cup (2023) | 09/29 07:15 | - | Vootele Vaher v Yevhenii Cherkashyn | W | 1-3 | |
| TT Cup (2023) | 09/29 06:15 | - | Yevhenii Cherkashyn v Mart Martin | L | 2-3 | |
| TT Cup (2023) | 09/26 09:15 | - | Yevhenii Cherkashyn v Vincent Oberle | W | 3-0 | |
| TT Cup (2023) | 09/26 07:45 | - | Martin Pakk v Yevhenii Cherkashyn | W | 0-3 | |
| TT Cup (2023) | 09/26 07:15 | - | Vincent Oberle v Yevhenii Cherkashyn | W | 2-3 | |
| TT Cup (2023) | 09/26 06:15 | - | Yevhenii Cherkashyn v Madis Vaarpu | W | 3-1 |