| TT Cup | 07/22 13:20 | - | Yevhenii Cherkashyn v Mart Martin | W | 3-0 | |
| TT Cup | 07/22 12:45 | - | Yevhenii Cherkashyn v Sergei Provodin | L | 0-3 | |
| TT Cup | 07/22 11:15 | - | Mart Martin v Yevhenii Cherkashyn | W | 1-3 | |
| TT Cup | 07/22 10:45 | - | Markus-Oliver Annuk v Yevhenii Cherkashyn | L | 3-0 | |
| TT Cup | 07/19 13:15 | - | Yevhenii Cherkashyn v Grigori Maltizov | W | 3-1 | |
| TT Cup | 07/19 12:15 | - | Sergei Provodin v Yevhenii Cherkashyn | L | 3-0 | |
| TT Cup | 07/19 11:45 | - | Markus-Oliver Annuk v Yevhenii Cherkashyn | L | 3-2 | |
| TT Cup | 07/19 10:45 | - | Yevhenii Cherkashyn v Grigori Maltizov | W | 3-1 | |
| TT Cup | 07/12 18:45 | - | Sergei Provodin v Yevhenii Cherkashyn | L | 3-1 | |
| TT Cup | 07/12 17:15 | - | Yevhenii Cherkashyn v Vladimir Sastin | W | 3-1 | |
| TT Cup | 07/12 16:15 | - | Yevhenii Cherkashyn v Markus-Oliver Annuk | L | 2-3 | |
| TT Cup | 07/12 15:15 | - | Yevhenii Cherkashyn v Sergei Provodin | W | 3-2 | |
| TT Cup | 07/02 18:15 | - | Markus-Oliver Annuk v Yevhenii Cherkashyn | W | 2-3 | |
| TT Cup | 07/02 17:45 | - | Sergei Provodin v Yevhenii Cherkashyn | L | 3-0 | |
| TT Cup | 07/02 16:45 | - | Yevhenii Cherkashyn v Markus-Oliver Annuk | L | 1-3 | |
| TT Cup | 07/02 15:15 | - | Vladimir Sastin v Yevhenii Cherkashyn | L | 3-2 | |
| TT Cup | 06/27 17:55 | - | Yevhenii Cherkashyn v Valerii Ignatev | W | 3-2 | |
| TT Cup | 06/27 17:15 | - | Vootele Vaher v Yevhenii Cherkashyn | W | 1-3 | |
| TT Cup | 06/27 16:45 | - | Valerii Ignatev v Yevhenii Cherkashyn | W | 1-3 | |
| TT Cup | 06/27 15:45 | - | Yevhenii Cherkashyn v Heiki Magi | W | 3-0 | |
| TT Cup | 06/25 18:45 | - | Vladimir Sastin v Yevhenii Cherkashyn | W | 1-3 | |
| TT Cup | 06/25 17:15 | - | Yevhenii Cherkashyn v Vladimir Sastin | L | 1-3 | |
| TT Cup | 06/25 16:15 | - | Yevhenii Cherkashyn v Vootele Vaher | W | 3-0 | |
| TT Cup | 06/25 15:15 | - | Yevhenii Cherkashyn v Valerii Ignatev | W | 3-2 | |
| TT Cup | 06/20 09:20 | - | Sander Taaber v Yevhenii Cherkashyn | L | 3-0 | |
| TT Cup | 06/20 08:15 | - | Sander Taaber v Yevhenii Cherkashyn | L | 3-1 | |
| TT Cup | 06/20 07:15 | - | Yevhenii Cherkashyn v Markus-Oliver Annuk | W | 3-1 | |
| TT Cup | 06/20 05:45 | - | Heiki Magi v Yevhenii Cherkashyn | W | 1-3 | |
| TT Cup | 06/18 18:15 | - | Yevhenii Cherkashyn v Taimo Jullinen | W | 3-2 | |
| TT Cup | 06/18 17:15 | - | Yevhenii Cherkashyn v Vladimir Sastin | L | 1-3 |