| TT Cup | 01/21 14:15 | - | Yevhenii Cherkashyn v Reino Rass | W | 3-1 | |
| TT Cup | 01/21 13:45 | - | Edvinas Tamashauskas v Yevhenii Cherkashyn | L | 3-2 | |
| TT Cup | 01/21 12:45 | - | Yevhenii Cherkashyn v Vootele Vaher | L | 0-3 | |
| TT Cup | 01/21 11:15 | - | Reino Rass v Yevhenii Cherkashyn | W | 0-3 | |
| TT Cup | 01/15 10:20 | - | Yevhenii Cherkashyn v Grigori Maltizov | W | 3-0 | |
| TT Cup | 01/15 09:15 | - | Yevhenii Cherkashyn v Grigori Maltizov | W | 3-1 | |
| TT Cup | 01/15 07:15 | - | Yevhenii Cherkashyn v Edvinas Tamashauskas | L | 2-3 | |
| TT Cup | 01/15 06:45 | - | Yevhenii Cherkashyn v Reino Rass | W | 3-0 | |
| TT Cup | 01/11 14:45 | - | Simo Venski v Yevhenii Cherkashyn | W | 0-3 | |
| TT Cup | 01/11 13:45 | - | Yevhenii Cherkashyn v Meelis Apsolon | W | 3-0 | |
| TT Cup | 01/11 12:15 | - | Simo Venski v Yevhenii Cherkashyn | L | 3-0 | |
| TT Cup | 01/11 11:45 | - | Stanislav Kruti v Yevhenii Cherkashyn | W | 0-3 | |
| TT Cup | 12/27 10:00 | - | Yevhenii Cherkashyn v Edvinas Tamashauskas | L | 2-3 | |
| TT Cup | 12/27 08:45 | - | Yevhenii Cherkashyn v Edvinas Tamashauskas | W | 3-0 | |
| TT Cup | 12/27 07:45 | - | Yevhenii Cherkashyn v Mart Martin | L | 0-3 | |
| TT Cup | 12/27 06:45 | - | Yevhenii Cherkashyn v Peeter Viigimets | L | 2-3 | |
| TT Cup | 12/20 19:15 | - | Yevhenii Cherkashyn v Vootele Vaher | W | 3-1 | |
| TT Cup | 12/20 18:15 | - | Yevhenii Cherkashyn v Vootele Vaher | W | 3-0 | |
| TT Cup | 12/20 17:15 | - | Yevhenii Cherkashyn v Vladimir Sastin | L | 1-3 | |
| TT Cup | 12/20 16:15 | - | Yevhenii Cherkashyn v Edvinas Tamashauskas | L | 2-3 | |
| TT Cup | 12/19 14:25 | - | Yevhenii Cherkashyn v Mart Martin | L | 0-3 | |
| TT Cup | 12/19 13:15 | - | Yevhenii Cherkashyn v Mart Martin | L | 2-3 | |
| TT Cup | 12/19 12:15 | - | Yevhenii Cherkashyn v Sergei Provodin | L | 0-3 | |
| TT Cup | 12/19 11:15 | - | Yevhenii Cherkashyn v Reino Rass | W | 3-2 | |
| TT Cup | 12/03 14:55 | - | Mart Martin v Yevhenii Cherkashyn | L | 3-0 | |
| TT Cup | 12/03 13:15 | - | Yevhenii Cherkashyn v Mihkel Puhm | W | 3-0 | |
| TT Cup | 12/03 12:15 | - | Yevhenii Cherkashyn v Stanislav Kruti | W | 3-0 | |
| TT Cup | 12/03 11:15 | - | Yevhenii Cherkashyn v Mart Martin | L | 0-3 | |
| TT Cup | 11/25 19:20 | - | Yevhenii Cherkashyn v Vootele Vaher | W | 3-2 | |
| TT Cup | 11/25 18:15 | - | Yevhenii Cherkashyn v Vootele Vaher | W | 3-2 |