| TT Cup | 02/24 10:25 | - | Stanislav Kruti v Yevhenii Cherkashyn | W | 0-3 | |
| TT Cup | 02/24 08:45 | - | Yevhenii Cherkashyn v Mihkel Puhm | L | 2-3 | |
| TT Cup | 02/24 07:45 | - | Grigori Maltizov v Yevhenii Cherkashyn | W | 0-3 | |
| TT Cup | 02/24 07:15 | - | Stanislav Kruti v Yevhenii Cherkashyn | W | 2-3 | |
| TT Cup | 02/18 15:00 | - | Yevhenii Cherkashyn v Vootele Vaher | L | 2-3 | |
| TT Cup | 02/18 13:45 | - | Yevhenii Cherkashyn v Toomas Talumets | W | 3-2 | |
| TT Cup | 02/18 11:45 | - | Yevhenii Cherkashyn v Andrus Steinbach | W | 3-0 | |
| TT Cup | 02/18 11:15 | - | Yevhenii Cherkashyn v Vootele Vaher | W | 3-0 | |
| TT Cup | 02/14 14:45 | - | Grigori Maltizov v Yevhenii Cherkashyn | W | 2-3 | |
| TT Cup | 02/14 13:15 | - | Edvinas Tamashauskas v Yevhenii Cherkashyn | W | 0-3 | |
| TT Cup | 02/14 12:45 | - | Eduard Virkunen v Yevhenii Cherkashyn | W | 0-3 | |
| TT Cup | 02/14 11:45 | - |
Yevhenii Cherkashyn v
Longford Town
|
L | 2-3 | |
| TT Cup | 02/12 10:25 | - | Peeter Viigimets v Yevhenii Cherkashyn | L | 3-0 | |
| TT Cup | 02/12 08:45 | - | Yevhenii Cherkashyn v Eduard Virkunen | W | 3-0 | |
| TT Cup | 02/12 07:45 | - | Yevhenii Cherkashyn v Mihkel Puhm | W | 3-1 | |
| TT Cup | 02/12 06:45 | - | Yevhenii Cherkashyn v Peeter Viigimets | L | 2-3 | |
| TT Cup | 02/05 14:20 | - | Yevhenii Cherkashyn v Andrus Steinbach | L | 1-3 | |
| TT Cup | 02/05 13:15 | - | Yevhenii Cherkashyn v Andrus Steinbach | W | 3-2 | |
| TT Cup | 02/05 12:15 | - | Yevhenii Cherkashyn v Edvinas Tamashauskas | W | 3-1 | |
| TT Cup | 02/05 11:15 | - | Yevhenii Cherkashyn v Mihkel Puhm | W | 3-1 | |
| TT Cup | 01/28 14:55 | - | Yevhenii Cherkashyn v Mihkel Puhm | L | 1-3 | |
| TT Cup | 01/28 13:15 | - | Yevhenii Cherkashyn v Stanislav Kruti | W | 3-1 | |
| TT Cup | 01/28 12:15 | - | Toomas Talumets v Yevhenii Cherkashyn | W | 1-3 | |
| TT Cup | 01/28 11:45 | - | Mihkel Puhm v Yevhenii Cherkashyn | W | 2-3 | |
| 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 |