| TT Cup Ukraine | 2021/06/30 16:00 | Oleksandr Shkurupii v Serhii Tsybulin | W | 3-1 |
| TT Cup Ukraine | 2021/06/30 14:15 | Oleksandr Shkurupii v Serhii Tsybulin | L | 1-3 |
| TT Cup Ukraine | 2021/06/24 05:25 | Serhii Tsybulin v Oleksandr Shkurupii | W | 1-3 |
| TT Cup Ukraine | 2021/06/03 06:00 | Oleksandr Shkurupii v Serhii Tsybulin | W | 3-2 |
| TT Cup Ukraine | 2021/06/02 11:15 | Serhii Tsybulin v Oleksandr Shkurupii | L | 3-1 |
| TT Cup Ukraine | 2021/05/24 10:40 | Serhii Tsybulin v Oleksandr Shkurupii | L | 3-2 |
| TT Cup Ukraine | 2021/05/24 05:25 | Serhii Tsybulin v Oleksandr Shkurupii | L | 3-0 |
| TT Cup Ukraine | 2021/05/18 08:55 | Serhii Tsybulin v Oleksandr Shkurupii | W | 2-3 |
| TT Cup Ukraine | 2021/07/01 13:40 | Denys Shcherbak v Oleksandr Shkurupii | W | 1-3 |
| TT Cup Ukraine | 2021/06/30 16:30 | Oleksandr Shkurupii v Denys Shcherbak | W | 3-0 |
| TT Cup Ukraine | 2021/06/30 16:00 | Oleksandr Shkurupii v Serhii Tsybulin | W | 3-1 |
| TT Cup Ukraine | 2021/06/30 15:25 | Aleksey Krutko v Oleksandr Shkurupii | L | 3-1 |
| TT Cup Ukraine | 2021/06/30 14:45 | Oleksandr Shkurupii v Denys Shcherbak | L | 2-3 |
| TT Cup Ukraine | 2021/06/30 14:15 | Oleksandr Shkurupii v Serhii Tsybulin | L | 1-3 |
| TT Cup Ukraine | 2021/06/30 13:40 | Aleksey Krutko v Oleksandr Shkurupii | L | 3-1 |
| TT Cup Ukraine | 2021/06/24 13:00 | Anatolii Lievshin v Oleksandr Shkurupii | W | 0-3 |
| TT Cup Ukraine | 2021/07/01 13:35 | Aleksey Krutko v Serhii Tsybulin | W | 0-3 |
| TT Cup Ukraine | 2021/06/30 16:35 | Aleksey Krutko v Serhii Tsybulin | L | 3-0 |
| TT Cup Ukraine | 2021/06/30 16:00 | Oleksandr Shkurupii v Serhii Tsybulin | L | 3-1 |
| TT Cup Ukraine | 2021/06/30 15:20 | Denys Shcherbak v Serhii Tsybulin | W | 2-3 |
| TT Cup Ukraine | 2021/06/30 14:50 | Aleksey Krutko v Serhii Tsybulin | L | 3-0 |
| TT Cup Ukraine | 2021/06/30 14:15 | Oleksandr Shkurupii v Serhii Tsybulin | W | 1-3 |
| TT Cup Ukraine | 2021/06/30 13:35 | Denys Shcherbak v Serhii Tsybulin | L | 3-0 |
| TT Cup Ukraine | 2021/06/27 13:35 | Serhii Tsybulin v Oleksandr Levadniy | L | 2-3 |