| TT Cup Ukraine | 2021/10/06 09:00 | Oleksandr Shkurupii v Serhii Tsybulin | L | 0-3 |
| TT Cup Ukraine | 2021/09/23 10:40 | Serhii Tsybulin v Oleksandr Shkurupii | W | 1-3 |
| TT Cup Ukraine | 2021/09/22 07:45 | Serhii Tsybulin v Oleksandr Shkurupii | L | 3-0 |
| TT Cup Ukraine | 2021/09/19 10:40 | Serhii Tsybulin v Oleksandr Shkurupii | W | 2-3 |
| TT Cup Ukraine | 2021/09/18 06:35 | Oleksandr Shkurupii v Serhii Tsybulin | L | 2-3 |
| TT Cup Ukraine | 2021/07/08 13:00 | Serhii Tsybulin v Oleksandr Shkurupii | W | 0-3 |
| TT Cup Ukraine | 2021/07/07 06:35 | Oleksandr Shkurupii v Serhii Tsybulin | W | 3-0 |
| TT Cup Ukraine | 2021/07/01 16:00 | Oleksandr Shkurupii v Serhii Tsybulin | W | 3-0 |
| TT Cup Ukraine | 2021/10/07 09:00 | Anton Molochko v Oleksandr Shkurupii | L | 3-1 |
| TT Cup Ukraine | 2021/10/07 07:15 | Denys Shcherbak v Oleksandr Shkurupii | L | 3-0 |
| TT Cup Ukraine | 2021/10/07 05:30 | Oleksandr Levadniy v Oleksandr Shkurupii | W | 0-3 |
| TT Cup Ukraine | 2021/10/06 09:35 | Oleksandr Levadniy v Oleksandr Shkurupii | L | 3-1 |
| TT Cup Ukraine | 2021/10/06 09:00 | Oleksandr Shkurupii v Serhii Tsybulin | L | 0-3 |
| TT Cup Ukraine | 2021/10/06 06:40 | Oleksandr Shkurupii v Anton Molochko | L | 2-3 |
| TT Cup Ukraine | 2021/10/06 04:55 | Oleksandr Shkurupii v Denys Shcherbak | W | 3-1 |
| TT Cup Ukraine | 2021/09/30 18:10 | Evgeniy Pismenniy v Oleksandr Shkurupii | L | 3-1 |
| TT Cup Ukraine | 2021/10/07 07:50 | Oleksandr Levadniy v Serhii Tsybulin | L | 3-0 |
| TT Cup Ukraine | 2021/10/07 06:05 | Denys Shcherbak v Serhii Tsybulin | W | 0-3 |
| TT Cup Ukraine | 2021/10/07 04:55 | Anton Molochko v Serhii Tsybulin | W | 2-3 |
| TT Cup Ukraine | 2021/10/06 11:20 | Serhii Tsybulin v Anton Molochko | L | 0-3 |
| TT Cup Ukraine | 2021/10/06 10:10 | Serhii Tsybulin v Denys Shcherbak | L | 1-3 |
| TT Cup Ukraine | 2021/10/06 09:00 | Oleksandr Shkurupii v Serhii Tsybulin | W | 0-3 |
| TT Cup Ukraine | 2021/10/06 07:15 | Oleksandr Levadniy v Serhii Tsybulin | W | 1-3 |
| TT Cup Ukraine | 2021/10/06 05:30 | Anton Molochko v Serhii Tsybulin | W | 1-3 |