| TT Cup Ukraine | 2021/10/20 10:10 | Serhii Tsybulin v Oleksandr Shkurupii | L | 3-1 |
| TT Cup Ukraine | 2021/10/13 05:25 | Serhii Tsybulin v Oleksandr Shkurupii | W | 2-3 |
| TT Cup Ukraine | 2021/10/07 10:10 | Oleksandr Shkurupii v Serhii Tsybulin | W | 3-2 |
| 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 | 2021/10/21 09:00 | Denys Shcherbak v Oleksandr Shkurupii | W | 2-3 |
| TT Cup Ukraine | 2021/10/21 06:40 | Serhii Boiko v Oleksandr Shkurupii | W | 1-3 |
| TT Cup Ukraine | 2021/10/21 05:30 | Aleksey Krutko v Oleksandr Shkurupii | W | 2-3 |
| TT Cup Ukraine | 2021/10/20 10:10 | Serhii Tsybulin v Oleksandr Shkurupii | L | 3-1 |
| TT Cup Ukraine | 2021/10/20 07:50 | Aleksey Krutko v Oleksandr Shkurupii | L | 3-0 |
| TT Cup Ukraine | 2021/10/20 06:05 | Serhii Boiko v Oleksandr Shkurupii | W | 1-3 |
| TT Cup Ukraine | 2021/10/20 04:55 | Denys Shcherbak v Oleksandr Shkurupii | L | 3-0 |
| TT Cup Ukraine | 2021/10/13 13:00 | Andrii Baklykov v Oleksandr Shkurupii | L | 3-2 |
| TT Cup Ukraine | 2021/10/21 09:35 | Aleksey Krutko v Serhii Tsybulin | L | 3-0 |
| TT Cup Ukraine | 2021/10/21 07:15 | Oleksandr Levadniy v Serhii Tsybulin | W | 1-3 |
| TT Cup Ukraine | 2021/10/21 04:55 | Serhii Boiko v Serhii Tsybulin | W | 0-3 |
| TT Cup Ukraine | 2021/10/20 10:45 | Serhii Tsybulin v Aleksey Krutko | W | 3-2 |
| TT Cup Ukraine | 2021/10/20 10:10 | Serhii Tsybulin v Oleksandr Shkurupii | W | 3-1 |
| TT Cup Ukraine | 2021/10/20 09:00 | Denys Shcherbak v Serhii Tsybulin | L | 3-2 |
| TT Cup Ukraine | 2021/10/20 07:15 | Serhii Boiko v Serhii Tsybulin | W | 2-3 |
| TT Cup Ukraine | 2021/10/20 05:30 | Aleksey Krutko v Serhii Tsybulin | L | 3-2 |