| TT Cup | 2022/01/01 23:00 | Shkurupii, A. v Tsybulin, Sergey | L | 1-3 |
| TT Cup | 2021/12/30 06:25 | Tsybulin, Sergey v Shkurupii, A. | W | 1-3 |
| TT Cup | 2021/12/29 12:50 | Shkurupii, A. v Tsybulin, Sergey | L | 2-3 |
| TT Cup | 2021/12/23 14:05 | Tsybulin, Sergey v Shkurupii, A. | W | 2-3 |
| TT Cup | 2021/12/22 11:45 | Tsybulin, Sergey v Shkurupii, A. | W | 0-3 |
| TT Cup | 2021/12/22 10:00 | Tsybulin, Sergey v Shkurupii, A. | L | 3-1 |
| TT Cup | 2021/12/18 19:45 | Shkurupii, A. v Tsybulin, Sergey | L | 0-3 |
| TT Cup | 2021/12/18 18:00 | Tsybulin, Sergey v Shkurupii, A. | W | 1-3 |
| TT Cup | 2022/01/02 00:30 | Shkurupii, A. v Vakulenko, Denis | W | 3-1 |
| TT Cup | 2022/01/01 23:30 | 보크, 비탈리 v Shkurupii, A. | W | 0-3 |
| TT Cup | 2022/01/01 23:00 | Shkurupii, A. v Tsybulin, Sergey | L | 1-3 |
| TT Cup | 2022/01/01 21:30 | Shkurupii, A. v Vakulenko, Denis | L | 0-3 |
| TT Cup | 2021/12/30 14:00 | Levadniy, Aleksandr v Shkurupii, A. | W | 1-3 |
| TT Cup | 2021/12/30 12:15 | Shkurupii, A. v Krutko, Aleksey | W | 3-0 |
| TT Cup | 2021/12/30 09:55 | 슈체르바크, 데니스 v Shkurupii, A. | L | 3-0 |
| TT Cup | 2021/12/30 07:35 | Boiko, Serhii v Shkurupii, A. | W | 2-3 |
| TT Cup | 2022/01/02 01:00 | 보크, 비탈리 v Tsybulin, Sergey | L | 3-0 |
| TT Cup | 2022/01/02 00:00 | Vakulenko, Denis v Tsybulin, Sergey | W | 2-3 |
| TT Cup | 2022/01/01 23:00 | Shkurupii, A. v Tsybulin, Sergey | W | 1-3 |
| TT Cup | 2022/01/01 22:00 | 보크, 비탈리 v Tsybulin, Sergey | L | 3-0 |
| TT Cup | 2022/01/01 21:00 | Vakulenko, Denis v Tsybulin, Sergey | L | 3-1 |
| TT Cup | 2021/12/30 12:50 | Boiko, Serhii v Tsybulin, Sergey | L | 3-0 |
| TT Cup | 2021/12/30 11:40 | Tsybulin, Sergey v Levadniy, Aleksandr | L | 0-3 |
| TT Cup | 2021/12/30 10:30 | Tsybulin, Sergey v Krutko, Aleksey | W | 3-2 |