| English Open 2022 | 2022/12/13 19:00 | Ben Woollaston v Kyren Wilson | 0-4 |
| UK Championship 2021 | 2021/12/01 19:00 | Kyren Wilson v Ben Woollaston | 6-3 |
| English Open 2021 | 2021/11/03 21:35 | Kyren Wilson v Ben Woollaston | 4-3 |
| WST Pro Series 2021 | 2021/03/18 13:00 | Kyren Wilson v Ben Woollaston | 1-2 |
| English Open 2020 | 2020/10/15 18:00 | Ben Woollaston v Kyren Wilson | 0-4 |
| Championship League Snooker | 2019/10/21 17:45 | Ben Woollaston v Kyren Wilson | 3-1 |
| Riga Masters 2017 | 2017/06/23 13:30 | Ben Woollaston v Kyren Wilson | 2-4 |
| Gibraltar Open 2019 | 2016/12/14 13:00 | Kyren Wilson v Ben Woollaston | 4-0 |
| Shanghai Masters 2023 | 2023/09/12 06:30 | Kyren Wilson v John Higgins | 3-6 |
| Wuhan Open Qualifiers | 2023/09/01 09:00 | Kyren Wilson v He Guoqiang | 4-5 |
| European Masters 2023 | 2023/08/25 13:30 | Kyren Wilson v John Higgins | 3-5 |
| European Masters 2023 | 2023/08/24 18:00 | Kyren Wilson v Duane Jones | 5-0 |
| European Masters 2023 | 2023/08/24 09:00 | Kyren Wilson v Si Jiahui | 5-0 |
| European Masters 2023 | 2023/08/23 13:30 | Kyren Wilson v Alfie Burden | 5-2 |
| European Masters Qualifiers 2023 | 2023/08/22 09:00 | Kyren Wilson v Dean Young | 5-1 |
| Championship League Snooker | 2023/07/17 18:30 | Kyren Wilson v Chris Wakelin | 1-3 |
| English Open Qualifiers 2023 | 2023/09/06 09:00 | Zhou Yuelong v Ben Woollaston | 4-2 |
| Wuhan Open Qualifiers | 2023/09/01 18:00 | Ben Woollaston v Oliver Brown | 5-2 |
| European Masters 2023 | 2023/08/24 18:00 | Judd Trump v Ben Woollaston | 5-0 |
| European Masters 2023 | 2023/08/24 09:00 | Ben Woollaston v Tom Ford | 5-4 |
| European Masters 2023 | 2023/08/22 13:30 | Ben Woollaston v Xu Si | 5-1 |
| European Masters Qualifiers 2023 | 2023/07/26 13:30 | Robert Milkins v Ben Woollaston | 3-5 |
| Championship League Snooker | 2023/07/19 17:50 | Ben Woollaston v Michael Holt | 0-3 |
| Championship League Snooker | 2023/07/19 14:15 | Zhou Yuelong v Ben Woollaston | 2-2 |