Head to Head
| 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 |
Home History
| Scottish Open 2022 | 2022/11/29 19:00 | Ben Woollaston v Ronnie O'Sullivan | 2-4 |
| German Masters Qualifiers 2023 | 2022/11/25 14:30 | Ben Woollaston v Chris Wakelin | 3-5 |
| German Masters Qualifiers 2023 | 2022/11/24 10:00 | Stuart Bingham v Ben Woollaston | 2-5 |
| UK Championship Qualifiers 2022 | 2022/11/08 14:30 | Ben Woollaston v Mark King | 5-6 |
| English Open Qualifiers 2022 | 2022/10/29 18:35 | Jamie Clarke v Ben Woollaston | 3-4 |
| Northern Ireland Open 2022 | 2022/10/17 20:55 | Ben Woollaston v John J Astley | 3-4 |
| Scottish Open Qualifiers 2022 | 2022/10/14 15:00 | Ben Woollaston v Chris Wakelin | 4-2 |
| British Open 2022 | 2022/09/29 18:00 | Jamie Jones v Ben Woollaston | 4-2 |
Away History
| English Open Qualifiers 2022 | 2022/12/12 20:50 | Kyren Wilson v Reanne Evans | 4-0 |
| Scottish Open 2022 | 2022/12/02 15:20 | Kyren Wilson v Gary Wilson | 3-5 |
| Scottish Open 2022 | 2022/12/01 21:30 | Kyren Wilson v Zhou Yuelong | 4-2 |
| Scottish Open 2022 | 2022/12/01 14:40 | Kyren Wilson v Stephen Maguire | 4-2 |
| Scottish Open 2022 | 2022/11/30 13:00 | Kyren Wilson v Matthew Stevens | 4-3 |
| Scottish Open Qualifiers 2022 | 2022/11/29 10:00 | Kyren Wilson v Ng On Yee | 4-0 |
| German Masters Qualifiers 2023 | 2022/11/23 14:30 | David Lilley v Kyren Wilson | 0-5 |
| German Masters Qualifiers 2023 | 2022/11/22 19:00 | Kyren Wilson v Jenson Kendrick | 5-0 |
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