Head to Head
| 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
| UK Championship 2021 | 2021/11/29 19:00 | Kyren Wilson v Wu Yize | 6-3 |
| UK Championship 2021 | 2021/11/27 13:25 | Kyren Wilson v Jak Jones | 6-0 |
| UK Championship 2021 | 2021/11/23 14:30 | Kyren Wilson v Soheil Vahedi | 6-2 |
| Champion of Champions 2021 | 2021/11/19 19:00 | Judd Trump v Kyren Wilson | 6-0 |
| Champion of Champions 2021 | 2021/11/16 19:00 | Neil Robertson v Kyren Wilson | 4-6 |
| Champion of Champions 2021 | 2021/11/16 15:10 | Kyren Wilson v Jordan Brown | 4-2 |
| English Open 2021 | 2021/11/05 19:00 | Kyren Wilson v Neil Robertson | 4-5 |
| English Open 2021 | 2021/11/04 19:00 | Kyren Wilson v Robbie Williams | 4-1 |
Away History
| UK Championship 2021 | 2021/11/29 19:00 | Ben Woollaston v Liam Highfield | 6-4 |
| UK Championship 2021 | 2021/11/27 13:25 | Yan Bingtao v Ben Woollaston | 3-6 |
| UK Championship 2021 | 2021/11/25 09:30 | Ben Woollaston v Rory McLeod | 6-4 |
| English Open 2021 | 2021/11/03 21:35 | Kyren Wilson v Ben Woollaston | 4-3 |
| English Open 2021 | 2021/11/01 21:00 | Gary Wilson v Ben Woollaston | 3-4 |
| European Masters - Kval 2022 | 2021/10/29 13:30 | Yan Bingtao v Ben Woollaston | 5-2 |
| German Masters - Kval 2022 | 2021/10/21 09:00 | Ben Woollaston v Zhang Anda | 2-5 |
| Northern Ireland Open 2021 | 2021/10/11 19:00 | Oliver Lines v Ben Woollaston | 4-0 |