Head to Head
| World Grand Prix 2021 | 2021/12/14 19:00 | Judd Trump v Ben Woollaston | 4-2 |
| Gibraltar Open 2019 | 2018/12/12 20:40 | Ben Woollaston v Judd Trump | 0-4 |
| Gibraltar Open 2019 | 2018/01/31 19:00 | Ben Woollaston v Judd Trump | 3-5 |
| Championship League Snooker | 2018/01/25 18:00 | Ben Woollaston v Judd Trump | 1-3 |
| Championship League Snooker | 2018/01/24 12:00 | Ben Woollaston v Judd Trump | 3-2 |
| Gibraltar Open 2019 | 2017/11/15 06:30 | Ben Woollaston v Judd Trump | 0-5 |
| Gibraltar Open 2019 | 2016/10/04 10:00 | Ben Woollaston v Judd Trump | 3-4 |
| Gibraltar Open 2019 | 2016/09/21 11:30 | Judd Trump v Ben Woollaston | 5-0 |