Head to Head
| 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 |
Home History
| Gibraltar Open 2019 | 2018/12/11 10:00 | Ben Woollaston v Harvey Chandler | 4-1 |
| UK Championship | 2018/12/01 13:00 | Ben Woollaston v Xiao Guodong | 3-6 |
| UK Championship | 2018/11/27 19:30 | Ben Woollaston v Alfie Burden | 6-3 |
| Northern Ireland Open | 2018/11/13 21:15 | Neil Robertson v Ben Woollaston | 4-3 |
| Gibraltar Open 2019 | 2018/10/29 11:30 | David Lilley v Ben Woollaston | 6-5 |
| China Championship Qualifiers 2019 | 2018/10/28 01:30 | Ben Woollaston v Bai Langning | 6-3 |
| Gibraltar Open 2019 | 2018/10/18 09:00 | Ben Woollaston v Ricky Walden | 3-4 |
| Gibraltar Open 2019 | 2018/10/17 13:30 | Mark Selby v Ben Woollaston | 3-4 |
Away History
| Gibraltar Open 2019 | 2018/12/11 19:00 | Judd Trump v Jimmy White | 4-0 |
| UK Championship | 2018/12/06 13:00 | Judd Trump v Joe Perry | 4-6 |
| UK Championship | 2018/12/04 13:00 | Judd Trump v Mark King | 6-2 |
| UK Championship | 2018/12/02 19:00 | Judd Trump v Dominic Dale | 6-5 |
| UK Championship | 2018/11/27 19:30 | Judd Trump v David Lilley | 6-0 |
| Northern Ireland Open | 2018/11/18 13:00 | Ronnie O'Sullivan v Judd Trump | 7-9 |
| Northern Ireland Open | 2018/11/17 19:00 | Eden Sharav v Judd Trump | 3-6 |
| Northern Ireland Open | 2018/11/16 15:15 | Judd Trump v Ryan Day | 5-3 |