Head to Head
| BDO World Championship 2019 | 2017/04/22 14:25 | Simon Whitlock v Darren Webster | 6-3 |
| PDC World Championship | 2016/12/23 19:15 | Darren Webster v Simon Whitlock | 4-0 |
| Players Championship Finals | 2016/11/26 13:40 | Simon Whitlock v Darren Webster | 3-6 |
Home History
| Grand Slam of Darts | 2017/11/13 19:00 | Gary Anderson v Simon Whitlock | 5-2 |
| Grand Slam of Darts | 2017/11/12 14:40 | Simon Whitlock v Cameron Menzies | 2-5 |
| Grand Slam of Darts | 2017/11/11 14:05 | Simon Whitlock v Berry van Peer | 4-5 |
| BDO World Championship 2019 | 2017/11/04 22:30 | Daryl Gurney v Simon Whitlock | 6-3 |
| BDO World Championship 2019 | 2017/11/03 22:00 | Mark Webster v Simon Whitlock | 3-6 |
| BDO World Championship 2019 | 2017/10/29 13:00 | Michael van Gerwen v Simon Whitlock | 10-5 |
| BDO World Championship 2019 | 2017/10/27 18:55 | Simon Whitlock v Alan Norris | 10-0 |
| BDO World Championship 2019 | 2017/10/26 20:25 | Simon Whitlock v James Richardson | 6-3 |
Away History
| Grand Slam of Darts | 2017/11/12 19:35 | Darren Webster v Danny Noppert | 5-2 |
| Grand Slam of Darts | 2017/11/11 20:55 | Darren Webster v Mark Webster | 3-5 |
| BDO World Championship 2019 | 2017/10/26 19:10 | Ian White v Darren Webster | 6-5 |
| BDO World Championship 2019 | 2017/10/11 14:34 | Jonny Clayton v Darren Webster | 5-5 |
| BDO World Championship 2019 | 2017/10/01 19:00 | Joe Cullen v Darren Webster | 2-1 |
| BDO World Championship 2019 | 2017/09/30 12:01 | Darren Webster v Rob Owen | 5-5 |
| BDO World Championship 2019 | 2017/09/23 17:00 | Dave Chisnall v Darren Webster | 6-4 |
| BDO World Championship 2019 | 2017/09/22 11:50 | Darren Webster v Luke Woodhouse | 6-4 |