Head to Head
| Players Championship 28 2022 | 2022/10/23 12:05 | Ross Montgomery v Simon Whitlock | 4-6 |
Home History
| UK Open 2023 | 2023/03/03 12:35 | Ross Montgomery v Adam Warner | 6-5 |
| Players Championship 4 2023 | 2023/02/19 14:45 | Rob Cross v Ross Montgomery | 6-3 |
| Players Championship 1 | 2023/02/11 15:10 | Jim Williams v Ross Montgomery | 5-6 |
| Players Championship 29 2022 | 2022/11/04 12:30 | Ryan Joyce v Ross Montgomery | 6-2 |
| Players Championship 28 2022 | 2022/10/23 12:05 | Ross Montgomery v Simon Whitlock | 4-6 |
| Players Championship 23 2022 | 2022/08/04 12:45 | Gerwyn Price v Ross Montgomery | 5-6 |
| Players Championship 19 2022 | 2022/07/09 11:20 | Ross Montgomery v Keane Barry | 3-6 |
| European Tour 9 2022 | 2022/07/01 11:35 | Ross Montgomery v Jermaine Wattimena | 1-6 |
Away History
| Players Championship 4 2023 | 2023/02/19 14:25 | Simon Whitlock v Darren Webster | 6-2 |
| Players Championship 2 2023 | 2023/02/12 18:10 | Simon Whitlock v Danny Noppert | 3-8 |
| Players Championship 2 2023 | 2023/02/12 17:35 | Luke Humphries v Simon Whitlock | 4-7 |
| Players Championship 2 2023 | 2023/02/12 16:10 | Simon Whitlock v Raymond van Barneveld | 6-2 |
| PDC World Championship 2023 | 2022/12/19 16:05 | Jose De Sousa v Simon Whitlock | 3-2 |
| PDC World Championship 2023 | 2022/12/17 12:15 | Simon Whitlock v Christian Perez | 3-2 |
| Players Championship Finals 2022 | 2022/11/25 14:50 | Danny Noppert v Simon Whitlock | 6-1 |
| Grand Slam of Darts 2022 | 2022/11/16 19:15 | Raymond van Barneveld v Simon Whitlock | 10-8 |