| 2024 | Tyler Bartczak | Lombard Orioles |
| 2023 | Kevin Pauly | Lombard Orioles |
| 2022 | Blake Kunz | Sheboygan A's |
| 2021 | Joey Pettit | Sheboygan A's |
| 2020 | Zack Jones | Addison Braves |
| 2019 | Ben Ellifson | West Allis Nationals |
| 2024 | Tyler Bartczak | Lombard Orioles |
| 2023 | Kevin Pauly | Lombard Orioles |
| 2022 | Blake Kunz | Sheboygan A's |
| 2021 | Joey Pettit | Sheboygan A's |
| 2020 | Zack Jones | Addison Braves |
| 2019 | Ben Ellifson | West Allis Nationals |