Manitoba Senior Men’s Match Play Champion
| Year | Player | Club | Venue | Medallist | Club | Score | Venue |
| 2025 | Cornell Ruddock | Southwood | Elmhurst | Rob Oliphant | Rossmere | 67 | Winkler |
| 2024 | Rob Oliphant | Rossmere | Breezy Bend | Rob Oliphant | Rossmere | 72 | Winkler |
| 2023 | Blair Neal | Rossmere | Glendale | Jay Doyle | Niakwa | 72 | Glendale |
| 2022 | Rob Oliphant | Rossmere | Quarry Oaks | Jay Doyle | Niakwa | 72 | Carman |
| 2021 | Lorne Duncan | Niakwa | Grand Pines | Lorne Duncan | Niakwa | 74 | Grand Pines |
| 2020 | Carl Lechman | Elmhurst | St. Charles | Garth Collings | Breezy Bend | 146 | Winkler |
| 2019 | Garth Collings | Breezy Bend | Minnewasta / Breezy Bend | Garth Collings | Breezy Bend | 143 | Portage |
| 2018 | Mike Berney | Transcona | Teulon / Pine Ridge | Garth Collings | Breezy Bend | 142 | Winkler |
| 2017 | Garth Collings | Breey Bend | Teulon / Niakwa | Garth Collings | Breezy Bend | 149 | Minnewasta |
| 2016 | Tom Humniski | Elmhurst | Elmhurst | Garth Collings | Breezy Bend | 144 | Transcona |
| 2015 | Tom Humniski | Elmhurst | Pine Ridge | Mark Olson | Breezy Bend | 149 | Winkler |