Montreal Canadiens Cup Wins 2025. Portland 2, montreal 0 montreal 2, portland 1 montreal 6, portland 3 portland 6, montreal 5 The team with the most stanley cup wins is the montreal canadiens, who have won 23 stanley cups.

Las vegas — the montreal canadiens ended 2024 with a bang, rattling off consecutive wins against three of the last four stanley cup champions to make it six wins in. What marked the canadiens’ longest championship hiatus?