This trophy is awarded annually to the league playoff champion. Season Winner(s) 2023-24 Winnipeg Jets 2022-23 Los Angeles Kings 2021-22 Detroit Red Wings 2020-21 Los Angeles Kings 2019-20 Chicago Blackhawks 2019-20 Pittsburgh Penguins 2019-20 Detroit Red Wings 2019-20 Washington Capitals 2019-20 Ottawa Senators 2019-20 Montreal Canadiens 2019-20 Vancouver Canucks 2019-20 Colorado Avalanche 2019-20 Winnipeg Jets 2019-20 Los Angeles Kings 2019-20 Edmonton Oilers 2019-20 New York Rangers 2019-20 Calgary Flames 2019-20 Philadelphia Flyers 2018-19 Ottawa Senators 2018-19 Montreal Canadiens 2018-19 Vancouver Canucks 2018-19 Colorado Avalanche 2018-19 Winnipeg Jets 2018-19 Los Angeles Kings 2018-19 Edmonton Oilers 2018-19 New York Rangers 2018-19 Calgary Flames 2018-19 Philadelphia Flyers 2018-19 Chicago Blackhawks 2018-19 Pittsburgh Penguins 2018-19 Detroit Red Wings 2018-19 Washington Capitals 2017-18 Detroit Red Wings