The Stanley Cup is the championship trophy awarded annually to the National Hockey League (NHL) playoff winner. It is the oldest existing trophy to be awarded to a professional sports franchise, and the International Ice Hockey Federation (IIHF) considers it to be one of the "most important championships available to the sport"

The 1989 Stanley Cup Finals was contested between the Calgary Flames and the Montreal Canadiens, the top two teams during the 1988–89 NHL regular season. It is also the most recent time that the Finals series was played entirely in Canada, and was the second time in the decade that the Canadiens and Flames met in the Finals.

The Flames defeated the Canadiens in six games to win their first, and as of 2018, only Stanley Cup. The winning goal in game six was scored by Doug Gilmour. They became the first team to win a Stanley Cup after relocating, as they had begun life as the Atlanta Flames in 1972. Since then, four more teams have accomplished this feat: the New Jersey Devils (formerly the Kansas City Scouts and Colorado Rockies), the Colorado Avalanche (formerly the Quebec Nordiques), the Dallas Stars (formerly the Minnesota North Stars), and the Carolina Hurricanes (formerly the New England/Hartford Whalers).

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