Ernie Wakely was acquired from the defending Stanley Cup champion Montreal Canadiens and became the Blues starting goaltender for the following season.
In the playoffs, St. Louis defeated the Minnesota North Stars 4–2 and the Pittsburgh Penguins 4–2 to advance to their third consecutive Stanley Cup Finals, where they were swept by the Boston Bruins.
Phil Goyette became the first Lady Byng Trophy winner in franchise history as he led the team with 78 points.
On June 27, 1969, Wakely got his big break when the Canadiens dealt the 28-year-old to the St. Louis Blues for Norm Beaudin and Bobby Schmautz.
Game three at the Metropolitan Sports Center featured Gump Worsley's sharp goaltending and Bill Goldsworthy scoring two goals in a 4–2 win for the North Stars.
The Blues managed to force overtime in game four, but Orr scored his famous game-winning goal to end the series.