1929 Stanley Cup playoffs

Regular season
Ottawa continued in financial trouble and sold Punch Broadbent to the New York Americans. They continued to erode, and at one point, rumour had it that they would be sold to a Chicago group. Frank Ahearn, the Senators owner, denied this, but admitted that the team was for sale to the highest bidder.

The New York Americans, last place finishers in 1927–28, surprised everyone by occupying first place for much of the season in the Canadian Division. They were held up by the great play of defenceman Lionel Conacher and goaltender Roy Worters. However, the Montreal Canadiens dislodged the Americans and finished first. Boston, led by rookie Tiny Thompson in goal, led the American Division.

Bruins' player George Owen was the first NHL player to regularly wear headgear for protective purposes. Prior to this, the only time protective headgear was worn was to temporarily protect injuries. Fifty-one years later the NHL mandated the use of helmets. Craig MacTavish was the last NHL player to not wear a helmet, retiring in 1997.

The Chicago Black Hawks set records for goal scoring futility, scoring on average less than one goal per game (33), while giving up a league worst 85 goals against. In one stretch from February 7 through February 28, the Hawks were shut out in eight consecutive games. Forward Vic Ripley was the Hawks' leading goal scorer with only 11 goals and 2 assists for 13 points for the entire 44-game season.

The season produced a record 120 shutouts in the 220 games played. George Hainsworth, Canadiens goaltender, set an NHL record that remains unmatched through the 2015–16 season of 22 shutouts and a 0.92 goals against average. Seven other goaltenders hit double digits in shutouts.

Final standings
Note: W = Wins, L = Losses, T = Ties, Pts = Points, GF = Goals For, GA = Goals Against, PIM = Penalties in minutes

Note: Teams that qualified for the playoffs are highlighted in bold

Playoffs
The playoff format was revised to match the divisional first-place teams in a best-of-five semifinal. The divisional second-place teams and third-place teams played off in a two-game total-goals series to determine the participants for the other best-of-three semifinal. The semifinal winners then played off in a best-of-three series for the Cup.

Stanley Cup Finals
The Bruins won their first Stanley Cup defeating the Rangers. In the process, Boston became one of the few Cup winners in history to not lose a single game in the playoffs, and the last team until 1952 to go undefeated in the playoffs.