Eastern Conference quarterfinals (1) New York Rangers vs. (8) New York Islanders The New York Rangers earned the
Presidents' Trophy as the NHL's best regular season team with 112 points. The Islanders qualified as the eighth seed earning 84 points during the regular season. This was the eighth playoff series between these two
rivals, with the Islanders winning five of the previous seven series. They last met in the
1990 Patrick Division Semifinals which the Rangers won in five games. The Islanders won the season series earning six of ten points during this year's five game regular season series. This was the last time that the Islanders got swept in a playoff series until the
2019 Eastern Conference Second Round.
(2) Pittsburgh Penguins vs. (7) Washington Capitals The Pittsburgh Penguins entered the playoffs as the second seed in the Eastern Conference by winning the Northeast Division with 101 points. The Washington Capitals earned 88 points during the regular season to finish seventh overall in the Eastern Conference. This was the third playoff meeting between these two
rivals, with Pittsburgh winning both previous series. They last met in the
1992 Patrick Division Semifinals which Pittsburgh won in seven games after erasing a 3–1 deficit. Washington won the season series earning five of eight points during this year's four game regular season series. Until their championship season, this was the only time the Capitals had defeated the Penguins in their first ten playoff series.
(3) New Jersey Devils vs. (6) Buffalo Sabres The New Jersey Devils entered the playoffs as the third seed in the Eastern Conference with 106 points. The Buffalo Sabres earned 95 points during the regular season to finish sixth overall in the Eastern Conference. This was the first playoff meeting between these two teams. New Jersey won three of the four games in this year's regular season series.
(4) Boston Bruins vs. (5) Montreal Canadiens The Boston Bruins entered the playoffs as the fourth seed in the Eastern Conference with 97 points. The Montreal Canadiens earned 96 points during the regular season to finish fifth overall in the Eastern Conference. This was the twenty-eighth playoff meeting between these two
rivals, with Montreal winning twenty-one of the previous twenty-seven series. This was also the tenth time in eleven years these two team had met in the playoffs. They last met in the
1992 Adams Division Finals, which Boston won in a four-game sweep. Montreal won the season series earning six of ten points during this year's five game regular season series. Game six was the final playoff game played at the
Montreal Forum.
Western Conference quarterfinals (1) Detroit Red Wings vs. (8) San Jose Sharks The Detroit Red Wings entered the playoffs as the Western Conference regular season champions with 100 points. The San Jose Sharks earned 82 points during the regular season to finish eighth overall in the Western Conference. This was the first playoff meeting between these two teams. The Sharks made their first appearance in the Stanley Cup playoffs in their third season since entering the league in the
1991–92 season. The most recent team to represent the
San Francisco Bay Area prior to this was the
Oakland Seals, who lost in the Stanley Cup Quarterfinals in
1970. Detroit won three of the four games in this year's regular season series. The Sharks shocked the top-seeded Red Wings in seven games, becoming the first eighth-seeded team in North American sports history to defeat a number one seed. Jamie Baker scored the game-winning goal with 6:35 left in the third period of game 7 to pull off the historic upset.
(2) Calgary Flames vs. (7) Vancouver Canucks The Calgary Flames entered the playoffs as the second seed in the Western Conference by winning the Pacific Division with 97 points. The Vancouver Canucks earned 85 points during the regular season to finish seventh overall in the Western Conference. This was the fifth playoff meeting between these two
rivals, with Calgary winning three of the previous four series. They last met in the
1989 Smythe Division Semifinals which the Flames won in seven games. Calgary won the season series earning nine of fourteen points during this year's seven game regular season series. The Canucks won the series after being down 3–1. They are the only team to date to win a series after being down 3–1 with all three games being won in overtime.
(3) Toronto Maple Leafs vs. (6) Chicago Blackhawks The Toronto Maple Leafs entered the playoffs as the third seed in the Western Conference with 98 points. The Chicago Blackhawks earned 87 points during the regular season to finish sixth overall in the Western Conference. This was the eighth playoff meeting between these two teams, with Toronto winning five of the seven previous series. They last met in the
1986 Norris Division Semifinals which Toronto won in a three-game sweep. These teams split their six-game regular season series. Game six was the last NHL game played at
Chicago Stadium.
(4) Dallas Stars vs. (5) St. Louis Blues The Dallas Stars entered the playoffs as the fourth seed in the Western Conference with 97 points. The St. Louis Blues earned 91 points during the regular season to finish fifth overall in the Western Conference. This was the tenth playoff meeting between these two teams, with St. Louis winning five of the nine previous series. They last met in the
1991 Norris Division Finals which the then
Minnesota North Stars won in six games. Dallas won the season series earning seven of twelve points during this year's six game regular season series. This was the first time the city of
Dallas was represented in the Stanley Cup playoffs. Game four was the last game played at the
St. Louis Arena. ==Conference semifinals==