The Top 5 NHL Teams with the Most Stanley Cup Wins

  NHL Team Years in League Stanley Cup Wins
1 Montreal Canadiens 100
(1918 - 2018)
24
2 Toronto Maple Leafs 100
(1918 - 2018)
13
3 Detroit Red Wings 91
(1927 - 2018)
11
4 Boston Bruins

Chicago Blackhawks
93
(1925 - 2018)
92
(1926 - 2018)
6 each
5 Edmonton Oilers

Pittsburgh Penguins
38
(1980 - 2018)
51
(1967 - 2018)
5 each
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 Facts
  1. The question of who has the most Stanley Cups is an easy one to answer. The Montreal Canadians by far have the most Stanley cup wins with 24 cup wins and the Toronto Maple Leafs being their nearest competitor at 13 Stanley Cup wins. Competition is closer between Detroit and Toronto with The Detroit Red Wings winning 11 Stanley Cups. And positions 4 & 5 on our top 5 list are very close with two ties and with only one win separating them.

    The first team to have it's roster engraved on the Stanley Cup were the 1906-07 Montreal Wanderers. The first woman to be engraved on the cup was Marguerite Norris the then President of the Detroit Red Wings 1954 & 1955. There have only been four official engravers of the Stanley Cup. The first engravers comprised of two generations of the Peterson family, with assistance from Fred Light Sr. They were followed by Doug Boffey, owner of Boffey Silversmiths of Montreal. The current engraver is Louise St. Jacques, who took over Boffey's engraving business and left the legacy of the shop's name in place.

    In 1919, the Spanish influenza epidemic forced the Montreal Canadiens and the Seattle Metropolitans to cancel their series, marking the first time the Stanley Cup was not awarded. Over the years words like "Ilanders" (Islanders), "Leaes" (Leafs) and "Bqstqn" (Boston) have found their way onto the cup, while more than a dozen players and coaches have had their names misspelled. Former Montreal Canadiens goaltender Jacques Plante had the misfortune of having his first name spelled four different ways in a span of five years. Edmonton Oilers owner Peter Pocklington had his father's name engraved onto the cup after the team won the 1984 championship. The NHL asked the official engravers to cover up the name, so they concealed it by hammering in a line of X's over the name.

  2. In the 1970s the Montreal Canadiens won 4 Stanley Cups in a row with Scotty Bowman as their coach. The Montreal Canadiens or as the franchise is officially known, "Le club de hockey Canadien" was founded in 1909-1910 making them the oldest team in professional hockey. During the 1943/1944 season, the Montreal Canadiens were nearly unbeatable losing only five games in the entire 50 game schedule, they kept winning through to the playoffs to take home the Stanley Cup. Although the Montreal Canadians have not won a Stanly Cup since 1992, they still hold the record for the most Stanley Cup wins in NHL history and it's very unlikely that an NHL team will catch up to them any time soon.

  3. There are actually three Stanley Cups: the original bowl, the authenticated Cup, and the replica at the Hall of Fame. The original bowl, purchased by Lord Stanley and physically awarded to the champion for the first 71 years of competition, is currently displayed at the Hockey Hall of Fame in Toronto, Ontario.

  4. The Stanley Cup is names after "Lord Stanley of Preston" a governor general of Canada who created the trophy in 1892. It was awarded for the first time in 1893 to Montreal HC. In 1915.

  5. The original Stanley Cup bowl was made of silver and has a dimension of 18.5 centimeters (7.28 inches) in height and 29 centimeters (11.42 inches) in diameter. The current Stanley Cup, topped with a copy of the original bowl, is made of silver and nickel alloy. Today the Stanley Cup has a height of 89.54 centimeters (35.25 inches) and weighs 15.5 kilograms (34.5 lb / 2 st 6½ lb).

Top 5 facts sources:
a. Hockey Hall of Fame and Museum,
b. The Wall Street Journal: "The Stanley Cup Could Use an Editor" by Reed Albergotti.
Tags: Sports Statistics, Top 5 Most

Sources:  Top 5 of Anything Sports Research Team 2020.

List Notes: Data is NHL teams with the most Stanley Cup wins. NHL season ending in 2020. Please note: this list includes Stanley Cup wins by teams while in the NHL only.
NHL Teams with the Most Stanley Cup Wins

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