March 7, 1900
The Montreal Shamrocks win the Stanley Cup.

March 17, 1902
The Montreal AAA team wins the Stanley Cup.

February 4, 1903
The Montreal AAA team wins the Stanley Cup.

December 29, 1906
The Montreal Wanderers win the Stanley Cup.

March 25, 1907
The Montreal Wanderers win the Stanley Cup.

December 30, 1908
The Montreal Wanderers win the Stanley Cup.

March 12, 1910
The Montreal Wanderers win the Stanley Cup.

October 11, 1911
Teams of six players (the rover is abolished).

March 13, 1912
The Quebec Bulldogs win the Stanley Cup.

January 26, 1913
Return to the seven man team.

Februrary 8, 1913
Last game of the NHA (National Hockey Association) played with a seven man team between the Toronto Blueshirts and the Montreal Canadiens, in Toronto.

February 11, 1913
Definite return to the six man team.

March 30, 1916
The Montreal Canadiens win the Stanley Cup.

November 22, 1917
Birth of the Montreal Canadiens.

November 22, 1917
Birth of the Toronto Maple Leafs.

December 19, 1917
First game of the National Hockey League.

January 12, 1918
Joe Malone of the Montreal Canadiens scores 5 goals against Ottawa.

February 2, 1918
Joe Malone of the Montreal Canadiens scores 5 goals against Toronto.

October 18, 1918
The Quebec Bulldogs are sold to a Toronto businessman. Inactive in 1918-1919, the franchise was sold to Quebec the following season.

January 10, 1920
Newsy Lalonde of the Montreal team scores 6 goals against Toronto.

January 31, 1920
Joe Malone of the Quebec Bulldogs scores 7 goals against Toronto.

March 10, 1920
Joe Malone of the Quebec Bulldogs scores 6 goals against Ottawa.

December 6, 1920
The Quebec Bulldogs are sold to a Hamilton businessman.