| 1893 | Montreal AAA - claim cup | |
| Montreal AAA claimed the Stanley Cup as champions of the Amateur Hockey Association | 1893 | |
| 1894 | Montreal AAA - hold cup | |
| Montreal AAA 3 - Montreal Victorias 2 | 3-17-1894 | |
| Montreal AAA - hold cup | ||
| Montreal AAA 3 - Ottawa Capitals 1 | 3-22-1894 | |
| 1895 | Montreal Victorias - win cup | |
| Montreal Victorias claimed the Stanley Cup as champions of the Amateur Hockey Association | 1893 | |
| 1896 | Winnipeg Victorias - win cup | |
| Winnipeg Victorias 2 - Montreal Victorias 0 | 2-14-1896 | |
| Montreal Victorias - win cup | ||
| Montreal Victorias 6 - Winnipeg Victorias 5 | 12-30-1896 | |
| 1897 | Montreal Victorias - hold cup | |
| Montreal Victorias 15 - Ottawa Capitals 2 | 12-27-1897 | |
| 1898 | Montreal Victorias - hold cup | |
| Montreal Victorias claimed the Stanley Cup as champions of the Amateur Hockey Association | 1893 | |
| 1899 | Montreal Victorias - hold cup | |
| Montreal Victorias 2 - Winnipeg Victorias 1
Montreal Victorias 3 - Winnipeg Victorias 1 Montreal Victorias win series 2-0 |
2-15-1899
2-18-1899 |
|
| Montreal Shamrocks - claim cup | ||
| Montreal Shamrocks claimed the Stanley Cup as champions of the Amateur Hockey Association | 1893 | |
| Montreal Shamrocks - hold cup | ||
| Montreal Shamrocks 6 - Queens University 2 | 3-14-1899 | |
| 1900 | Montreal Shamrocks hold cup | |
| Montreal Shamrocks 4 - Winnipeg Victorias 3
Winnipeg Victorias 3 - Montreal Shamrocks 2 Montreal Shamrocks 5 - Winnipeg Victorias 4 Montreal wins series 2-1 |
2-12-1900
2-14-1900 2-16-1900 |
|
| Montreal Shamrocks hold cup | ||
| Montreal Shamrocks 10 - Halifax Crescents 2
Montreal Shamrocks 11 - Halifax Crescents 0 Montreal wins series 2-0 |
3-7-1900
3-7-1900 |
|
| 1901 | Winnipeg Victorias win cup | |
| Winnipeg Victorias ? - Montreal Shamrocks ?
Winnipeg Victorias ? - Montreal Shamrocks ? Winnipeg Victorias win series 2-0 |
1900
1900 |
|
| 1902 | Montreal AAA win cup | |
| Montreal AAA ? - Winnipeg Victorias ?
Winnipeg Victorias ? - Montreal AAA ? Montreal AAA ? - Winnipeg Victorias ? Montreal wins series 2-1 |
3-?-1902
3-?-1902 3-?-1902 |
|
| 1903 | Montreal AAA hold cup | |
| Montreal AAA d. Winnipeg Victorias 2-1-1 in a 4 game series | 1/29-2/41903 | |
| Ottawa Silver Seven win cup | ||
| Ottawa Silver Seven 1 - Montreal AAA 1
Ottawa Silver Seven 8 - Montreal AAA 0 Ottawa Silver Seven win 2 game - total goals series 9-1 |
1903
1903 |
|
| Ottawa Silver Seven hold cup | ||
| Ottawa Silver Seven 6 - Rat Portage 2
Ottawa Silver Seven 4 - Rat Portage 2 Ottawa Silver Seven win series 2-0 |
3-12-03
3-14-03 |
|
| 1904 | Ottawa Silver Seven hold cup | |
| Ottawa Silver Seven 9 - Winnipeg Rowing Club 1
Winnipeg Rowing Club 6 - Ottawa Silver Seven 2 Ottawa Silver Seven 2 - Winnipeg Rowing Club 0 Ottawa wins series 2-1 |
12-30-1903
1-1-1904 1-4-1904 |
|
| Ottawa Silver Seven hold cup | ||
| Ottawa Silver Seven 6 - Toronto Marlboros 3
Ottawa Silver Seven 11 - Toronto Marlboros 2 Ottawa wins series 2-0 |
2-23-1904
2-25-1904 |
|
| Ottawa Silver Seven hold cup | ||
| Ottawa Silver Seven 5 - Montreal Wanderers 5
Montreal refused to play another game so Ottawa retains the cup |
3-2-1904
|
|
| Ottawa Silver Seven hold cup | ||
| Ottawa Silver Seven 6 - Brandon Wheat Kings 3
Ottawa Silver Seven 9 - Brandon Wheat Kings 3 Ottawa wins series 2-0 |
3-9-1904
3-11-1904 |
|
| 1905 | Ottawa Silver Seven hold cup | |
| Ottawa Silver Seven 9 - Dawson City 2
Ottawa Silver Seven 23 - Dawson City 2 Ottawa wins series 2-0 |
1-13-1905
1-16-1905 |
|
| Ottawa Silver Seven hold cup | ||
| Rat Portage 9 - Ottawa Silver Seven 3
Ottawa Silver Seven 4 - Rat Portage 2 Ottawa Silver Seven 5 - Rat Portage 2 Ottawa wins series 2-1 |
3-7-1905
3-9-1905 3-11-1905 |
|
| 1906 | Ottawa Silver Seven hold cup | |
| Ottawa Silver Seven 16 - Queens University 7
Ottawa Silver Seven 12 - Queens University 7 Ottawa wins series 2-0 |
2-27-1906
2-28-1906 |
|
| Ottawa Silver Seven hold cup | ||
| Ottawa Silver Seven 6 - Smiths Falls 2
Ottawa Silver Seven 8 - Smiths Falls 2 Ottawa wins series 2-0 |
3-6-1906
3-8-1906 |
|
| Montreal Wanderers win cup | ||
| Montreal Wanderers 9 - Ottawa Silver Seven 1
Ottawa Silver Seven 9 - Montreal Wanderers 3 Montreal wins 2 game total goals series 12-10 |
3-14-06
3-17-06 |
|
| Montreal Wanderers hold cup | ||
| Montreal Wanderers 10 - New Glascow 3
Montreal Wanderers 7 - New Glascow 2 Montreal wins series 2-0 |
12-27-1906
12-29-1906 |
|
| 1907 | Kenora Thistles win cup | |
| Kenora Thistles 4 - Montreal Wanderers 2
Kenora Thistles 8 - Montreal Wanderers 6 Kenora wins series 2-0 |
1-17-1907
1-21-1907 |
|
| Montreal Wanderers win cup | ||
| Montreal Wanderers 7 - Kenora Thistles 2
Kenora Thistles 6 - Montreal Wanderers 5 Montreal wins 2 game total goal series 12-8 |
3-23-1907
3-25-1907 |
|
| 1908 | Montreal Wanderers hold cup | |
| Montreal Wanderers 9 - Ottawa Victorias 3
Montreal Wanderers 13 - Ottawa Victorias 1 Montreal wins series 2-0 |
1-9-1908
1-13-1908 |
|
| Montreal Wanderers hold cup | ||
| Montreal Wanderers 11 - Winnipeg Maple Leafs 5
Montreal Wanderers 9 - Winnipeg Maple Leafs 3 Montreal wins series 2-0 |
3-10-1908
3-12-1908 |
|
| Montreal Wanderers hold cup | ||
| Montreal Wanderers 6 - Toronto Professionals 4 | 3-14-1908 | |
| Montreal Wanderers hold cup | ||
| Montreal Wanderers 7 - Edmonton Eskimos 3
Edmonton Eskimos 7 - Montreal Wanderers 6 Montreal wins 2 game total goal series 13-10 |
12-28-1908
12-30-1908 |
|
| 1909 | Ottawa Senators claim cup | |
| Ottawa claimed the Stanley Cup as champions of the Eastern Canada Amateur Hockey Association | 1909 | |
| Ottawa Senators hold cup | ||
| Ottawa Senators 12 - Galt Professionals 3
Ottawa Senators 3 - Galt Professionals 1 Ottawa wins series 2-0 |
1-5-1909
1-7-1909 |
|
| Ottawa Senators hold cup | ||
| Ottawa Senators 8 - Edmonton Eskimos 4
Ottawa Senators 13 - Edmonton Eskimos 7 Ottawa wins series 2-0 |
1-18-1909
1-20-1909 |
|
| 1910 | Montreal Wanderers claim cup | |
| Montreal claimed the Stanley Cup as champions of the National Hockey Association | 1910 | |
| Montreal Wanderers hold cup | ||
| Montreal Wanderers 7 - Berlin Union Jacks 3 | 3-12-1910 | |
| 1911 | Ottawa Senators claim cup | |
| Ottawa claimed the Stanley Cup as champions of the National Hockey Association | 1911 | |
| Ottawa Senators hold cup | ||
| Ottawa Senators 7 - Gault Professionals 4 | 3-13-1911 | |
| Ottawa Senators hold cup | ||
| Ottawa Senators 13 - Port Arthur 4 | 3-16-1911 | |
| 1912 | Quebec Bulldogs claim cup | |
| Quebec claimed the Stanley Cup as champions of the National Hockey Association | 1912 | |
| Quebec Bulldogs hold cup | ||
| Quebec Bulldogs 9 - Moncton Victorias 3
Quebec Bulldogs 8 - Moncton Victorias 0 Quebec wins series 2-0 |
3-11-1912
3-13-1912 |
|
| 1913 | Quebec Bulldogs hold cup | |
| Quebec holds cup as champions of the National Hockey Association | 1913 | |
| Quebec Bulldogs hold cup | ||
| Quebec Bulldogs 14 - Sydney Millionaires 3
Quebec Bulldogs 6 - Sydney Millionaires 2 Quebec wins series 2-0 |
3-8-1913
3-10-1913 |
|
| Team | Cups
Claimed |
Cups
Won |
Cups
Held |
Cups
Held* |
Total | Holds
Lost |
Challenges
Lost |
| Ottawa Silver Seven | 0 | 1 | 9 | 0 | 10 | 1 | 0 |
| Montreal Wanderers | 1 | 2 | 6 | 0 | 9 | 1 | 1 |
| Ottawa Senators | 2 | 0 | 4 | 0 | 6 | 0 | 0 |
| Montreal AAA | 1 | 1 | 3 | 0 | 5 | 1 | 0 |
| Montreal Victorias | 0 | 2 | 2 | 1 | 5 | 1 | 1 |
| Montreal Shamrocks | 0 | 2 | 0 | 0 | 2 | 1 | 0 |
| Quebec Bulldogs | 1 | 0 | 2 | 1 | 4 | 0 | 0 |
| Winnipeg Victorias | 0 | 2 | 0 | 0 | 2 | 2 | 3 |
| Kenora Thistles | 0 | 1 | 0 | 0 | 1 | 1 | 0 |
| Edmonton Eskimos | 0 | 0 | 0 | 0 | 0 | 0 | 2 |
| Galt Professionals | 0 | 0 | 0 | 0 | 0 | 0 | 2 |
| Ottawa Capitals | 0 | 0 | 0 | 0 | 0 | 0 | 2 |
| Queens University | 0 | 0 | 0 | 0 | 0 | 0 | 2 |
| Rat Portage | 0 | 0 | 0 | 0 | 0 | 0 | 2 |
| Berlin Union Jacks | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Brandon Wheat Kings | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Dawson City | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Halifax Crescents | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Moncton Victorias | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| New Glascow | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Ottawa Victorias | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Port Arthur | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Smiths Falls | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Sydney Millionaires | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Toronto Marlboros | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Toronto Professionals | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Winnipeg Maple Leafs | 0 | 0 | 0 | 0 | 0 | 0 | 1 |
| Winnipeg Rowing Club | 0 | 0 | 0 | 0 | 0 | 0 | 1 |