Championships
The Generals have won 12 J. Ross Robertson Cup Championships, the most of the OHL's history. Oshawa also has won 4 Memorial Cup Championships.
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Hamilton Spectator Trophy
First overall in the OHL regular season standings.
- 1986–1987 101 points
- 1989–1990 88 points
- 1990–1991 100 points
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Leyden Trophy
First overall in the Eastern Division regular season standings.
- 1986–1987 101 points
- 1989–1990 88 points
- 1990–1991 100 points
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J. Ross Robertson Cup
Ontario Hockey League Championship
- 1935 Lost by default to Kitchener Greenshirts
- 1938 OHA Champions vs. Guelph Indians
- 1939 OHA Champions vs. Toronto Native Sons
- 1940 OHA Champions vs. Toronto Marlboros
- 1941 OHA Champions vs. Toronto Marlboros
- 1942 OHA Champions vs. Guelph Biltmore Mad Hatters
- 1943 OHA Champions vs. Brantford Lions
- 1944 OHA Champions vs. Toronto St. Michael's Majors
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- 1946 Lost to St. Michael's
- 1966 OHA Champions vs. Kitchener Rangers
- 1983 OHL Champions vs. Sault Ste. Marie Greyhounds
- 1987 OHL Champions vs. North Bay Centennials
- 1990 OHL Champions vs. Kitchener Rangers
- 1991 Lost to Sault Ste. Marie Greyhounds
- 1997 OHL Champions vs. Ottawa 67's
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George Richardson Memorial Trophy
Eastern Canadian Championship
- 1938 Champions vs. Perth Blue Wings
- 1939 Champions vs. Verdun Maple Leafs
- 1940 Champions vs. Verdun Maple Leafs
- 1941 Lost to Montreal Royals
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- 1942 Champions vs. Ottawa St. Patrick's College
- 1943 Champions vs. Montreal Junior Canadiens
- 1944 Champions vs. Montreal Junior Canadiens
- 1966 Champions vs. Shawinigan Bruins
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Memorial Cup
Canadian Hockey League Championship
- 1938 Lost to St. Boniface Seals
- 1939 CAHA Champions vs. Edmonton A.C.
- 1940 CAHA Champions vs. Kenora Thistles
- 1942 Lost to Portage la Prairie Terriers
- 1943 Lost to Winnipeg Rangers
- 1944 CAHA Champions vs. Trail Smoke Eaters
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- 1966 Lost to Edmonton Oil Kings
- 1983 Lost to Portland Winter Hawks
- 1987 Lost to Medicine Hat Tigers
- 1990 CHL Champions vs. Kitchener Rangers
- 1997 OHL representative in Hull, Quebec
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