The Winnipeg Chamber of Commerce donated the Board of Trade Trophy to the Winnipeg Music Festival in 1924. The Board of Trade Trophy was originally awarded to the winner of the Rose Bowl competition. The trophy became known over the years as the Rose Bowl and is awarded for the most outstanding performance in a competition of Grade A vocalists.
| Year | Winner | Year | Winner | Year | Winner |
| 1924
|
James R. Wood
|
1954
|
Peggy Anne Truscott
|
1984
|
Tracy Dahl
|
| 1925
|
Catherine Wright
|
1955
|
Anna Cheng
|
1985
|
Phillip Ens
|
| 1926
|
Agnes McCulloch
|
1956
|
Phyllis Thomson
|
1986
|
Andrea Ilchena Labelle
|
| 1927
|
Ernest C. Mettrop
|
1957
|
David Falk
|
1987
|
Valdine Anderson
|
| 1928
|
Wallace H. Lewis
|
1958
|
Donna Bouma
|
1988
|
Brian Nickel
|
| 1929
|
George Douglas
|
1959
|
Carolyn Buckley
|
1989
|
Joanne Mercier
|
| 1930
|
R. A. Webb
|
1960
|
Nona Mari
|
1990
|
Maria Loscerbo
|
| 1931
|
Ursula Koons
|
1961
|
Helly Sapinski
|
1991
|
Marc Bartel
|
| 1932
|
Ena Foley Scott
|
1962
|
Bill Thiessen
|
1992
|
Mary Jane Chaussé
|
| 1933
|
Marian Gault
|
1963
|
Patricia Siwek
|
1993
|
Karen Smith
|
| 1934
|
Gertrude Mollard
|
1964
|
John E. Martens
|
1994
|
Donna Fletcher
|
| 1935
|
May Turtle
|
1965
|
Dorothy Martens
|
1995
|
Margot Harding
|
| 1936
|
Vera McBain
|
1966
|
Alvin Reimer
|
1996
|
Jessica Riley
|
| 1937
|
Sylvia Price
|
1967
|
Eve Allen
|
1997
|
Joe Spoletini
|
| 1938
|
Ruth Whetter
|
1968
|
Diane Berger
|
1998
|
Michael Martens
|
| 1939
|
Dorothy Johnston
|
1969
|
Edward Stebbing
|
1999
|
Kimberley Brown
|
| 1940
|
Margaret Robb
|
1970
|
Geraldine Patterson
|
2000
|
Marni Enns
|
| 1941
|
Barbara Davies
|
1971
|
Frances Seaton
|
2001
|
Rachael Harwood-Jones
|
| 1942
|
Cora Doig James
|
1972
|
Dianne Kennaugh
|
2002
|
Kathleen Moore
|
| 1943
|
Morley Margolis
|
1973
|
Esther Klassen
|
2003
|
Catherine Abele
|
| 1944
|
Mary Morrison
|
1974
|
Heather Wilberforce
|
2004
|
Andriana Chuchman
|
| 1945
|
Myfanwy Evans
|
1975
|
Lynne Moncrief-Ewert
|
2005
|
Charlene Smith
|
| 1946
|
Rosemary Shawcross
|
1976
|
Allison Woyiwada
|
2006 | Heather Kozak |
| 1947
|
Bert Whiteman
|
1977
|
Peter Barnes
|
2007 | Catherine Daniel |
| 1948
|
Maxine Miller
|
1978
|
Margot Sim
|
2008 | Jessica Strong |
| 1949
|
Anne S. Bilous
|
1979
|
Irena C. Welhasch
|
2009 | Aran Matsuda |
| 1950
|
Gladys Kriese
|
1980
|
Bob McPhee
|
2010 | Rosanna Murphy |
| 1951
|
Shirley Sackrison
|
1981
|
Martha Graham
|
2011 | Aaron Hutton |
| 1952
|
Elaine Oakley
|
1982
|
Donna M. Williams
|
||
| 1953
|
Devina Bailey
|
1983
|
Victor Engbrecht
|