The first Primary Ladies Orange Lodge was instituted in Winnipeg, Manitoba in 1908 in the Scott Memorial Orange Hall. Worthy Mistress at that time, was Mrs. David McKee. The Ladies' Orange Benevolent Association (LOBA) thru the years has contributed to a number of worthy causes. They organized and maintained an Orphan's home in Winnipeg, until changes in government rules caused the closure of such homes. The LOBA has supported the Cancer Society, the Diabetic Association, the Hard of Hearing, and the Children's Hospital, providing wheelchairs when needed. They have provided bursaries/scholarships to the University of Winnipeg (United College), and St. John's College (University of Manitoba Campus). The Association donated the Ladies' Orange Benevolent Association Trophy to the Winnipeg Music Festival in 1951. This trophy is awarded in an annual competition of Girls, 14 and under Vocal Class winners.
| Year | Winner | Year | Winner |
1951 |
Jacqueline Soltzman |
1982 |
Rennae Leydier |
1952 |
Joan Karasavich |
1983 |
Gina Love Wooley |
1953 |
Gloria Lynn Furch |
1984 |
Jacqueline Williams |
1954 |
Leona Galts |
1985 |
Nicole Milne |
1955 |
Norma Klapman |
1986 |
Millie Scarlett |
1956 |
Linda Kerr |
1987 |
Chantal Kreviazuk |
1957 |
Violet Ann Greengrass |
1988 |
Jennifer Carmichael |
1958 |
Rayleen Giacomin |
1989 |
Kristel Peters |
1959 |
Hilda Menzemer |
1990 |
Michelle Fehr |
1960 |
Patricia Gail Johnson |
1991 |
Stacey Nattrass |
1961 |
Barbara J. Dumas |
1992 |
Jackie Appel |
1962 |
Diane Berger |
1993 |
Rachael Harwood-Jones |
1963 |
Susan Kent |
1994 |
Melissa Smith |
1964 |
Olivia Belyea |
1995 |
Paula McLeod |
1965 |
Monica Goldberg |
1996 |
Cindy MacDonald |
1966 |
Bonnie Lawson |
1997 |
Andriana Chuchman |
1967 |
Vivian-Lee McGuire |
1998 |
Sarah Hintz |
1968 |
Lorraine Stromme |
1999 |
Chanelle Dorrington |
1969 |
Joan Truscott |
2000 |
Mia Kulba |
1970 |
Carol Justice |
2001 |
Tiffany Cook |
1971 |
Cheryl McNabb |
2002 |
Katherine Raymond |
1972 |
Patricia Penner |
2003 |
Lynlee Wolstencroft |
1973 |
Lillian Joy Rudy |
2004 |
Stephanie Willette |
1974 |
Tracy Dahl |
2005 |
Colleen Furlan |
1975 |
Jo Marcia Harvey |
2006 | Jessica Kos-Whicher |
1976 |
Claire Milgrom |
2007 | Meaghan Fletcher |
1977 |
Lisa Gareau |
2008 | Katherine Mayba |
1978 |
Marjorie Seaton |
2009 | Meaghan Fletcher |
1979 |
Leanne Hastings |
2010 | Christina Thanisch-Smith |
1980 |
Chrisandra Gutowski |
2011 | Elena Howard-Scott |
1981 |
Tuesday-April Royko |