Winners was first opened in 1982 in Toronto, Ontario, Canada. At the time, it was the first and only discount clothing and shoe store in Canada.
In 1990, Winners was acquired by TJX Companies, who also own TJ Maxx stores. Since 2001, Winners has been paired with HomeSense, which offers home decor items, similar to the HomeGoods stores in the US.
The company currently has 279 locations throughout Canada.
Winners does not sell their clothing or home decor items online.
In July 2020, the parent company issued a statement regarding COVID-19, stating that all employees would be required to wear masks until further notice but that stores would remain open.
Winners maintains a corporate office in Mississauga, Ontario, Canada.