The clothing and housewares retailer will open in Gatineau, Vancouver, Calgary, Mississauga and Ottawa.
The stores are slated to open in 2016 and 2017.
The company has eight stores across Quebec and one in Edmonton, and employs about 2,000 people.
Chief Executive Peter Simons could not say how many jobs the new stores will create.
The new Simons stores will range between 80,000 and 113,000 square metres.