The Coffee Association of Canada estimates the Canadian coffee market, excluding grocery and office sales, is worth up to C$4 billion.
Jackson said the company was targeting expansion into Ontario and Quebec and there was scope to open five to 10 stores annually in that country, the first of which could open this year.
Cooks would grant master franchise licenses for Canadian provinces, he said, adding that the New Zealand firm may open company-owned stores in Canada and then sell them on to franchisees.
Jackson said there was also an opportunity for Cooks to take Esquires into the United States.
Cooks acquired the global rights to the coffee chain last year from brothers Stuart and Lewis Deeks.
The brothers, who both have seats on Cooks' board and major shareholdings in the listed firm, established Esquires in Australasia before selling the franchise rights on both sides of the Tasman to ASX-listed Retail Food Group in 2011, while retaining the rights to the rest of the world.
Stuart Deeks said it was "extremely pleasing" to complete the Canadian deal.
"It's not only a symbolic step for Cooks - it's also a milestone as we have successfully concluded our plan to tidy up the international IP outside of Australasia," he said.
Cooks now holds the licensing rights to more than 80 Esquires stores in the Middle East, China, Britain, Ireland and Canada. The company's shares closed unchanged yesterday at 18c.