Four times, most recently in 2010.
1989
The Saskatchewan Roughriders have won the Grey Cup championship in the following years: 1966, 1989, 2007, and 2013. These victories mark significant moments in the team's history, with each championship contributing to the Roughriders' status as a prominent team in Canadian football.
The Grey Cup final is scheduled to return to Regina in 2028. This will mark the second time the city hosts the championship game since it was last held there in 2013. The event is highly anticipated by local fans and the Saskatchewan Roughriders community.
Eagle Keys
Nineteen: won 4 lost 15.
Saskatchewan's opponents in 1989 were the Hamilton Tiger-Cats.
The Sarnia Imperials won their second Grey Cup in 1936, defeating Ottawa.
Montreal Alouettes Um no actually that was the Saskatchewan Roughriders thank you.
Who was the Backup Full Back for George Reed in the 1966 Grey Cup
For the Grey Cup they played against the Saskatchewan Roughriders, which they won.
The 95th Grey Cup Game was played in Toronto at the Rogers Centre on November 25, 2007, between the Eastern Conference champion Winnipeg Blue Bombers and the Western Conference champion Saskatchewan Roughriders, with the Jolly Green Giants from Regina (i.e., Saskatchewan) winning by a score of 23-19.
Saskatchewan has never played Calgary in the Grey Cup. Because of the crossover playoff rule, it is now possible to have a "West vs. West" Grey Cup but it has never happened. Perhaps you are thinking of the Ottawa Rough Riders, who Calgary defeated to earn their first Grey Cup in 1948.