On https://gamecentrelive.rogers.com/en/schedule/ it says "No games scheduled on this day." for anything from previous seasons. On the app it goes as far back as October 1st, 2015. Through https://www.nhl.com/tv it allows me to get October 11th, 2014 and on, not quite at the start of that season but it is close. The discrepancy between the three is kind of weird including the 2014 season not having the first two weeks available. I am able to watch the previous seasons now though, so thank you for pointing that out.