Doesn’t it seem like Philadelphia always had a hockey team, or at the very least always should have?
They actually did for a time as they had the Philadelphia Quakers for one season in the 1930-31 Season but in the 1967 they were part of the first wave of planned expansion in 1967 with five other teams. Each team had varying levels of success but it was the Flyers that would become the first with not only a real identity (The Broad Street Bullies) and would become the first to win a Stanley Cup, which they accomplished in back-to-back years in 1974 & 1975.
The Flyers have not won since but they have been in the Finals five time since (1977, 1980, 1985, 1987, 1997 & 2010) and have one of the most desiccated fanbases in Hockey.
This list is up to the end of the 2017/18 season.
Note: Hockey lists are based on an amalgamation of tenure, traditional statistics, advanced statistics, playoff statistics and post-season accolades.