Philly is a good candidate for the top 3 imo.
Regular season Goal for percentage
Bruins: 118.3%
Canadiens: 120.7%
Flyers: 113%
No one else with a lot of game seem to have significantly dominated except those 3.
Winning percentage (1500+ games):
Bruins: .602
Canadiens: .598
Stars: .584
Flyers: .576
Avs: .564
Most wins:
Bruins: 2119
Canadiens: 2100
Flyers: 1988
Rangers: 1914
BlackHawks: 1855
Playoff wins:
Canadiens: 263
Bruins: 230
Flyers: 221
Pens: 206
Hawks: 202
Wings: 194
Playoff GF/GA %
Montreal: 115.5%
Bruins: 107.8%
Cups:
Canadiens: 10
Oilers: 5
Pens: 5
Isles: 4
Wings: 4
Bruins: 3
The answer that is not Montreal seem a bit ridiculous imo, they had arguably the best team of all time in the 70s, doubled everyone else in Cups, best playoff domination, best regular season domination, etc... during that time, they had many of those only 8-16 losts during the year's, that 4 cup in a row run.
Bruins miss the cups, everyone else had bad strech worst than Habs worst stretch without having more success either when they had it.