6. 1937-38 Chicago Blackhawks
Since 1918, there has been an “NHL Champion”, which is now referred to as the Stanley Cup Champion. During the 1937-38 NHL season, the Chicago Blackhawks had a record of 14-25-9 during the 48-game season with a point percentage of .385.
The 1937-38 Blackhawks had the worst record in NHL history to ever win the Stanley Cup. The 37 points they put up that season would give a modern-day team the best chance at the number one pick in the NHL draft. However, this was not the case in 1938.
That Chicago Blackhawks squad was led by captain Johnny Gottselig. The Blackhawks had the least goals of all of the 8 NHL teams that season, with only 97 goals, while giving up the 2nd-most goals with 139. They would finish 3rd in the American Division, which was enough to make the 1938 playoffs.
In the first round, the Blackhawks blew past the Montreal Canadiens after losing Game 1. They would win the next two to clinch that series.
During the second round, the same result would happen. This time, against the New York Americans, where they’d drop Game 1, but win the next two to clinch their ticket to the 1938 Stanley Cup Finals.
The Blackhawks would face the Toronto Maple Leafs where they would win games 1, 3, and 4 en route to clinching the Stanley Cup for the 2nd time in franchise history. That would mark the first time in Blackhawks’ history where they won the Stanley Cup on home ice, something they wouldn’t do until 2015 against the Tampa Bay Lightning in Game 6.