List of Stanley Cup challenge games

During the period from 1893 to 1914, the Stanley Cup was a "challenge trophy"; the champions held the Cup until they lost their league title to another club, or a champion from another league issued a formal challenge and subsequently defeated them in a special game or series. The competitive format of each challenge was determined by negotiation between the two clubs, and the contesting clubs did indeed make several arrangements during this 22-year period.

Before 1912, challenges could take place at any time, given the appropriate rink conditions, and it was common for teams to defend the Cup numerous times during the year. In 1912, the Cup's trustees declared that the Cup was only to be defended at the end of the champion team's regular season.

Also during this era, all of the leagues that played for the trophy had no annual formal playoff system to decide their own respective championships; whoever finished in first place after the regular season won the league title. Thus, a few league championship games or series were held just to break first place ties and determine who would keep the Cup. These league title games have historically been listed along with the regular inter-league Cup challenges.