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These events occured in 1899 in the world of hockey:
15–18 February — Montreal Victorias wins its fifth Stanley Cup, defeating Winnipeg Victorias in a Cup challenge
- 4 March — Montreal Shamrocks wins the inaugural Canadian Amateur Hockey League (CAHL) championship and takes the Stanley Cup
- 14 March — Montreal Shamrocks successfully defends the title in a Cup challenge by Queen's College of Kingston, Ontario, winning 6–2.