National Hockey League is the largest professional league in the Olympic family. However，NHL’s road to the Olympics has been bumpy because of labor agreements. This paper reviews the entire Olympic history of National Hockey League and its influence on the Olympics. NHL’s participation in the Olympics has expanded the brand influence and increased the revenue of Winter Olympics from royalties and the like. In addition，this paper expounds the unique labor agreement culture of North American occupations，and provides references for the development of Chinese hockey clubs and professional leagues.