Freedom of association is crucial to the sustainable improvements in working conditions. The International Labor Organization (ILO) recognizes freedom of association as a fundamental principle in several major documents, the most important ones being Convention No. 87 concerning Freedom of Association and Protection of the Right to Organize (1948) and Convention No. 98 concerning the Application of the Principles of the Right to Organize and to Bargain Collectively (1949). In Japan the Constitution guarantees the rights of workers to organize and to bargain and act (strike, etc.) collectively. To guarantee workers' rights in a practical way, the Labor Union Act of 1949 prohibits unfair labor practices by employers and establishes the Labor Relations Commission to regulate unfair labor practices. This paper aims to make a general evaluation and assessment of the various important conventions concerning freedom of association adopted by the ILO in the past eighty years. It also introduces how the Japanese Government establishes unfair labor practice system for protecting workers' right to freedom of association. Finally, this paper will offer several recommendations for adopting a similar legal regime for Taiwan while it is in the process of amending of the three important labor statutes, that is, the Labor Union Act, Collective Agreement Act and Settlement of Labor-Management Dispute Act.