This chapter envisions the key challenges of a case study research being faced by researchers and case study itself in terms of the criticism. The case study is an interlinked, multi-perspective and a dynamic analysis-based method, applicable to both qualitative and qualitative research. Considering the significance of applying case study in research methods, there are various advantages with some disadvantages too. These disadvantages are contributing to creating the challenges to case studies. Having a deep strength and weakness analysis of the case study, the factors contributing to challenging the case studies can be easily identified. The major challenges to case studies are based on generalization, validity, reliability, theory role, authority, and authenticity, dependency, and longevity of the case. This chapter provides a detailed overview of the challenges being faced by researchers throughout the application of case study research and has presented a section comprising a solution to these challenges in practical terms.