The rapid development of technology has increased the desire of all to be on the Internet. The discovery that objects born of the Internet communicate with each other without external factors revealed, with the fourth industrial revolution, the concept of the Internet of Things (IoT). The communication of objects with each other means minimum labor and minimum cost for enterprises. Enterprises that want to transition to the Internet of Things face many difficulties. Identifying and correcting these difficulties can lead to both lost time and high cost. In this study, we investigated the difficulties encountered in the Internet of Things. As a result of the study, the degree of importance of the factors causing these difficulties was determined by multi-criteria decision-making methods and was presented to the enterprises. The main criteria, and the sub-criteria related to these main criteria, were determined. The main purpose of the enterprises transitioning to Industry 4.0 is the communication of things with each other. In this study, we aimed to determine which criteria caused difficulties in the transition to Industry 4.0. Then, the degree of importance of the criteria was determined using the analytic hierarchy process (AHP) and analytic network process (ANP) methods, in the multi-criteria decision-making. Through the study, we determined which criteria should be taken into consideration by the enterprises that want to transition to the Internet of Things. In this way, enterprises will be able to accelerate that transition by minimizing time and monetary loss.