Technological progress is directing the whole world towards a new way of interacting with information and creating value. From this, the industry (both of products and services) needs to keep up with the times and renew itself. There is talk of Industry 4.0, where the digitalization of information through innovative technologies is the key factor for the revolution. In this context, a methodology supporting SMEs in the design and assessment of their I4.0 project portfolio is defined. The methodology adopts a decision making tool exploiting the AHP technique that supports the sorting of the identified projects and the identification of a customized I4.0 roadmap.