Nowadays, enterprises are required to take the uncertainty of the environment as decisive factor of success. For this reason, Enterprises should be prepared up-stream to react dynamically to the turbulent context. Considering that enterprise architecture is a tool drawing a blueprint that gives a holistic view of the enterprise, this blueprint should be able to represent this awareness to context and implements the techniques and mechanisms to react in a dynamic manner depending on the triggers of change. In this paper, the proposed model stipulates a “context-awareness” that monitors the internal and external context, and then adapt its reaction in alignment with the prefixed goals. The operationalization of our conception is realized through the monitor-analyze-plan-execute-knowledge (MAPE-K) loop, the case-based reasoning and machine learning techniques organized and orchestrated through a global algorithm of 6 main functions to monitor, compare, analyze, plan, execute and enrich the knowledge base. The results are verified in the light of a case study that demonstrates the applicability of our proposed model.