This book constitutes the refereed post proceedings of the XIXth International Conference of the Italian Association for Artificial Intelligence, AIxIA 2020, held in Milano, Italy, in November 2020. Due to the COVID-19 pandemic, the conference was "rebooted"/ re-organized w.r.t. the original format. The 27 full papers were carefully reviewed and selected from 89 submissions. The society aims at increasing the public awareness of Artificial Intelligence, encouraging the teaching and promoting research in the field.