This volume constitutes the refereed proceedings of the Second International Conference on Adaptive Instructional Systems, AIS 2020, which was due to be held in July 2020 as part of HCI International 2020 in Copenhagen, Denmark. The conference was held virtually due to the COVID-19 pandemic. A total of 1439 papers and 238 posters have been accepted for publication in the HCII 2020 proceedings from a total of 6326 submissions. The 41 papers presented in this volume were organized in topical sections as follows: designing and developing adaptive instructional systems; learner modelling and methods of adaptation; evaluating the effectiveness of adaptive instructional systems. Chapter "Exploring Video Engagement in an Intelligent Tutoring System" is available open access under a Creative Commons Attribution 4.0 International License via link.springer.com. Chapters "An Ambient and Pervasive Personalized Learning Ecosystem: "Smart Learning" in the Age of the Internet of Things" and "Exploring Video Engagement in an Intelligent Tutoring System" are available open access under a Creative Commons Attribution 4.0 International License via link.springer.com.