This book constitutes the refereed proceedings of the 5th International Conference on Intelligent Tutoring Systems, ITS 2000, held in Montreal, Canada, in June 2000. The 61 revised papers presented were carefully reviewed and selected from 110 submissions; also included are 6 invited presentations, 17 posters, and 7 workshop descriptions. The papers are organized in topical sections on agent-based tutoring systems, architectures for ITS, authoring systems, cognitive approaches, cooperative systems, distributed learning environments, evaluation of instructional systems, intelligent distance learning, intelligent multimedia and hypermedia systems, instructional design, learning environments, student modeling, teaching and learning strategies, and Web-based training systems.