This essay discusses approaches to and strategies for teaching the “Multicultural Middle Ages” at undergraduate level based on a lecture course that we co-taught online in Fall 2020. We outline a few of our lectures (on “Modern Appropriations of the Crusades: Politics, Myths, and Reality”; “Trade, Commerce, and Cultural Exchange”; and “Multicultural Song”) before presenting some ideas for teaching comparatively across cultures. By way of conclusion, we showcase a selection of our students’ “blog post” responses to the course.