One-to-one computing models, in which every student in a classroom is provided access to a digital device for instruction, have gained traction and popularity as an instructional model across United States classrooms and around the globe. This paper explores and evaluates these 1:1 computing models in K-12 learning environments through the lens of the educational philosopher John Dewey. Using some of John Dewey's most salient beliefs and theories on education and pedagogy, the paper provides a framework that analyzes and evaluates typical implementation practices of this instructional model in K-12 classrooms and schools. The paper also serves as a guideline to provide suggestions to any educators interested in or currently employing ubiquitous computing in their schools. Recommendations for 1:1 computing models with pedagogical implications that are aligned with Dewey's philosophies are offered.