This report provides important perspective on the distinctive and changing features of Milwaukee's K-12 education landscape. The authors conducted two comparative analyses of Milwaukee schools. The first, a trend analysis, traces how Milwaukee schools have changed in the past decade. The second, a peer analysis, shows how Milwaukee schools compare to schools in 10 peer cities throughout the United States. Rather than breaking down the data into separate categories for public, private, and charter schools, the report strives, when possible, to present the data in a format that provides an overview of all Milwaukee schools. Without this perspective, overall progress at times can be difficult to track for various educational measures. While state and federal databases have less information about private schools than they do about public schools, the data are rich enough to present a citywide schooling perspective in a number of instances. It is also important to note that the report's focus is on the characteristics of schools located in the City of Milwaukee, as opposed to the characteristics of school-age children who live in the city, nearly 10,000 of whom are educated in neighboring jurisdictions. Much of the material in the report comes from databases maintained by the Wisconsin Department of Public Instruction (DPI) as well as federal sources from the National Center for Education Statistics (NCES) and the Census Bureau. The "peers" are drawn from a 2012 Public Policy Forum report on the finances of the Milwaukee Public Schools (MPS), "Passing the Test, But Making the Grade?", and have been used by MPS for management analyses. For analytical purposes, the authors extracted data via the NCES search tools to create a comprehensive file on all public, private, and charter schools within each peer district. The information on student test scores comes from the NCES database for the National Assessment of Educational Progress. This data-driven report offers a bottoms-up approach exploring trend and peer data to identify distinctive traits and patterns. Other information is called upon, when needed, to provide context and explanation.