Songbirds that occur across the diverse types of North American rangelands constitute many families within the Order Passeriformes, and hundreds of species. Most are declining, and many are considered potential indicator species for rangeland ecosystems. We synthesized information on the natural and life history, habitat requirements, conservation status, and responses to management of songbirds associated with North American grasslands and sagebrush steppe, two of the most geographically extensive types of rangelands. We provide a more targeted examination of the habitat associations and management considerations for two focal species, the grassland-obligate grasshopper sparrow (Ammodramus savannarum) and sagebrush-obligate Brewer’s sparrow (Spizella breweri). Grassland- and sagebrush-obligate species rely on expansive stands of grasslands and sagebrush, respectively, and we discuss how key ecological processes and rangeland management approaches—grazing, fire, and mechanical treatments—influence rangeland songbirds. Rangeland management practices can affect breeding songbirds considerably, primarily through the resultant structure and composition of vegetation, which influences the availability of preferred nesting substrates, refugia from predators, and foraging success. Optimal management strategies to limit negative consequences to rangeland songbirds will depend on the target species and local topoedaphic and climatic conditions. The maintenance of large, contiguous patches of native habitats and restoration of previously degraded areas will help facilitate the population persistence of rangeland-associated songbirds. Maintaining structural heterogeneity of habitats within landscapes, moreover, can facilitate local species diversity. Information pertaining to periods outside of the nesting stage is severely lacking for most species, which is concerning because effective management necessitates understanding of threats and limiting factors across the full annual life cycle. Moreover, information on disease effects and prevalence, the effects of a changing climate, and how both may interact with management strategies, also comprise key gaps in knowledge.