As grasslands have become the most threatened ecosystem in North America, so too have many migratory obligate grassland birds. Chestnut-collared Longspurs (Calcarius ornatus) are a great example, as they have experienced an 89% population decline during the last 5 decades. We captured and tracked individuals during the winters of 2018–2019 and 2019–2020 and calculated their home ranges as both minimum convex polygons (MCP) and fixed kernel density estimates (KDE). Across the 2 winters, we captured and banded 116 longspurs (∼75% males), fitting 90 of them with VHF radio-transmitters. The winter (5 Dec–8 Mar) mean home ranges defined by MCP were 128.8 ha, while the 95% KDE indicated a mean of 29.87 ha. Wintering longspurs used larger areas and displayed higher nomadism than reported for other grassland bird species. Therefore, management for the species scales up beyond the relatively small areas that longspurs aggregate into flocks within and will require landscape-level coordination to maintain habitat adequate for effective winter population.