Personal ornaments play an important role in our understanding of human cultural and behavioral change during the Upper Paleolithic, providing insights into intangible aspects of human cultural behavior. Some ornament forms are better studied than others, and fox tooth ornaments, despite their frequent occurrence and broad spatiotemporal span, are relatively under-addressed. Here we present the first comprehensive study of 40 perforated fox teeth recovered from four cave sites in southwestern Germany. This region’s rich record of symbolic representations, as well as evidence of long-standing human–fox relationships, make the Swabian Jura an ideal case study for investigations of fox tooth ornaments. By applying a holistic approach, including geometric morphometrics and traceology coupled with experimental archaeology, we show that fox teeth were mostly perforated by bifacial scraping and grooving and were worn as ornaments. We discuss the role of foxes within human socio-symbolic and paleoenvironmental systems during the Upper Paleolithic of the Swabian Jura, and we contextualize our results within the broader context of sites across Europe during the Upper Paleolithic. The data we provide are in line with general trends observed across the continent and offer insight into the role of foxes during the Upper Paleolithic, especially regarding human subsistence, cultural expression, and ornament production.