Nubuck and calf leather stacked-heeled booties, Nappa leather combat boots, cow and sheep leather combat boots, and leather hiking boots
Photo: Ryan Segedi

1. Nubuck and calf leather stacked-heeled booties, $458, Tory Burch, 45 E. Oak St.

2. Nappa leather combat boots, $695, Stuart Weitzman, 520 N. Michigan Ave.

3. Cow and sheep leather combat boots, $595, Rag & Bone, 25 E. Delaware Pl.

4. Leather hiking boots, $495, Sandro, 102 E. Oak St.

5. Leather hiking boots, $1,695, Giorgio Armani, 25 E. Oak St.