Clockwise from top: Miansai stainless steel watch with oil-tanned leather band, $328, Barneys New York, 15 E. Oak St. Stainless steel watch with cork-lined leather strap, $995, xetum.com. Uniform Wares rose-gold-plated watch with leather strap, $900, Luminaire, 301 W. Superior St. Shinola stainless steel watch with leather strap, $600, Haberdash, 607 N. State St.
Photo: Erika Dufour