1 Gucci stainless-steel and diamond G Chrono watch ($4,095) at Gucci, 900 North Michigan Avenue.
2 Panerai Ferrari-engineered special-edition cronografo pink-gold watch with black calf strap and personalized pink-gold buckle ($53,500) at C. D. Peacock, 520 North Michigan Avenue.
3 Tiffany & Company Atlas watch in yellow gold with black leather strap ($27,500) at Tiffany & Com-pany, 730 North Michigan Avenue.
4 Harry Winston Premiere Chronograph Retrograde white-gold watch with anthracite dial and leather strap ($31,200) at Harry Winston, 55 East Oak Street.
Photography: Alex Cao