From top: Louis Vuitton Pégase Légère 55 carry-on in Damier Graphite coated canvas with leather detail, $3,800 (louisvuitton.com); Loewe briefcase, $2,190 (loewe.com); Mark Cross Grace leather trunk, $8,250 (at matchesfashion.com); Goyard Palace 55 trunk in black Goyardine canvas with leather detail, $9,900 (212.813.0005).