Drinks Alfresco
A simple shirtdress gets a helping hand from fun accessories. Keep your hat and shoes in sweet shades of neutral and blush, but don't be afraid of a bold, fun bag. Perfect for warm weather, this look begs to be donned on a Chicago patio in good company.

MINKPINK Innocence Lost Dress, $90, available at Shopbop; Forever 21 Braided Trim Straw Hat, $12.80, available at Forever 21; Ecote Retro Tide Clutch, $42, available at Urban Outfitters; Bauble Bar Gold Plume Cuff, $38, available at Bauble Bar; J.Crew Sydney Patent Sandals, $228, available at J.Crew.