It’s a long Monday of travel from Chicago to Orlando, and the city mom is keeping it effortlessly cool in black linen cropped wide-leg pants and a black square-neck cropped top, her favorite sneakers cushioning every step, gold hoops glinting in airport lights, and her herringbone necklace layered with her graduated rope necklace, bracelets stacked high as ever. Between tag-teaming with three other adults to corral her toddler, who’s mostly charming and surprisingly cooperative, they somehow make it through Ubers, security, and flights, landing exhausted but buzzing with excitement, ready to swap skyscrapers for sunshine—even if she’s already dreaming of a quiet cocktail before bedtime. LTKTravel LTKFamily LTKStyleTip