A new and unique hybrid cultivar of Phlox plant named ‘Uptown Girl’ of medium-height, multi-stemmed, upright, compact habit. Foliage is thick with good powdery mildew resistance on stiff stems. Flowers are light pink flowers with dark pink star-shaped center eye produced on large heads of branched peduncles and nearly cover the top of the plant beginning mid-July and continuing and reblooming for about six weeks through late summer. ‘Uptown Girl’ is especially suitable as a potted plant, for the garden, for attracting hummingbirds and butterflies, and for cut flower arrangements.