6 Chicago Style Instagram Accounts You Need to Follow


Ali Stone @alialistone

Fave Chicago Shop: Alice and Wonder (Lincoln Park)

Ali’s Instagram helps you plan the perfect travel wardrobe, put together a great ensemble for a night out in Chicago, and find fitness and skin care inspiration.


Jaye Gipson-Trimble @curvatude

Fave Chicago Shop: Macy’s (Michigan Ave. & State St.)

Curvatude is a cornucopia of things that she loves (and doesn’t) but especially it is a love letter to women to love your body as she is and to live life to the fullest.


Helen Berkun @helen_berkun

Fave Chicago Shops: Akira (multiple locations) and ByFashionholic.com

A sought-after host for fashion events in Chicago, Helen has gathered the city’s most well-heeled with luxe brands like Neiman Marcus, Cusp, Kate Spade, Thompson Hotel and more.


Kyle Hocking @kylehocking

Fave Chicago Shops: Una Mae’s (Wicker Park) and Stock Mfg. Co. (West Loop)

Kyle Hocking is a Chicago-based style and travel writer focused on men’s street style and the best new travel destinations around the globe.


Jennifer Lake @JenniferLake

Jennifer Lake’s Instagram account has been named one of Chicago’s most influential, and features a well-curated mix of colorful fashion and travel content with outfits styled in the most beautiful settings.


Rosie Clayton @rclayton

Fave Chicago Shops: Penelope’s and P.45

Rosie’s Instagram features style, design, and travel photography and highlights murals and vibrant spaces to compliment looks that are classic, playful, and almost always colorful.