Explore Oak Street’s World Class Shopping District in the Gold Coast

We don’t call it the Gold Coast for nothing. The Gold Coast neighborhood gets its name in part from the Chicagoans who built luxurious residences here during the turn of the century. This legacy carries on not only for the historic brownstones that remain but also for the bevy of distinguished fashion designers with outposts in the Gold Coast.

Just steps from Michigan Avenue is Oak Street, which provides a stunning urban nook to happily stroll through all our designer dreams, including luxury boutiques and curated showrooms. Think Hermes but with tree-lined streets; consider it a more intimate, upscale alternative to Michigan Avenue.

Shopping on Oak Street

The most expensive shopping block in Chicago, it’s pretty much just that – one block – but packs a punch with Chanel, Christian Louboutin, Dolce & Gabbana, Prada, and more. Additionally, you’ll be treated to a handful of high-end jewelers – Harry Winston, Graff, and Buccellati, oh my.

Additionally, the area is a haven for spas, offering a wide variety of indulgent self-care services. Enjoy a massage or facial at the Four Seasons or a Seaweed body wrap at the Waldorf Astoria. Don’t mind if we do!

Turn the corner onto Rush Street to indulge in the likes of Dior and Versace, then strut on over to the Waldorf Astoria on Walton to find Yves Saint Lauren tucked away inside.

Sweet Treats and Coffee near Oak Street

To top off the day, grab a Sprinkles cupcake from their ATM and a coffee from La Colombe to refuel.

Find Oak Street Shops in Chicago’s Gold Coast Neighborhood, 30 – 121 E Oak Street.