Los Angeles has Rodeo Drive, New York has 5th Avenue… and Chicago has Oak Street.
As our city’s premier luxury shopping district, Oak Street is located in the Gold Coast neighborhood and home to numerous luxury fashion brands and establishments. While the actual street is a relatively short, “Oak Street” also designates the surrounding area including Rush Street and Walton Street. Here you’ll find such spots as Agent Provocateur, Giorgio Armani, Christian Louboutin, Dior, Harry Winston, Hermès, Saint Laurent, Tom Ford, Versace and more.
Here are 10+ things to do along Oak Street…
Begin your morning at Petit Margeaux, a newly-opened French cafe at the lobby level of Waldorf Astoria. Indulge in a pastry or croissant, with coffee, of course. (Petit Margeaux, 11 E. Walton Place)
Get your fitness on at Athleta. Check out events and classes at the Oak Street location, as well as a well-stocked collection of activewear and athleisure for sale. (Athleta, 101 E. Oak Street)
Blow by Blow
Refresh at Blow by Blow, a hip salon destination along Oak Street. Pamper your tresses with a blowout or even a color touch-up. (Blow by Blow, 67 E. Oak Street)
Head to Barneys, where the department store flagship in Chicago is located at 15 E. Oak. Shop a variety of designer goods, from men’s and women’s fashion, accessories, beauty and home. (Barneys, 15 E. Oak Street)
Stop for lunch at Cafe Spiaggia, a local favorite offering Italian fare by a master chef team. The marble-clad interior is stylish and sophisticated, just as you’d expect from the Gold Coast district. (Cafe Spiaggia, 980 N. Michigan Avenue)
Oak Street Beach
Catch a breath of fresh air and stroll along Oak Street Beach, one of Chicago’s best beaches. It’s an iconic gathering spot, framed by Lake Michigan and the skyscrapers of downtown Chicago. (Oak Street Beach)
Fig & Olive
Visit Fig & Olive for happy hour, where you’ll find specialty cocktails, shared plates, crostinis and wine specials from 4-7:00p weekdays. Take a seat at the bar, lounge or reserve a table on the outdoor terrace. (Fig & Olive, 104 E. Oak Street)
Step inside Razny Jewelers to browse a collection of luxury jewelry and watches. Ladies, try on diamonds, and gentlemen: there’s Rolex for you. (Razny Jewelers, 109 E. Oak Street)
Dine at Del Frisco’s, one of Chicago’s best steakhouses. Beyond steak, Del Frisco’s offers seafood and traditional fare — occupying three floors of the historic Esquire Theater on Oak Street. (Del Frisco’s, 58 E. Oak Street)
Rest at Waldorf Astoria, located steps from the heart of Oak Street. The luxury hotel offers a variety of rooms and suites, a signature spa, and fine dining. (Waldorf Astoria Chicago, 11 E. Walton Place)
How would you spend a day on Oak Street?