Where to Go to Find a Pinterest-Worthy OOTD


Confidence may be the best accessory, but let’s face it — a wide-leg jumpsuit paired with strappy stilettos never hurt nobody. (Never mind the blisters.)

For all things fashion, Chicago delivers. So grab your Instagram boyfriend, or a bestie with an eye for your best angles, and strike a pose. Hit these glam-packed hot spots for a Pinterest-worthy OOTD.


Walk the Magnificent Mile and keep your credit card handy. When it comes to high-end designs from brands like Chanel, Dolce & Gabbana, Jimmy Choo and Bulgari, the gang’s all here.

That being said, you can still look like a million bucks without having to spend it. At the corner of Huron and Michigan Ave sits Zara, a Spanish chain that is always on-trend. From power workwear to cocktail chic, here’s where you’ll find a look for every board.

The Shops at North Bridge

On the 500-block of N Michigan Ave., The Shops at North Bridge are all about variety. Find staple pieces at their 4-story Nordstrom’s, cheap and trendy favorites at Forever 21, and everything in between across stores like Lucky Brand, Charming Charlie, and M.A.C. Cosmetics.

After hours spent in dressing rooms, you can then make your way down to Eataly. Their Italian market is prime for tasty treats and a glass of wine.


If edgy is what you’re after, edgy is what you’ll find. Located inside Bloomingdale’s at 900 N Michigan Ave., AllSaints is a must for basics and statement pieces alike.

Biker jackets, animal print, leather leggings, and lace-up boots with the right amount of heel — you’ll be feeling camera-ready from head-to-toe.

Moon Voyage

Ride the Blue Line to Damen and point your fashionista compass towards Moon Voyage. This Wicker Park boutique is bright, cheery, and full of beautiful clothing, accessories, and jewelry from emerging designers.

You never know what you’re going to find in their rotating collection full of eccentric patterns, vintage-inspired fabrics, and bold bling. But whatever it is, know that it’ll look good saddled up next to the Big Star bar — located kitty-corner from the store — for tacos and margs.


– Ramon Gomez, Chef Concierge, The Gwen

“Head to Embellish! This wonderful gem in the North center area actually sells gems – jewelry, clothing and accessories all made by local designers. It’s a little bit more female-focused but they have been known to carry some men’s accessories as well. After shopping, enjoy some time at Half Acre Brewery tasting room or even the Northmen – the first cider bar in Chicago.”


–  Anthony Gates, Concierge, LondonHouse Hotel

“I always recommend the Magnificent Mile and State Street shopping areas. In particular, Nordstrom’s at the Shops at North Bridge, Water Tower Place, 900 N. Michigan Shops, Marshall’s, Nordstrom Rack, H&M, and Saks Fifth Avenue, just to name a few. I also recommend the Fashion Outlet Mall in Rosemont, the Bucktown/Wicker Park area, and the Armitage/Halsted area.”  

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