Chicago’s eclectic array of neighborhood boutiques are packed with cool finds waiting to be uncovered. You can hunt for vintage treasures, locally made goods, unique finds, and so much more.

From chic shops in charming Lincoln Park to funky finds in bohemian Wicker Park and Bucktown, you’re sure to find a little of our home to take back to yours.

Lincoln Park

Lincoln Park is a perfect place to spend a day of shopping, where the charming streets are lined with boutiques and pretty Victorian row houses. The area around Armitage Avenue and Halsted Street is home to some of the city’s most popular shops, selling everything from designer shoes to one-of-a-kind art and gifts.

Start your shopping spree by picking out the perfect purple box of truffles at Vosges Haut-Chocolat. These luxe chocolates are made with exotic ingredients like rose petals to coconut ash.

Find Pinterest-worthy home decor at Art Effects, a welcoming shop with a fun and affordable selection. Make sure to check out the back room, where you’ll find women’s clothes, accessories, and jewelry.

A stop at Laudi Vidni is also a must during a day of boutique-hopping in Lincoln Park. The name of the shop (“individual” spelled backward) hints at what you’ll find inside — custom leather bags and accessories handcrafted for you and shipped in just two weeks.


Leigh Gallery

Lakeview encompasses a bunch of smaller areas — East Lakeview, the Southport Corridor, Wrigleyville, and Boystown, Chicago’s LGBTQ+ mecca — which means you’ll find an eclectic mix of local shops.

Head to charming Southport Avenue for popular chains mixed in with trendy boutiques. And along bustling Belmont Avenue, Lincoln Avenue, Clark Street, Halsted Street, and Broadway Street, you can hunt for retro finds, designer clothes, gourmet groceries, and even leather biker gear.

A couple of stops not to miss along the way: Locally roasted coffee and Chicago-made bikes at hip Heritage Bicycles, and candles handmade on site at Waxman Candles with fragrances inspired by Chicago’s neighborhoods.

If you’re on the hunt for Chicago Cubs gear or souvenirs, you’ll find lots of stores and stalls all around Wrigley Field, particularly on game day.

Music lovers can pay a visit to The Chicago Music Exchange, with its museum-like showroom showcasing one of the world’s premier vintage guitar collections. And at The Leigh Gallery, you’ll find original fine art by 80-plus artists, mostly LGBTQ+ locals.

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Wicker Park/Bucktown

Shopping in Chicago

Love all things fun and funky? Then you’re going to love shopping in Wicker Park and Bucktown.

The bustling “six corners” area (the intersection of Milwaukee, Damen, and North Avenues) is dotted with trend-making boutiques and hip vintage shops.

Find a labyrinth of used books and first-edition volumes at Myopic Books. Shop everything from unusual jewelry, fragrant flowers, taxidermy, and specialty scents at Asrai Garden. Hunt for cool vinyl at Reckless Records. Pick up vintage couture at The Vintage Underground and Honey B., then head to Penelope’s, Moon Voyage, and Una Mae’s for trendy new threads.

Shopping for art? The Flatiron Arts Building at the six corners features floor upon floor of artist live/work spaces. Visit them for free on First Fridays, when you can enjoy a drink, check out original art, and chat with the locals.


Women and Children First

Andersonville is an ultra-welcoming neighborhood known for embracing locally owned businesses. That means you’ll find plenty of unique shops where you can stock up on only-in-Chicago items.

Clark Street is your all-in-one stop for a day of shopping in Andersonville. Support women authors at Women and Children First, where there’s a feminist and children focus. Wander Andersonville Galleria for everything from fine art and jewelry to gourmet foods and clothing — all made by local artisans. Go vintage shopping among the curated collections at antique shops like Scout and Brimfield. And if you’re hunting for a stuffed armadillo, you’re likely to find it at Wooly Mammoth, a cabinet of curiosities filled with taxidermy and natural history finds.

Gold Coast

luxury-shopping-goldcoast at Waldorf Astoria Chicago
Waldorf Astoria Chicago

It’s all about luxury in the Gold Coast. In particular, the neighborhood’s Oak Street district is known as a haven for couture and high-end shopping. It’s also one of the city’s prettiest streets, and just a few blocks off The Magnificent Mile.

Find fashion showstoppers at designer showrooms for Giorgio Armani, Prada, Chanel, Dolce & Gabbana, Escada, Christian Dior, and Versace. There’s also a Yves Saint Laurent inside the nearby Waldorf Astoria Chicago.

Sitting between these big-name fashion houses are one-of-a-kind boutiques like Midwestern-based leather goods specialist Shinola Detroit, high-end clothing at VMR, and custom couture hats at Loreta Corsetti Millinery (by appointment only).