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 something one-of-a-kind.


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.

Hyde Park

Photo courtesy 57th Street Books

The heart of Hyde Park is one of the most charming areas of Chicago. Framed by the gorgeous University of Chicago Campus, the tight knit community is brimming with locally owned shops, restaurants, and bookstores.

57th Street Books boasts a diverse collection of academic works, general interest titles, and a lineup of community events and readings by visiting authors. Beloved since 1976, Toys Et Cetera stocks an impressive collection of toys and games hand-picked for safety, enrichment, and awesomeness. 

Everything at Dearborn Denim is cut, sewn, and crafted right here in Chicago, from the built-to-last jeans to the ultra-comfy sweatshirts. Their gorgeous leathers belts, each stamped with a Chicago star, will appeal to everyone from utilitarians to style mavens. And The Silver Room is a beloved spot for locally and internationally sourced jewelry, accessories, clothing, artwork, and more.

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.

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. Nearby, All She Wrote is a cute stationary shop with thoughtful gifts and cards for every occasion.

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 Northalsted (also known as 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. And 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.

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.

Wander labyrinth aisles of used volumes at Myopic Books. Shop locally inspired gifts, games, and tops at Transit Tees, and hunt for cool vinyl at Reckless Records and Shuga Records.

Shop everything from unusual jewelry, fragrant flowers, taxidermy, and specialty scents at Asrai Garden. Pick up vintage couture at The Vintage Underground, then head to Penelope’s, and Una Mae’s for trendy new threads.