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New Yorkers 1st Choice
Top picks in Chicago

Cool boutiques

You want to shop at boutiques that actually have a distinct point of view.

Based on 469 Opinions
+466
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Updated May 2026
01
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Clothing store

Small, charming thrift shop filled with unique pieces and a beautifully curated selection. The atmosphere feels uplifting and welcoming, with queer-friendly vibes and a fun energy that makes people feel at home.

Offers a wide range of vintage clothing with a perfect mix of eccentric styles. Features many unusual and fashionable items that appeal to diverse tastes.

Clothing features cool pieces with a distinct style. Staff like Prince help put together cool outfits that stand out.

People are saying

"Prince was so helpful finding Women's Clothing and made me feel welcome."

"The staff here are super friendly and genuinely helpful."

"The owner's style suggestions were so helpful and flattering."

Good to know

1

The store features a carefully curated selection of unique clothing and accessories.

2

Prices are affordable, making it a great spot for budget-friendly shopping.

3

The boutique is Black and queer-owned, promoting inclusivity and diversity.

02
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Boutique space offers beautiful, cozy design with a warm, welcoming vibe. Activities include personalized crafts like jewelry and perfume making, creating a fun, unique experience for dates or special occasions.

Lovely Intentions stands out with its beautiful and unique boutique design. Other boutiques here feel cute but less explored.

Learning how scents work together and what goes into making fragrances creates a fun and cool experience. The shop itself feels very cool.

People are saying

"I loved creating my own perfume during this fun activity."

"I loved making my own perfume at this boutique; they were so patient."

"I found the experience to be very fun and cool."

Good to know

1

Reservations are recommended for the perfume workshop to ensure a spot.

2

The perfume making workshop lasts about two hours and is suitable for groups.

3

The cost for the perfume workshop is around $15 to $20 per person.

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Coffee shop

Boutique cafe combines upscale shop, comfy lounge, and coffee house with boho vibe. Atmosphere feels cozy, calm, and elegant with plenty of seating and workspace. Unique gifts and vintage thrift items add to the experience.

A boutique section sits inside a coffee shop with cute decor and wifi. Items lean toward the pricey side in the gift shop area.

People are saying

"It's a cute cafe with a shop selling unique handmade gifts."

"The space here is gorgeous, chic, and super aesthetic."

"The boutiques here are super cute with lovely decor."

Good to know

1

Expect to pay around $9 for a latte, which is on the higher side.

2

Street parking is plentiful around the coffee shop.

3

Restrooms are accessible for customers.

04
The Robey image 1

Hotel offers an industrial chic vibe with luxurious, soulful ambiance and phenomenal rooftop views. Multiple bars and a cafรฉ create a lively, celebratory atmosphere. Location near transit and neighborhood shops adds convenience and local flavor.

Converted from an old office building, this boutique hotel offers a unique vibe with its rooftop pool, bar, and cocktail lounge. The mix of a 90s bar and game area adds to its distinct boutique atmosphere.

A rooftop bar offers unique views of downtown Chicago. The hotel features a cool Art Deco style. The nearby neighborhood by the Blue Line adds to the vibe.

People are saying

"The hotel staff were so helpful and friendly."

"This boutique hotel's quirky rooms have a cool 1950s vibe."

"The staff here is so friendly and helpful."

Good to know

1

The Cabana Club is open to the public from 4-6 PM for happy hour.

2

Happy hour features discounted drinks and appetizers at The Robey.

3

Story hour at the Clever Coyote takes place every Sunday.

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One Strange Bird image 1

Gift shop offers an eclectic selection of unique gifts, handmade jewelry, and local artist works. Atmosphere feels cute and thoughtfully curated, with creative classes and a welcoming vibe. Space serves as a community hub for kids' parties and craft gatherings.

Offers a cute boutique vibe with a wide range of amazing gifts for various occasions. Some items may have durability issues shortly after purchase.

Lots of cool classes happen here. The store offers creative gifts and unique jewelry.

People are saying

"I found the jewelry here to be so unique and cute."

"I found so many cool and creative gifts and jewelry here."

"I found my new best friend at these boutiques!"

Good to know

1

The shop offers themed parties and can host various events.

2

Children's classes are available, making it a great spot for kids.

3

Jewelry making events are hosted regularly and are very engaging.

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Chicago, Illinois

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