A clothing store is a bustling hub where personal taste and style intersect. They offer a diverse range of apparel to suit a variety of tastes and inclinations. Others dress in timeless pieces from the past, while others wear sophisticated apparel that reflects the latest trends. Large stores gather a diverse range of brands that appeal to a variety of tastes in one location. New designers with unique apparel frequently start trends at smaller shops. These stores, whether in little towns or big cities, provide more than just apparel. When shopping allows people to express themselves and be creative with their style, it becomes a journey of self-expression and fashion exploration.

We worked hard to identify the greatest clothing retailers in Chicago. Our selection includes a variety of stores, ranging from upscale downtown establishments to trendy boutiques in surrounding neighborhoods. Each boutique has its own unique fashion sense. Whether you prefer high-end brands or classic styles, our list includes plenty of options all throughout the city. We aim to make it easier for you to find amazing locations to purchase while focusing on quality and variety. Our directory makes it easy to find these stores, allowing you to browse and discover fashion destinations that showcase cool and unusual trends.

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1 Una Mae’s

Una Mae’s
Discover Una Mae’s, a celebrated fashion haven nestled in the heart of Chicago. Offering a diverse selection, Una Mae’s caters to various tastes with its thoughtfully curated blend of timeless designs and contemporary trends. Situated in a vibrant neighborhood, the store promises a unique shopping experience, blending classic pieces with avant-garde finds. Whether seeking independent treasures or renowned designer brands, each item at Una Mae’s embodies a distinctive fusion of authenticity and individuality. With a keen eye for quality and style, Una Mae’s is a paradise for fashion enthusiasts, providing a platform for self-expression through clothing that captures the essence of authentic, original, and quintessential Chicago fashion.

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Operation Hours

Monday Closed
Tuesday 12–6 PM
Wednesday 12–6 PM
Thursday 12–7 PM
Friday 12–7 PM
Saturday 12–7 PM
Sunday 12–6 PM
Review on Google: “This is my favorite clothing store I have ever shopped at. Yes, really. The owner has done an amazing job curating this shop for men and women. I don’t know how to describe it other than this store has everything you want that you never knew you needed. Very trendy yet classic, and great quality. You are going to spend some money here, BUT everything is worth the price because all the items in the store are so high quality. There is also a vintage clothing store in the basement with some cool pieces!”- Kirsten Korolenko

2 Rag & bone

Rag & bone
Discover the essence of urban sophistication at rag & bone, a must-visit fashion hotspot in the heart of New York City, seamlessly marrying modern and classic designs. This iconic brand captures the vibrant spirit of the city, harmonizing contemporary American flair with British heritage. Located in sought-after spots like SoHo, their stores offer a blend of creatively crafted clothing and accessories. From chic outerwear to meticulously tailored jeans, each piece emanates authenticity and skilled craftsmanship. Rag & bone’s philosophy revolves around creating versatile, effortlessly stylish items for those seeking an urban edge. With its fusion of traditional aesthetics and modern elements, rag & bone remains a shining example of design and craftsmanship in the ever-evolving fashion landscape.

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Operation Hours

Monday 11 am–7 pm
Tuesday 11 am–7 pm
Wednesday 11 am–7 pm
Thursday 11 am–7 pm
Friday 11 am–7 pm
Saturday 11 am–7 pm
Sunday 11 am–7 pm
Review on Google: “Thank you Victoria for helping me with an exchange that was otherwise listed as a final sale online and over the phone! She was so sweet and she even measured them to make sure they were the same waist size and wrapped them up”- Anthony Zhou

3 Jugrnaut

Jugrnaut
Jugrnaut, a distinctive fashion enclave in Chicago, stands as a cultural hub that seamlessly intertwines style and individual expression. Nestled in a vibrant neighborhood, this iconic store is a beacon for streetwear enthusiasts, showcasing an eclectic fusion of contemporary designs and urban aesthetics. Known for its limited-edition releases and exclusive collaborations, Jugrnaut curates a collection that resonates with authenticity and creativity. From apparel to accessories, each item reflects the brand’s commitment to urban culture and artistic flair. With its finger on the pulse of street fashion, Jugrnaut remains a dynamic third-party resource, providing a haven for fashion-forward individuals to explore and embrace the spirit of Chicago’s streetwear scene.

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Operation Hours

Monday 11 am–7 pm
Tuesday 11 am–7 pm
Wednesday 11 am–7 pm
Thursday 11 am–7 pm
Friday 11 am–7 pm
Saturday 11 am–8 pm
Sunday 1 pm–6 pm
Review on Google: “My favorite clothing shop! Jugrnaut pieces are always top tier quality. I definitely recommend the hoodies & sweatpants especially, perfect fit & so comfortable. The store has a really nice vibe, always a good place to come visit. The employees are super friendly & helpful. If you are in Chicago you gotta stop by this shop!”- Jake Rench

4 Free People

Free People
Embark on a bohemian-inspired journey with Free People, a captivating fashion sanctuary that transcends the ordinary. Nestled in the fashion landscape, Free People stands as a beacon of free-spirited style, embracing creativity and individuality. From ethereal dresses to eclectic accessories, their curated collections are a celebration of self-expression and whimsical allure. With a commitment to quality and a touch of rebellion, Free People captures the essence of carefree elegance. Whether exploring their brick-and-mortar locations or engaging in the online experience, patrons are invited into a world where fashion becomes a canvas for personal stories, and Free People remains a trailblazer in the realm of eclectic, trend-setting attire.

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Payment Options

Operation Hours

Monday 11 am–7 pm
Tuesday 11 am–7 pm
Wednesday 11 am–7 pm
Thursday 11 am–7 pm
Friday 11 am–8 pm
Saturday 11 am–8 pm
Sunday 12–6 pm
Review on Google: “Free People store is hidden on a 3 rd floor of Water Tower Place. Mainly clothing but also shoes, jewelry and accessories. Little pricy but… if you’re looking for something “different” and not your typical department store items then definitely that place is worth checking out. Also love the atmosphere of the store and friendly staff.”- Anni K

5 SPACE 519

SPACE 519
Discover an elite couture paradise at SPACE 519 in Chicago. This store exemplifies stylish style and curated elegance, featuring a carefully chosen selection of high-end designer labels and one-of-a-kind finds. Nestled in the city’s core, it’s a fashion destination that combines elegance with a modern edge. From elegant classics to cutting-edge trends, SPACE 519 caters to a wide range of tastes, ensuring a tailored shopping experience. Whether you’re looking for avant-garde pieces or timeless mainstays, this boutique prioritizes quality, diversity, and immaculate style. With a keen eye for fashion, SPACE 519 promises a pleasant journey of sartorial exploration, guiding customers to fashion discoveries that redefine sophistication and originality.

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Operation Hours

Monday Closed
Tuesday 9 AM–6 PM
Wednesday 9 AM–6 PM
Thursday 9 AM–6 PM
Friday 9 AM–6 PM
Saturday 9 AM–6 PM
Sunday 10 AM–4 PM
Review on facebook: “This place is a hidden gem! What a concept the owners have created with their delicious menu and kitschy boutique in one. We were recommended to Space 519 by the hotel concierge and were amazed by it all!!! Don’t miss the opportunity to grab a bite and browse the collections of unique clothing, accessories, beauty products, home accents, etc. You will not be disappointed! Strike up a conversation with the owners, they’re both fabulous!”- Rhonda Kushlin Covit

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