The varied selection of clothing stores in Chicago is brimming with fascinating finds that you will love for sure. You can look for vintage items, locally crafted stuff, one-of-a-kind finds, and many more.
Read on to discover the 10 best clothing stores in Chicago that you will surely visit again and again.
1. Fox’s of Chicago
If you’re a woman fascinated with designer clothes, Fox’s is a must-see shop for you. This shop aims to make any woman feel and look confident and beautiful.
You can buy coordinates, separates, casual, career, and activewear, and you’ll be amazed at their fantastic prices.
They don’t only offer fantastic prices, but they also make your shopping experience unique to live up to their vision, “Catch the thrill of a great buy!”
At Fox’s, you’ll always get remarkable customer service as they take pleasure in personalized and welcoming service. They want you to think of them as your exclusive shoppers.
They have an open fitting room without curtains, but their friendly staff will always be there to assist you.
The store opens daily for business.
Service Options: In-store shopping
Price Point: $$
Location: 7 W Madison St, Chicago, IL 60602
Contact: (773) 281-0700
2. Primark
Primark is a fantastic three-story store offering clothes from tees to business suits for people of all ages.
It’s an international retailer where you can find a wide range of stylish options for men, women, and children that fits your budget and lifestyle. Simply put, they offer: “Amazing Fashion at Amazing Prices.”
Some of their products are from recycled materials, so you’ll get them at incredibly affordable prices with a pretty good level of quality.
It’s only about a 3-minute walk away from the Chicago Cultural Center.
The store opens at 10 a.m. every day.
Service Options: In-store shopping
Price Point: $
Location: 35 N State St, Chicago, IL 60602
Contact: (708) 733-7344
3. Ragstock
Ragstock is a trendy clothing chain stocking new, used, vintage, and one-of-a-kind items for men and women.
Here you can find tees, tanks, hoodies, sweatshirts, bottoms, and other items available in various colors and styles.
You can also find lots of vintage stuff, such as Baja hoodies, 80s sweaters, and Fair Isle sweaters that you’ll find it hard to limit yourself.
They also love to help you celebrate holidays with their extensive collection of festive items for Halloween, Christmas, St. Patrick’s Day, or the 4th of July. That’s why many people recognize them as a last-minute go-to spot before the party.
The employees are friendly and knowledgeable, eager to assist you in finding what you need. The rates are also reasonable.
The store is open for shopping every day from 11 a.m.
Service options: In-store shopping
Price Point: $
Location: 1459 N Milwaukee Ave, Chicago, IL 60622
Contact: (773) 252-4880
4. TWENTYFORTYEIGHT®️
TWENTYFORTYEIGHT is home to local and developing brands, acknowledging that Chicago has many outstanding creative thinkers and designers.
This store will impress you with its assortment of well-displayed curated clothing like hoodies, sweatshirts, tees, polo shirts, and dyed T-shirts.
It’s more than just a standard clothing store since it’s a place where Chicago designers share their creativity and hard work. You’ll surely fall in love with its beautiful, clean, and aesthetic setting.
The workers are also highly-esteemed for being super friendly and inviting.
TWENTYFORTYEIGHT is open for business on Wednesday, Thursday, Friday, Saturday, and Sunday.
Service options: In-store shopping and in-store pickup
Price Point: $$
Location: 2048 W Chicago Ave, Chicago, IL 60622
Contact: (312) 379-9857
5. Jugrnaut
If you’re searching for a fashion-forward shop in Chicago that stocks an array of hip-hop as well as beautiful vintage pieces, you can’t go wrong with Juggernaut!
The majority of the clothing selection is for males, but they do have a wide range of sweaters for the ladies also.
Not only does Jugrnaut carry several brands like 10 Deep, Cazal, Panels, and Stussy, but it also takes pride in its very own line of tees, sweaters, and hoodies.
Their customer service is also outstanding! They will allow you to browse and consider your options on your own. And if you have a question or want to see something in a different size, they are all over it.
If there are certain limited-edition items you are looking for, they might be able to track them down for you on special orders.
The store itself is lovely, with art practically everywhere.
Juggernaut opens from 11 a.m. to 7 p.m. on Monday through Saturday and from 1 p.m. to 6 p.m. on Sunday.
Service options: In-store shopping, curbside pickup, and delivery
Price Point: $$
Location: 427 S Dearborn St, Chicago, IL 60605
Contact: (312) 435-4635
6. Free People
Free People is a women’s fashion brand that features a bohemian-inspired collection of dresses as well as jackets, jumpsuits, skirts, intimates, and even vintage.
Over time, the shop has evolved into a more mature, modern brand. In this way, twenty-something women can appreciate the clothing line that caters to their intelligence, originality, and creativity while maintaining high quality and affordability as well.
When you step into the shop, the aesthetic is immediately evident. Customers may relax and enjoy the beautiful surroundings in a lively and cozy lounge area. Also, all fixtures are handcrafted, down to the crocheted hangers.
The store is open from 10 a.m. to 10 p.m. Monday through Saturday.
Service Options: In-store shopping and curbside pickup
Price Point: $$$
Location: 1101 W Randolph St, Chicago, IL 60607
Contact: (312) 243-8150
7. UNIQLO State Street
Uniqlo is a clothing retailer showcasing a casualwear collection for men, women, kids, and babies that reflect the company’s Japanese principles of simplicity, longevity, and quality.
Their clothing is reasonably priced.
The store is spotless, well-organized, and well-lit, with polite employees. They have a greeter at the entrance.
The basement level is a bit unique in that many stores don’t have something like it.
You can use the “My Size Assist” function on their website’s product detail page if you need assistance with sizing. You only need to provide your body measurements and fit preferences, and they will suggest a size that will suit you well.
They are open from 11 a.m. until 8 p.m. Monday through Saturday and on Sundays from 12 p.m. to 6 p.m. Shopping hours may sometimes be adjusted.
Service options: In-store shopping and in-store pickup
Price Point: $$
Location: 22 N State St, Chicago, IL 60602
8. Penelope’s
Penelope’s is a casual clothing store offering European and American brands for men, women, and children. The shop is one of the few in the city to carry APC, a French cult label.
This boutique focuses on quality construction, unique design, excellent colors, and engaging prints to provide you with accessible and comfortable everyday styles.
The store takes pride in combining a taste for classic shapes and tailoring with contemporary fits and embellishments.
It is also well-organized and clean, and the employees are kind and accommodating.
You may find that the items are pricey because they have a fantastic and high-quality clothing assortment, most of which are from reputable brands.
They provide free shipping on orders over $50.
The store opens on Monday to Saturday from 11 a.m. to 7 p.m. and on Sunday from 12 pm. to 6 p.m.
Service options: In-store shopping, curbside pickup, and delivery
Price Point: $$$
Location: 1913 W Division St, Chicago, IL 60622
Contact: (773) 395-2351
9. Tribeca Boutique
Tribeca Boutique prides itself on daily arrival of contemporary women’s clothing, including tops, dresses, bottoms, jackets, and sweaters.
Its inventory is hand-picked by the owner in New York and Los Angeles, so you’ll find gorgeous clothes that no one else has.
Once you walk inside, you will fall in love with a bright display of items that awaits you at the store.
A few of their customers said that they bought something a long time ago, and they still wear it and get compliments on it.
They also have a great assortment of clearance items categorized by size.
The staff will assist you in finding that “ideal outfit,” or you can peruse the well-stocked racks on your own.
You can visit the store on Monday to Friday and Sunday at 11 a.m. and on Saturday at 10 a.m.
Service options: In-store shopping
Price Point: $$
Location: 1035 W Madison St, Chicago, IL 60607
Contact: (312) 492-9373
10. Squasht Boutique
Squasht Boutique’s passion is shopping local and handmade items at reasonable costs.
A group of women runs this shop and is community-focused, warm, and welcoming.
Inside, you’ll find a wide choice of one-of-a-kind and gorgeous women’s clothing from Chicago independent designers. They have just what you’re searching for, whether you want to update your wardrobe or buy a gift for someone special.
The owner herself enjoys creating new designs from uncommon fabrics and integrating unique textures such as ruching into many of her pieces.
The level of customer service is unrivaled. The owner and her employees are always willing to go above and above to make you feel like family.
They’d be delighted to provide you expert style advice or simply speak with you while you browse and shop their boutique.
The store is open from Tuesday to Friday from 12 noon to 7 p.m. and during weekends from 11 a.m. to 6 p.m. on Saturday and until 5 p.m. on Sunday.
Service options: In-store shopping, curbside pickup, and delivery
Price Point: $$
Location: 2556 W Chicago Ave, Chicago, IL 60622
Contact: (773) 292-4123
The Bottom Line
If you’re living around Chicago, shopping for clothes will surely be an enjoyable activity to look forward to. With all its great clothing stores, you can always find something which suits your taste.
Start by visiting the 10 best clothing stores in Chicago if you haven’t been to them yet.
Jessica Oliver is a fashion enthusiast with more than ten years of experience in the industry. She previously managed her own clothing store in New York before becoming a mother of three. With a passion for sustainability and a desire to share clothing care and recycling tips.