Videos
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RSVP Gallery- By far the most expensive boutique on this list. RSVP carries only top of the line streetwear brands. Come here if you're looking to drop $500 on a Don P cap.
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St. Alfred- Probably Chicago's most famous sneakershop. St. Alfreds has indeed become a staple of Chicago streetwear. Their shop is not the biggest one you'll find but they have a nice variety of brands for both sneakers and streetwear.
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Leaders 1354- Located near downtown Chicago, Leaders offers more affordable products in comparison to many other shops in the city. They have recently gained more popularity due to their endorsement of Chance the Rapper, who seems to rock their brand in almost all of his videos.
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Jugrnaut- Jugrnaut is similar to Leaders in that is an affordable streetwear boutique that is heavily involved in the Chicago hiphop scene. Home of the famous Treated crown.
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Akin- More so a sneakershop than streetwear boutique, Akin offers their own brand of clothing as well as a wide variety of sneakers. They have two locations in the city for both the northsiders and the southsiders.
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Succezz- Located on south Michigan Ave, Succezz is a streetwear shop with a huge Jordan account. The one time I went there I saw a dude rocking Air Mags so there's that.
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Sir & Madame- Perhaps a little more r/mfa than r/streetwear, Sir & Madame lets you get your grown man on while still keeping it real.
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Uprise- By far Chicago's most famous skateshop, Uprise houses all of the hybrid street/skate brands such as Huf and Diamond Supply Co. They also have the best Nike SB account in the city if you're into that sort of thing.
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Belmont Army- With two locations in the city, Belmont Army is without a doubt the biggest shop on this list. Just to put its size into perspective, the Belmont Ave. location has separate floors dedicated to apparel, shoes, skate goods, and thrifted clothes.
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