(and a few cooler national spots like Carhartt and Brooklyn Industries), Milwaukee Avenue in Wicker Park south of North Avenue are tops.
Here are a few favorites:
Una Mae’s – This charming shop was a neighborhood pioneer, originally focusing on fairly affordable hand-selected vintage wares. They’ve recently branched out to start adding newer fashions, homewares and more. 1528 N. Milwaukee
US #1 – Seeking gorgeously maintained vintage leather goods (think: boots, vests, bags)? This place is your jam, but bring extra cash; some of the items are on the pricier end. This is a vintage shop, not a resale shop. 1460 N. Milwaukee Ave.
Reckless Records – If you love music, Reckless Records is a can’t miss. Lose yourself for hours pouring over new and used vinyl, CDs, magazines and more.
Eskell – Pop in for the latest pieces from the store’s namesake label or some hot designer duds from New York. 1509 N. Milwaukee
Vintage Underground – It’s all about baubles, bangles and broaches (and antique clocks, vintage cameras and ocean liner memorabilia) and this super chic vintage costume jewelry shop. 1507 N Milwaukee Ave.
Mildblend Supply Co. – when you shop here, you can’t help but look — and feel — cool. With a kick ass denim selection and a Made in the USA policy, Mildblend, in a word, rocks. 1342 N. Milwaukee Ave.
Antique Taco – When you get hungry, thirsty and need a shopping break, pop into this intimate, shabby-chic decorated spot for some adobo-rubbed, tamarind-glazed pork carnitas tacos and supremely fresh margaritas. 1360 N. Milwaukee