Best Shopping in Wicker Park and Bucktown

The trendy neighborhoods of Wicker Park and Bucktown have some of the best shopping. Retro lovers can find vinyl records, comic books, vintage dresses, used books and more. Art lovers should make time to drink some wine and support local artists during First Friday at the Flatiron Arts Project . All curious travelers shopping in Wicker Park and Bucktown will be rewarded with unique arts, vintage goods, and quirky finds.

1579 N Milwaukee Ave, Chicago, IL 60622, USA
A group of Chicago artists took over the Flatiron building in Wicker Park and turned the triangular building into an art gallery comprised of 2 floors worth of unique art studios. In this building artists can rent gallery space to work and display their art and they have artistic control over the room, the halls, the ceilings and even the floors. The entire building is now an artistic wonderland and even if you don’t buy any of the art pieces, it’s worth a walk through just to see the creativity on display here. The Flatiron building is open all day and there are always artists in their galleries working, selling and willing to talk to visitors. The first Friday of each month is the best time to visit because all the artists open their studios between 6-10pm and turn the neighborhood into a block party. Go support a local artist and have a glass of wine. It’s good for everybody.
1564 N Milwaukee Ave, Chicago, IL 60622, USA
A good used bookstore is a glorious thing and Myopic is one of the great ones. They have a giant selection of new, used, rare and out of print books on 3 floors, they’re well organized, they’re open until 11pm and there’s a store cat! There’s also a small reading room on the top floor with a big wooden table and chairs and they host poetry readings and live music. They’re open until 11pm all week long but there’s no public bathroom so factor that in to your afternoon of browsing.
1254 North Milwaukee Avenue
Wanna be a redhead today? Maybe green is more your color… or something in a sensible silver? Long hair, short hair, punk rock styling, Farrah Fawcett flips, a cute bouffant or perhaps a conservative bob, Heads and Threads has got it and you know you want it. Buy a 50 cent wig cap and try on three wigs just for fun. Buy something or don’t, but I think those false eyelashes just caught your eye and maybe you need a glittery tiara to go with it? I’m just saying… Start here for your Halloween shopping and base the whole costume around your wig. Why not, right?
1960 North Western Avenue
Old school ice cream parlor and soda shop with homemade candy and ice cream since 1921 in the same location in Bucktown. I wish the little jukeboxes on the tables worked but clearly it’s not hampering their business as there’s a line out the door every day, especially in the summer. Margie’s is a small place but perfect for an afternoon sundae dripping with hot fudge and maybe a dozen chocolate dipped cherries to go.
1472 N Milwaukee Ave, Chicago, IL 60622, USA
This charming little store on Milwaukee is stuffed with vintage goods in primo condition. Beautiful chunks of costume jewelry and frilly fascinators share space with lush leather handbags and sparkling glassware. Nothing in the store is cheaply made—or priced—but all of the items are carefully selected for maximum appeal and quality. Shoppers who come in to browse will likely find treasures they simply can’t live without, because Store B Vintage has some of the prettiest retro pieces in the city.
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