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Independent Shops in Chicago

19 Sep

Let’s stray off the beaten path and discover some unique stores to check out that are generally off the traveler’s itinerary, from bookstores to vintage shops, we got you covered…

Reckless Records.

best vinyl shop chicago

Looking to score some new or used vinyl?  How about browse a huge DVD selection?  Definitely hit up the Chicago music enthusiast’s staple: Reckless Records. You can browse their online catalogue, but it’s way more fun to search their seemingly endless issues/ reissues and hard to find records, cds, books, & movies.  Check out their close Lakeview location: 3126 N. Broadway Ave. nestled on a street with a ton of cool cafes, restaurants and stores.

Bookleggers Used Books.

You’ll see Bookleggers when you see the wheelie carts stocked full of  bargain books greet you on the side walk at 2907 N Broadway, making this a hard to miss bookshop. If those don’t pull you in, usually one of the books in the window display has you hurriedly walking up to the counter for assistance.  Conveniently organized by genre & alphabetically, it’s easy to find your favorite author in this shop. I dare you to spend less than 30 minutes and leave empty handed. Oh, and don’t forget cash as these old dudes don’t take plastic.

Crossroads Trading Co.

resale shop chicago

Recently expanded to two store fronts, the recycled clothing shop, Crossroads Trading Co., will wow you with their selection of hip treasures, vintage wear, and neat accessories.  They sell a vast array of gently used clothing for very cheap, when a guest asks for anything from a belt, purse, or cool new tee shirt, they could usually find it at Crossroads at 2711 N. Clark. St.

Inkling Art.

Whether you are looking for that unique gift, an original art print of Chicago or a card that has you giggling to yourself… Inkling is the perfect one stop shop.  Located at 2917 1/2 N Broadway this little gem offers an assortment of stationary, t-shirts, vintage knick-knacks, & jewelry designed by local artists and craftsmen.  Go find yourself (or a loved one) a treasure at this friendly boutique while touring the Chicago neighborhoods.

Heritage Bicycles.

Coffee & Bicycles? What more does a human want?! This local cafe meets bicycle shop offers a welcoming space to sip on your favorite drink, enjoy some fresh baked goods and if needed, give your bike a “little love.” If you are in the market for a new bicycle they also sell custom bikes, just take a look at their beautiful frames & accessories at and visit their memorable establishment at 2959 N. Lincoln Ave.
Gene’s Sausage Shop.

Full deli, giant craft beer & wine selection, excellent butcher, roof deck with German food and beer!  All of the above can be found at Gene’s Sausage Shop in the heart of Lincoln Square.  While our weather is still nice, we recommend grabbing a beer or cider on their spacious roof space, they also have a great German-style menu with perogis, brats, salads and more.  Check out this iconic neighborhood spot at 4750 N. Lincoln Ave.

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