10 City-Smart Shoes For The Office (And Beyond!)

We write a lot, but we listen, too. Chicago gals begging for cute, feet-friendly shoes for the office, we hear your cries. While your comfy standbys might be perfect for a grocery-store run, they're almost guaranteed to get a stern look from your boss and some judgey glaces on the El. Lucky for you, we've found a happy medium between high-heeled torture devices and fluffy slippers. Because you've got enough to do 9 to 5, we've done the research and gathered a filing cabinet full of colorful, comfortable kicks. Click through for our favorite flat finds, and decide which stunners to pair with your office attire. Just remember to wait until your creepy office manager isn't hovering around your cubicle.
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Madee by Steven, $112, available at Lori's Shoes, 824 West Armitage Avenue (at Dayton Street); 773-281-5655.
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Snakeskin Ballerina, $89.90, available at Zara, 700 North Michigan Avenue (at Huron Street); 312-255-8123.
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404-TAU Flat 4-eye Oxford, $150, available at gravitypope.
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Diane von Furstenberg Madison Suede Ballerina Flat, $225, available at Neiman Marcus.
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Rye 10mm Black Nappa Flat Mary-Janes, $695, available at Rupert Sanderson.
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Loeffler Randall Blaise flat, $295, available at Piperlime.
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Vatican Off White Contrast Snaffle Trim Loafers, $66, available at Topshop, 830 North Michigan Avenue; (between Pearson & Chestnut streets).
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Belle by Sigernson Morrison Pointy Ballet Flat, $195, available at La Garconne.
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Dieppa Restrepo Lordy Patent Loafer, $225, available at La Garconne.
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Wentz by DV By Dolce Vita. $78, available at Lori's Shoes, 824 West Armitage Avenue (at Dayton Street); 773-281-5655.