The Coolest Cropped Pants and Shoe Combos to Wear This Fall

By Alexis Parente
Updated Oct 19, 2015 @ 5:15 pm

This season, we are all about an ankle-grazing pant. We've already identified our favorite styles—the kick flare, cropped jean, and wide trouser—and we've been thinking about the coolest footwear to go with them. All work well with a lower-heeled shoe that offers a "I woke up like this" quality, like an oxford, loafer, or midi boot. See our must-have combos, below.

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Kick Flare Cropped Trouser + Oxford

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The kick flare trouser is a tailored and flattering silhouette. Pair this pant with a masculine oxford to create a killer combo.

Shop the Combo (Left to Right):

Zara trousers, $50; zara.com. Tod’s oxfords, $495; nordstrom.com. River Island trousers, $34; riverisland.com. Rag & Bone oxfords, $495; saksfifthavenue.com. Topshop trousers, $75; topshop.com. Paul Green oxfords, $329; bloomingdales.com.

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Cropped Flare Jean + Midi Boot

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Add a midi boot, with a fun print or interesting leather detail, to your favorite cropped jeans—the more hem, the better. 

Shop the Combos (Left to Right):

The Great jeans, $265; matchesfashion.com. Jeffrey Campbell boots, $225; nastygal.com. Mango jeans, $60; mango.com. Maison Margiela boots, $890; bergdorfgoodman.com. Frame Denim jeans, $250; net-a-porter.com. Lost Ink boots, $86; asos.com.

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Wide Leg Cropped Trouser + Loafer

A minimal loafer counteracts the voluminous style of a wide leg trouser. 

Shop the Combos (Left to Right)

Red Valentino trousers, $395; matchesfashion.com. Tory Burch loafers, $350; shopbop.com. J Crew trousers, $178; jcrew.com. Gucci loafers, $670; gucci.com. Tibi trousers, $495; tibi.com. Bass loafers, $65; ghbass.com.

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By Alexis Parente