21 Stylish Shoes to Take Your Outfits From Summer to Fall

By Dobrina Zhekova

September 13, 2017

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Credit: Courtesy of the retailers

While we are definitely excited about fall and all the perks that come with it — most notably pumpkin-spiced lattes and beautiful foliage — there is one thing about the season that poses a major fashion challenge. What do you wear for temperatures that can go from the upper 70s to the lower 40s in the span of a single day?

The answer to a cute summer-to-fall outfit is most often layering, and when it comes to matching footwear, designers have come up with some extremely creative ways to combine features appropriate for both seasons into one shoe.

Take slingbacks, for example. They’re closed at the toe and open at the heel. It’s basically the best (and chicest) of both worlds. And don’t let anyone tell you espadrilles are strictly summer-only footwear. Opt for a pair made from genuine leather to keep your feet warm and you’ll never want to wear anything else.

For those of you who like a classic shoe but want something that stands out, consider a comfy loafer or an oxford that has been given a modern update with cutouts or metal details.

Here, we rounded up 21 chic footwear options to take on that tricky in-between weather.

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Franco Sarto Jolette Loafers

Credit: Courtesy of Zappos

These metallic loafers are equal parts funky and classic, and will freshen up any fall outfit.

To buy: zappos.com, $109

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Clarks Keesha Luca Loafer

Credit: Courtesy of Zappos

While the easy slip-on silhouette of this classic loafer is definitely worthy of your attention, it is the trendy color what sold us on it.

To buy: zappos.com, $70

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Off the Beaten Track Metaphor Sandals

Credit: Courtesy of Zappos

Side cutouts and an open toe make this boot-sandal hybrid ideal for warmer days and destination this fall.

To buy: zappos.com, $149

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Kenneth Cole New York Kam Sneaker

Credit: Courtesy of Amazon

Cooler and cloudier weather doesn’t mean you can’t wear color. In fact, the bold floral embroidery on these navy sneakers will make your weekend so much brighter and more fun.

To buy: amazon.com, from $62

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Louise et Cie Felta Cutout Oxford

Credit: Courtesy of Nordstrom

The perforated details and side cutouts take this classic loafer to new modern heights.

To buy: nordstrom.com, $149

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Vince Camuto Isaura Slip-on Loafer

Credit: Courtesy of Zappos

Nothing can beat the comfort and elegance of a black leather slip-on loafer.

To buy: zappos.com, $100

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Rockport Total Motion Audrina Ghillie Booties

Credit: Courtesy of Zappos

These cutout booties are not just sexy, but comfortable, too. They feature truTech technology that provides shock absorption at the heel and guarantees stability.

To buy: zappos.com, $91

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Salvatore Ferragamo Calfskin Loafer

Credit: Courtesy of Zappos

If you are looking to invest in a classic and versatile loafer made from quality soft leather, this is it. The gancio buckle on top definitely adds to its allure.

To buy: $550, zappos.com, $550