Who says you can’t wear sneakers in the workplace? Kick it in style without enduring the pinching, pressure, and pain that comes with wearing standard work shoes. Finding the right dressy sneaker is key to unlocking an entirely new level of your professional wardrobe. Not only do they add a cool-but-polished vibe to your work ensemble, but they also deliver unmatched comfort that's sure to keep you supported and snug throughout your 9-to-5. Ahead, we’ve used our data-driven algorithm factoring in best-selling buzz, editorial selections, and real user reviews to create a vetted list of the best dressy sneakers that can take you to work and beyond without skimping on smart style. Designed with classic sneaker silhouettes in mind, the styles that follow feature contouring technology, handwoven leather, and cushioned footbeds that go the extra mile. Keep scrolling to browse the 10 best dressy sneakers you can buy, from designer options to affordable finds. Opening image: @colehaan
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February 11, 2020
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The Rankings
Cole Haan Grand Ambition Oxford
WHY YOU NEED IT: With smooth leather and a flexible rubber sole, this oxford-inspired shoe style looks chic on both workdays and weekends.
STYLE WITH: Make these kicks pop when you pair them with a classic button-down shirt and black work pants.
M.Gemi The Cerchio
LOVED FOR: The handwoven nubuck leather, cool round toe, and slip-on style
HELPFUL TIP: This sneaker features a removable footbed for a customizable fit. If your feet are on the wider side, try taking it out to add a little extra room.
Caslon Austin Slip-On Sneaker
USERS SAID: "These sneakers are perfection. I have been looking for such a long time for a 'dressier' style that makes my legs look long instead of stumpy, and these did the trick!"
HELPFUL TIP: Reviewers agree that these run small, so we recommend ordering a half size up for the best fit.
Gucci New Ace Sneaker
BEST FOR: Those who are fans of the Gucci brand will love the signature details—think stripes at the sides, classic colors, and an instantly recognizable GG Supreme logo.
LOVED FOR: The minimal design, sturdy construction, and comfort
Cole Haan Grand Ambition Slip-On Sneaker
BEST FOR: Go with these almond-toe sneakers if you're looking to smarten up your work wardrobe.
USERS SAID: "These are the most comfortable sneakers ever! I absolutely love them. They look great for work or casual wear. Worth the buy!"
Naturalizer Selah Slip-On Sneaker
WHAT IT DOES: Made with Naturalizer's Signature NS Countour technology, this pair provides heel and arch support, dual-density cushioning, and flexibility with every step.
LOVED FOR: The clean white sole and comfortable slip-on style
Gentle Souls Lowe Sneaker
WHY YOU NEED IT: Meet your new favorite sneaker. A low-top, skate-shoe silhouette and side zippers give it just the right amount of edge, and arch support and a cushioned footbed make it crazy comfortable.
FUN FACT: These kicks include a removable insole.
Dr. Scholl's Original Collection Scout Slip On Sneaker
USERS SAID: "Purchased these for a trip to Italy, and they were comfortable right out of the box! I wore them to walk 10 to 12 miles per day while in Florence and Rome, and they were perfect."
STYLE WITH: An oversized sweater and black skinny jeans will pair perfectly with these slip-on sneakers.
Vince Warren Slip-On Sneaker
WHY YOU NEED IT: The cushioned insole feels like walking on clouds, and the bold platform makes your legs look longer. It's a win-win.
WHERE TO WEAR: This sneaker can easily be taken from casual Friday to date night to weekend errands.
Vince Blair 5 Slip-On Sneaker
USERS SAID: "These sneaks are the perfect quality for a slip-on tennis shoe. I own every color in the perforated style. I am pretty bad on shoes, but these hold up! The leather is soft—not stiff—and contours to the foot."
HELPFUL TIP: Purchase one size down for the best fit.
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