The 11 Best Comfortable (and Cute!) Labor Day Shoe Deals to Shop Right Now

Save up to 40% on brands like Nike, Ugg, and Adidas.

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Labor Day is one of the best holidays. Not only does it give many workers a much-deserved three-day weekend, but it also marks the transition from summer to fall—and the seasonal wardrobe shift that goes along with it. The early days of September are the perfect time to start unearthing your softest black leggings, trendiest joggers, and most comfortable fall sneakers from the back of your closet. And if you're struggling to find any old fall favorites, you're in luck. Tons of Labor Day sales just kicked off today, giving you the opportunity to save big all weekend—especially when it comes to comfortable shoes.

These sales not only offer discounted summer favorites, but they're also the first chance to score markdowns on autumn essentials, like supportive flats, loafers, and mules, before the weather changes. For example, Nordstrom's Summer Sale runs through September 12 with savings of up to 60% off both summer staples like sandals and fall basics like boots. Of course, the iconic retailer isn't the only one offering major deals this weekend; Vionic Shoes, Naturalizer, and Nike are just a few of the other brands selling comfy kicks for less.

But with so many sites offering steep discounts, it can be difficult to decide which deals are actually worth shopping. Rather than wasting your time scrolling through endless sale pages, check out our list of the 11 best Labor Day shoe deals, below. It covers all the cute and stylish footwear you could possibly want for fall, so you can savor the last days of summer rather than worrying about your wardrobe.

1. Vionic Shoes Harper Ankle Boot


Comfort and a 4-inch heel are rarely used in the same sentence, but then again, booties like these rarely exist. The exterior screams style with a chic faux-crocodile embossed leather, while the interior offers Vionic's signature three-zone comfort, which combines cushioning, arch support, and stability. Available in both chocolate brown and shiny bronze, they make the perfect addition to any fall 'fit. Snag them for $70 off through September 6.

2. Ugg Bren Slip-On Sneaker


There's a reason celebs can't stop wearing Uggs. The Australian brand reigns supreme for cozy slippers and plush boots—and its slip-on sneakers offer the same level of comfort. Available in five colors, the style has a breathable cotton upper and slight platform for an extra height boost. Shop it now for 20% off.

3. Adidas Cloudfoam Pure 2.0 Running


One reviewer who owns more than 20 tennis shoes says these lightweight sneakers are their favorite, and it's not hard to see why. The knit sneakers are made from sustainable recycled materials, with Adidas' plush Cloudfoam footbed providing ample support. They also come in a slew of neutrals perfect for cold weather, like navy and light gray. Don't miss your chance to snag them for $15 off.

4. Naturalizer Madalynn Gore Boot


These chunky booties will ensure bad weather rain can't rain on your parade. Currently an extra 30% off with the promo code BYESUMMER in Naturalizer's Labor Day sale, they're made with a water-repellent upper that offers an edgy alternative to rain boots. While we love the unconventional gray style, the boots also come in brown and black.

5. Sam Edelman Penny Riding Boot


Don't skip your chance to score these sleek riding boots for 40% off. Also available in wide widths, the classic style hits right below the knee and pairs perfectly with jeans, leggings, or a pleated skirt. Already adored by more than 1,400 shoppers, they're made with 100% genuine leather and come in a handful of colors like black, tan, and olive.

6. Cole Haan Grand Pro Rally Slide Sandal


Fall might be just around the corner, but these plush slides ensure you'll still have a few more days to savor the sunshine on your toes. The platform sandal keeps things comfy with a cushioned footbed, a criss-cross upper to add extra stability, and rubber traction pods on the sole to prevent slipping and sliding. Plus, the 40% discount means you won't feel guilty splurging on more than one color.

7. Vionic Shoes Rechelle Sneaker


The chunky "dad shoe" trend lives on, but you won't mind it all that much in these retro kicks. Currently 40% off for Labor Day, these stylish sneaks offer the arch support of gym shoes without the athletic vibe. That's because they use a sleek leather or suede material, rather than mesh or cotton, which practically screams strolling through the park as the leaves change.

8. Skechers Women's Cleo-Emerald Ballet Flat

ballet flats

An elevated take on a classic ballet flat, this printed style features a pointed toe that makes the style feel extra professional. Luckily, the insole is also noteworthy, with a plush memory foam footbed packed with cooling tech. When combined with a breathable knit upper, it makes the shoe just as breezy as it is comfy.

9. Bella Vita Novia Platform Sneaker


Nothing pairs better with a fall coat and jeans than a pair of classic platform sneakers, and these simple kicks live up to the claim. The leather upper makes them look extra expensive, but only cost $60 to add them to your footwear rotation. The hardest part will be deciding which colorway to buy first, whether it's black, white, shiny champagne, or snake print.

10. Naturalizer 27 Edit Melyssa Sandal


The embossed snake-print finish of these leather sandals adds an edgy vibe that's better suited to porches packed with pumpkins than your typical strappy shoes. Designed with a contoured footbed that conforms to your foot, these slingbacks are a standout from Naturalizer's sale lineup. Just don't forget to add the promo code BYESUMMER to your cart to get the extra 30% discount.

11. Nike Flex TR 9 Women's Training Shoe


Your workout wardrobe deserves the same seasonal update as the rest of your clothing lineup, and we've got you covered. These training shoes are perfect for low-impact workouts, like circuit or strength training, with plenty of flexibility and traction. Breathable and supportive, they're 42% off in Nike's sale section right now.

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