Macy's VIP Sale Includes *So* Many Deals on Fall Shoes—Here Are 13 Pairs to Snag for Up to 30% Off

We spy boots for under $100

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A design by Victoria Parrotta for PureWow featuring our favorite fall shoes from the Macy's VIP Sale.
Victoria Parrotta for PureWow

Now that fall is here, you're likely swapping out your breezy sundresses for pants that feel like leggings, and your comfy sandals for chic boots. Not satisfied with your current selection of the latter? The Macy's VIP Sale is your answer. The savings event is the perfect excuse to grab new Chelsea boots, along with sneakersballet flats and other fall shoes for up to 30 percent off. And with ample time to shop from now through October 2, you can scoop up plenty of pairs you love without the buyer's remorse.

However, you may not want to wait much longer to shop the sale, since fan-favorite footwear, like the Adidas Swift run sneakers ($90; $75), which offer prime comfort and support, won't stay in stock long. Neither will these Alfani Step 'N Flex Tavii flats ($60; $36), we imagine, because they're on sale for under $50 and have a luxurious, quilted design and patent accents that make them look way pricier.

And as for those boots we mentioned? It'll be hard to choose between these DV Dolce Vita Chelsea booties ($75; $45) and these Calvin Klein Jallis booties ($119; $70), so you might as well pick up both pairs, especially at these prices. But why stop there? Here are 13 fall shoes to snag at a major markdown now. (Psst: Use code VIP where noted to get the full discount!)

The 6 Fall Boot Trends That Will Rule 2023, and One That’s Totally Dated

  • Size Range: 6 to 10

Wearing crisp white sneakers in the fall is like ordering a pumpkin spice latte repeatedly throughout the season—it just makes sense. And you likely won't be able to resist these, which have been praised for being sleek, lightweight and easy to get on and off. One reviewer says they feel like they're walking on pillows with these kicks, which is likely due to their cushioned, EVA foam midsole and textured rubber soles, that offer stable traction. The copper metallic logo detail? Just adds to their retro appeal.

  • Size Range: 5 to 10

If you're looking for an elegant shoe with eye-catching hardware, look no further than these leather slingbacks from Coach. With their low heels and rubber soles, they're easy and comfortable to walk in, per one reviewer. In other words, prepare for them to become your go-to shoes when you need to get a little more dressed up. And just so you know, they're just as fabulous in the higher heeled version ($250; $175) if you care for some extra height. You can't go wrong.

  • Size Range: 5 to 11

Not interested in plain ol' Chelsea boots? This water-resistant faux-suede pair has some serious character thanks to the 2.5-inch stacked heel and 1-inch platform that make them look awesomely '90s. In true Chelsea style, though, they've got elastic goring on both sides, along with a top pull tab, so you won't have to struggle to get them on and off. But, most importantly, they boast a cushioned memory foam insole, so despite the higher platform, these babies should be super comfy to stroll in.

  • Size Range: 5 to 11

These faux-leather loafers apparently feel like butter, which is reason enough to buy them with coupon code VIP at checkout. But their neat, sophisticated tailoring is the more obvious excuse to scoop them up now because it makes them practically seasonless. One reviewer says the one-inch slip-on definitely has the potential to become a wardrobe staple, and we can't help but agree. FYI: While we love this "Barbie-at-the-office" pink hue, the shoes are on sale in a bunch of different colors—go ahead and take a peek for yourself to find your perfect match.

  • Size Range: 5 to 11

With more than 400 5-star reviews, these sneakers with a breathable mesh upper are indeed as comfy as they look, according to shoppers. All you have to do is slip them on, and their Stretch Fit construction will create a locked-in fit you can walk around in for hours. Better yet, they're machine-washable, so they'll stay looking brand new after a rinse cycle. And we didn't even mention their ultra-cushioned insoles and grippy rubber soles, which should take their comfort and traction up a notch when you have miles (or supermarket aisles) to cover.

  • Size Range: 5 to 11

These Mary Jane flats are selling fast with coupon code VIP, and we can see why. They're inspired by Italian design, with a faux-patent leather outer, square toe and slender strap that make them look seriously chic. But those aesthetic details aren't just for show. As one buyer says, the square toe gives you a little extra room in the front, so your feet don't feel smushed, while the strap is adjustable to get the perfect fit. But we were sold on the fact that they're approved by a flight attendant, who wrote that she wore them on a long flight and experienced *no* soreness.

  • Size Range: 5 to 12

We love a good platform loafer that channels a little bit of that "dark academia" trend for fall. And this style checks all the visual *and* functional boxes. In addition to sporting a sleek leather outer, the shoe is designed to contour to your foot using Naturalizer's signature comfort technology, so you can get through the day without pain. Other features, like the chainlink hardware and 2.25-inch EVA lug heel, come together to make this pick an A-plus.

  • Size Range: 5 to 12

One buyer says these flexible ballet flats are comfortable right out of the box, if you're looking for new shoes you can sport with no painful break-in period. But that's not what makes them a steal for as low as $36. We think the shoe's main attraction is its pairing of a quilted exterior with a faux-patent leather cap toe, which gives it the appearance of a high-end designer style for a fraction of the price. These shoes are also a great alternative to heels if you've got a wedding or event to attend this fall, as they're versatile enough to be dressed up or down.

  • Size Range: 5 to 11

These classic booties, available in faux suede or faux leather, will likely clock the most wear this fall, since their minimalistic design is guaranteed to go with anything in your closet. Plus, their easy-on zipper closure and not-too-high block heel make them the perfect choice for your daily commute to work or night out on the town. Those metallic accents on the top buckle and heel simply take their look to the next level. Just don't forget to use coupon code VIP at checkout to save on these beauties.

  • Size Range: 5 to 11

So you've got a fall wedding on your calendar but no shoes to go with your black-tie gown? It would be wise to scoop up this particularly glamorous pair with coupon code VIP while you can. We adore the tiny, faceted crystal embellishments on the strap, which supply a dazzling shimmer effect. But if you're worried they'll hurt your feet within an hour, let this reviewer ease your mind: "The thick block heel really adds a level of stability and support, and they have the look of height without actually being too high to make your feet hurt." Just thank their lightly padded insole and 3-inch block heel that makes them a breeze to walk—and dance—in.

  • Size Range: 5 to 11

The coastal cowgirl trend may be one of the easiest looks to pull off this fall because all you really need is a quality pair of cowgirl boots. This pull-on style comes in clutch with decorative stitching and an almond toe for a Western look that doesn't feel *too* rodeo. Plus, they have a cushioned memory foam insole and a flexible sole, so they're likely more comfortable than you think. Just take it from one happy buyer: "They didn’t hurt or mark my feet after wearing them all day at work (ten hours). I would say they are narrow, but maybe that’s what makes them look so sharp and sleek compared to my other cowboy boots." Enough said, we're adding them to cart with coupon code VIP.

  • Size Range: 5 to 11

When you find a shoe that checks every box, you usually go back for more colors, right? Well, that's what happened to one buyer after they discovered how good these leather ballet flats feel. And it doesn't hurt that they have a signature charm and bow detail to boot. Just be sure to use coupon code VIP at checkout to secure them for as low as $86 in every color.

  • Size Range: 5 to 10

One easy way to test a sneaker's comfort is by walking in them for a full day. Well, one reviewer went above and beyond by walking more than 172 miles through Portugal and Spain on terrain dirt, sand, cobblestone, boardwalk and concrete, and they actually held up. But we aren't too surprised since they have BioMoGo DNA cushioning that supposedly adapts to your weight and movement as you go, so your feet will thank you. They also have a Segmented crash pad that finally allows you to nail a smooth heel-to-toe transition. Not to mention, their engineered air mesh upper makes them breathable, which is all the more necessary if your feet get sweaty easily.

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Destinee Scott

Associate Sales and Deals Editor

Destinee Scott is PureWow’s Associate Sales and Deals Editor. She’s been chasing sales and deals for a decade and knows a good one when she sees one for fashion, home, beauty...

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