There is a chill in the air, which means it is officially time to retire our warm-weather wardrobe staples and bring those fall and winter pieces to the front of the closet. If your wardrobe is looking bleak after packing up those sandals and open-toed slides, fear not — fall sales are in full force. Whether you are ready to cozy up with some snuggly slippers or looking to enjoy the outdoors before winter hits, now is a perfect time to refresh that shoe selection with some stylish finds.
And thankfully, there are some stellar discounts to be scored, with a huge shoe sale going on at Macy's. We're talking slashed prices on everything from knee-high boots to on-trend Mary Jane flats. Transitional shoes like clogs and loafers are on our radar, too, leading us to some bestselling and affordable styles from Amazon. Plus, there are plenty of name-brand styles out there that are currently discounted, like sneakers and slip-ons from New Balance, Ugg, Hoka, Rothy's, Adidas and more.
To make perusing the literal thousands of styles across the internet that are marked down right now a bit easier, we did the digging for you to round up the top-rated, trendiest and most comfortable pairs. Word of advice? If you see a discounted pair you like, you will want to act fast. We are already seeing popular styles and select sizes selling out.
So, are you ready to put your best foot forward? Scroll on to check out all of our favorite shoe deals below.
Fall boots and booties on sale | Loafers on sale | Flats on sale | Clogs on sale | Sneakers on sale | Waterproof shoes on sale | Sign up for SMS | How we chose
Boots and booties on sale
Style & Co Garnerr Lug Sole Ankle Booties
These booties are great for practically any winter outfit. Whether you pair them with a pair of jeans or a longer dress, this pick is under $20!
Style & Co Maliaa Buckled Riding Boots
No wardrobe is complete without a pair of classic tall riding boots. With endless styling possibilites, these will be in your collection for seasons to come.
Dream Pairs Chelsea Ankle Boots
Cheers to the (imminent) return of Chelsea boot season! Kick it off with a new and trendy pair. This option comes in multiple colors, though select sizes are on sale.
Dream Pairs Women's Mid Calf Winter Snow Boots
An Amazon Prime Day fashion deal that's still on sale this week, these fuzzy boots are perfect to cozy up in all through the season. The interior is ultra soft and offers incredible warmth, even during extra chilly days. The winter boots feature a durable outsole for slippery slopes.
Athlefit Women's Lug Sole Chelsea Boots
With a trendy lug sole and slip-on design, these ankle boots will be your new go-to. The chunky heel makes them comfortable and easy to stomp through fall leaves in, and they come in six fun yet wearable neutral tones.
Cushionaire Women’s Suede Pull-On Boot
Remember everyone’s favorite wool-lined bootie? Now that fall footwear shopping has commenced, it’s time to upgrade, since we’re sure some of you have worn down your current pair.
Vepose Women’s 49 Riding Boots Knee High Boots
You don’t have to ride horses to pull off the riding boot look. And with a discount off these knee-highs, we’re willing to give the style a try.
Kathemoi Ankle Boots
Looking for a no-brainer shoe to step into this season? These reader favorites, which won in our Viewers' Choice fall essentials bracket, go with everything. They boast an easy-to-walk-in chunky heel, smart back zipper, more than two dozen color options and whole and half sizes 5-11, so there’s an option for just about everyone.
UGG Leisure Outdoor Slipper
Perfect for cozy mornings lounging around the house, these slippers offer warmth and comfort all while being fashionable. Plus, UGG's rarely go on sale so shop this DSW discount ASAP!
UGG Essential Mini Bootie
If someone on your list is more of a bootie person, look no further than this pick from the customer-loved brand. Available in chestnut and black colorways, they'll have these for years to come.
UGG Essential Bootie
Our final UGG sale pick are these classic mid-calf booties. Designed with the brand's classic wool-blend stuffing, these are classic in all the best ways.
Loafers on sale
Old Navy Classic Loafer
Nothing beats a classic, and these budget-friendly loafers from Old Navy are a timeless staple. The best seller is available in four versatile neutral tones and is currently marked down by 30%.
Aldo Mythimna Loafer
These loafers are every bit as functional as they are fashionable. They were designed with Aldo's "pillow walk" technology, which the brand says means that they've been constructed with dual density foam and padded insoles for extra comfort.
Hey Dude Wendy Chambray Loafer
With nearly 38,000 ratings on Amazon, these unique loafers are a bestseller for a reason. Combining flexible elastic laces that mold to your foot with a removable memory foam cushioned insole, it doesn’t get comfier than these shoes. Reviewers say they’re great for travel, and they can be tossed in the washing machine for easy cleaning.
Dr. Scholl’s Nice Day Slip On Loafer
These slip-on loafers from Dr. Scholl’s are the perfect all-occasion shoe. They’re dressy enough for work, nice dinners or events but still comfortable and casual enough to throw on for errands and other everyday activities. We found them up to 59% off right now.
Aerosoles Ellis Loafers
Grab these on-trend leopard loafers for under $40 as part of Macy's Great Shoe Sale.
Rothy's The Almond Loafer
These chic navy loafers are currently discounted by $60. They feature the brand's signature Love Insole for extra comfort and a flexible knit upper. The coolest part? You can toss these in the wash if they get dirty to keep them looking clean and brand new.
Flats on sale
Kelly & Katie Sophi Mary Jane Flat
These just might be the “it” shoes of the season. This option we found from DSW features on-trend details like a Mary Jane strap and square toe, and it comes in three colors. Reviewers rave about how comfortable they are, with a padded sole and knit upper, and we’re excited to see that it’s currently on sale for more than 40% off.
Vivaia Pointed-Toe Ballet Flats
Fall is all about feeling comfy, cozy and snug. You’ll get that and so much more while wearing these elegant shoes, which are on sale in select colors right now. According to the brand, these flats are made with “soft as a cloud” material and a shock-absorption yoga mat insole for the best of the best fit.
Franco Sarto Tinsley Mary Jane Flat
These faux leather patent flats have a trendy square toe and adjustable strap. The footbed is cushioned for extra padding and support.
Rothy's The Max Square Mary Jane
Ready to slip into the comfiest pair of Mary Jane flats? Then these are the shoes for you. They feature a flexible exterior, squared off toe and an accent strap for a look that's just as comfortable as it is fashionable.
"I have worn my MJs a few times... they are wider around the toe box, and love the new insert," praises one verified buyer. "I have plantar fasciitis and I have enough room for my orthotic. The ballerina color is beautiful."
Clogs on sale
Crocs Dylan Clogs
Crocs that you can wear to work? Sign us up! These are lightweight and comfortable like your go-to Crocs, but you can get away with pairing them with trousers. Plus, we found them on sale in a few wearable neutral tones right now.
Crocs Unisex-Adult Classic Clogs
Love it or hate it, the original Crocs clog is pretty iconic. If you're curious to give the ugly-but-beloved shoe a try or are a die-hard Crocs fan in need of a replacement (or another color), now's the time to add to cart.
Fireside by Dearfoams Greta Shearling Clog Slippers
For under $50, you can score a pair of clogs that double as slippers. These are so comfy and are constructed with genuine shearling, per the brand.
Naot Martos Clog
These clogs are kind of the best of both worlds — they've got a suede upper with a buckle detail that makes them feel elevated enough to wear anywhere, but they've also got a supportive cork footbed and fuzzy lining that makes them feel like slippers. Reviewers rave about how comfortable and high quality they are.
Sneakers on sale
Alicegana Women's Athletic Road Running Lace-Up Sneakers
No matter the season, sneakers are a staple. But if you dirtied up your pristine all-white pair over the summer, these under-$25 mesh lace-ups might make for the perfect replacement.
Adidas Cloudfoam Pure Shoes
Available in over 10 colors, these sneakers will help you put your best foot forward this fall. The popular sneakers feature the signature Adidas triple stripe and have an average rating of 4.5 stars from customers on the Adidas site.
Reebok Unisex Classic Leather Sneaker
These unisex Reebok shoes are available in over three dozen colorways and feature a die-cut EVA midsole that provides lightweight cushioning, according to the brand. Get these right now for 25% off.
Allbirds Women's SuperLight Wool Runners
An Allbirds sale is a gem to find, so we have to share this discount on the brand's classic wool sneakers. The shoe is made with a merino wool upper that will keep your feet cozy and warm on cool-weather walks, plus it has the brand's signature lightweight SweetFoam sole.
Waterproof shoes on sale
Asgard Waterproof Chelsea Boots
Getting stuck in the rain doesn't sound so bad when we know we're wearing puddle-proof footwear. Stay dry (and trendy) while wearing these top-rated Chelsea boots. They're editor-tested and approved, too.
Journee Collection Drip Tru Comfort Foam Almond Toe Rain Boots
We also found these rain boots on sale for 60% off at Target, which the brand says are rendered entirely from rubber for a fully waterproof design.
Hunter Play Short Rain Boot
Hunter is known for making some of the best rain boots on the market. Right now you can invest in a pair by snagging select colors of their original short Chelsea style boot on sale.
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How we chose
The Shop TODAY editors and writers searched the internet to find the best shoes for fall on sale. We combed through customer reviews and even used our own personal experiences to make shopping easier for our readers. For this story, we scoured women's fall shoe sales at dozens of retailers, comparing sneakers, fall boots, booties, flats and more options to find the bestsellers and tried-and-true editor favorites we recommend.
