It’s that time of the year when boots, sneakers and loafers make a fall appearance. October Prime Day is releasing hundreds of deals on fall favorites such as New Balance, Cushionaire, Dream Pairs and more. Whether you’re looking for a wardrobe refresh or are back to your fitness routine, Prime Day is the ideal sale to stock up on comfortable, everyday shoes that will take you from the office to the outdoors in style.
Below you’ll find editor-tested pairs, award-winning shoes and new designs we believe are worth adding to your shopping cart. From cozy clogs that invite afternoon strolls to elegant loafers that pair with professional attire, these are the ones making a hit this fall.
Prime Day sneaker deals
These New Balance sneakers will elevate your morning walks thanks to their cushioned footbed, heel cushioning and sturdy outsole. It’s a pair that has received hundreds of five-star ratings for its straightforward, casual design that supports your arches while providing a great fit at every step.
Whether you’re looking for a workout sneaker or a casual style, this pair will elevate your fitness routine. It features a roomier interior for women with wider feet and a cushioned footbed that will support your arches. They’re not bulky and will be easy to pack in your gym bag for a quick exercise session.
Saucony is one of my [Espinal] favorite brands for their supportive design, comfortable interior and bold aesthetics. This is for the runner who needs to elevate their mileage on Strava. The pair features a rubber outsole for great traction, a cushioning technology to support your feet at every stride and a great color selection to match your athletic attire.
This pair has been a favorite among sneakerheads for years for its anti-microbial insole, arch support, cushioned interior and roomy fit. It was dubbed the “best travel sneaker” by TikTok users and can withstand over 50,000 steps. “This shoe was amazing right from the start. It arrived just before a 2 day marathon of 35 gardens in a Statewide tour on uneven cobblestones, grass and gravel. I didn’t have one single issue. They supported my feet, were cool and comfortable and looked fresh afterwards,” mentioned one shopper.
This award-winning sneaker is another favorite among Shop TODAY editors for its versatile design, comfortable feel and wide size availability. Editor Shannon Garlin even mentioned in a previous review that she didn’t need a break-in period. “They’ve been the most comfortable shoes I’ve ever worn, since day one. No blisters; no arch pain.”
Prime Day boot deals
Ankle boots are a must-have style for the fall. They’re easy to pair wth denim, skirts and dresses, while offering that elevated look. This pair, from editor-loved brand Dream Pairs, features a timeless aesthetic and sturdy outsole to keep you comfortable all day — even during an eight-hour shift.
If you’re a loafer-type but need a bit more coverage, this pair is for you. It combines anti-odor insole technology, a cushioned footbed and arch support to help you through your day-to-day activities.
Knee-high boots are another shoe necessity for the fall season. These pair well with skirts, short dresses and casual fits that need an edgy vibe. The boots feature natural rubber that will protect you through uneven terrain and puddles — a great shoe for unexpected rain and weather changes.
This classier ankle boot is chic and comfortable — ideal for women who want to look professional yet chic after hours. They’re designed with a cushioned insole for all-day comfort, a sturdy block heel to add sophistication and a sleek square toe.
Pointed ankle boots add an extra level of chic when you are trying to upgrade your outfit. These offer a more delicate take with their kitten heels and convenient side zipper for an easy fit. They’re a versatile and glamorous design you can wear for most fall activities.
Here’s another seasonal shoe you can wear for both rainy and sunny days. Chelsea boots offer a timeless aesthetic you can pair with jeans, slacks and leggings. The wedge heel offers anti-slip performance and safety during your walks.
More women’s shoe deals to shop
Here’s a loafer that mixes comfort with a fun aesthetic — a cozy pair you will feel comfortable standing in while working at your desk. They feature a classic T-strap Mary Jane style with a cushioned interior to keep you cozy throughout your daily activities.
These slip-on mules combine elegance and comfort into one. Their office-meets-casual design will pair well with your entire fall wardrobe. With a backless silhouette and horsebit detailing, this shoe is ready for work and play.
Loafers are worn by many of our editors for their easygoing style. The slip-on yet elegant design pairs well with jeans, slacks, maxi skirts, denim dresses and more. Plus, they feature a slip-resistant outsole with wear-resistant material to keep your shoes protected even in the rain.
This pair will deliver comfort for days when you need extra coziness. It’s the perfect fall shoe with its suede material and plush insole. They feature a slip-resistant outsole for daily walks, outdoor activities and indoor wear.
Comfort, elegance and professionalism are embedded in this shoe. They have a sturdy outsole and that classic fall aesthetic that will pair with most of your autumnal pieces.
Prime Day men’s shoe deals
Looking for a casual shoe that can be worn in a professional setting? This pair combines comfort, flexibility and elegance into one — which can be worn for a dinner date too.
If you ever wonder what smart-casual means when it comes to mens shoes, this is the pair. It combines the comfort of a sneaker with the elegance of a loafer. It’s a pair you can wear day and night, for long hours without pain.
The contoured comfort, wear-resistant material and flexible construction will keep you dancing all night long. This is the perfect pair to wear during board meetings or at weddings, without sacrificing performance.
Keep it casual yet elevated with this cozy pair from Cushionaire. Its water-resistant material and cushioned footbed will help you withstand long hours of standing while commuting after work.
When is Amazon’s fall Prime Day?
Prime Big Deal Days will begin on Tuesday, Oct. 6 at 12:01 a.m. PT. and it will end Wednesday, Oct. 7 at 11:59 p.m. PT.
What deals will be available during Amazon Prime Big Deal Days?
During the two-day event, you can expect to find deals on plenty of trending finds and giftable items, from top brands like Sony, Tarte, Caraway, Play-Doh, Lego, Dyson and plenty more, Amazon says.
Amazon will be dropping new deals three times daily throughout the event, at midnight, 8 a.m. and 1 p.m. PDT. And, according to the brand, you can find over one million items at their lowest Amazon price of the year so far.
How we chose
The Shop TODAY editors and writers search the internet to find the best products, sales and collections out there. We research products, interview experts and use our own personal experiences to curate our recommendations and make shopping easier for our readers.
