The 25 Best Men’s Shoe Deals During Amazon Prime Day Start at Just $20
Men’s Journal aims to feature only the best products and services. We update when possible, but deals expire and prices can change. If you buy something via one of our links, we may earn a commission. Questions? Reach us at shop@mensjournal.com.
They say it’s hard not to be romantic about baseball. The same is true for footwear — especially when it’s on sale. Right now, the Amazon Prime Day men’s shoe deals have something to offer every man, including vacationers, adventure seekers, and those still, unfortunately, stuck at the office. Some of Amazon's best men’s shoes have been included in the sale event from fan-favorite brands like Cole Haan, Hey Dude, Keen, and dozens of others. But what’s the strategy here?
When Men’s Journal first shopped the sale in search of the best options, it became clear how easy it is to get lost in endless scrolling, even with the product filters. Instead, target what you want based on these categories: sandals, running shoes, casual shoes, boots, and dress shoes. MJ went a step further and pulled out all the best men’s shoe deals we could find during the Amazon Prime Day event so you can spend extra time browsing for a new pair of shades or a watch to complement your new kicks. Here’s what we found:
Amazon Deals on Men’s Sandals
Reef Phantoms Flip-Flop, $30 (was $40)
A great casual sandal, the Reef Men’s Phantom Flip-Flop is the epitome of “throw it on and go.” Made of lightweight foam and rubber with a slightly defined arch, this summer sandal is a great option for the beach, backyard barbecues, or everyday schlepping at a fair price.
Keen Solr Sandal, $91 (was $130)
The SOLR Sandal from Keen is a favorite among fishermen, boaters, and waterfall hikers. And it’s no surprise — the name of the sandal comes from the words “sea,” “ocean,” “lake,” and “river.” Made in the US, these sandals were designed to tackle any body of water and the environment surrounding it. They’re even machine washable.
Bronax Pillow Slippers, $24 (was $36)
As silly as they might appear, the Bronax Pillow Slippers have been scorching hot sellers on Amazon. Used as an inside-only shoe, a being-in-the-yard shoe, and for whatever else, these ultra-lightweight, unisex sandals have garnered over 36,000 mostly five-star ratings. Grab a pair for your spouse as well for extra brownie points.
Adidas Adissage Slides Sandals, $27 (was $32)
For those who have been wearing the same pair of these since 2002, they’re on sale for $22. Not to say it’s the same pair from 23 years ago that you bought at Sears, but it’s best to update these every so often. You don’t have to hang on any longer.
Rockport Darwyn Xband Slide Sandal, $59 (was $80)
Sometimes dressier sandals are required for beach weddings or summer lunch dates at restaurants where flip-flops won’t cut it. These are, by far, the nicest-looking men’s leather sandals available on sale during Amazon Prime Day. They use a cross-strap design to securely cradle the foot atop a cushioned footbed and shock-absorbing sole.
Amazon Deals on Men’s Running Shoes
Saucony Tempus Running Shoe, $106 (was $160)
Chunky-sole running shoes are a huge thing right now, and feet couldn’t be happier. The Saucony Tempus employs a double foam sole that adds more shock absorption and promotes bounce mid-gate. This also means lighter shoes — under 9 oz., to be exact.
Asics Gel-Venture 8 Running Shoes, $40 (was $70)
One of the most trusted brands in running, Asics is offering the Gel-Venture 8 for $40 in several color options. The Gel-Venture 8 is a fantastic neutral runner that’s fit for most foot types and offers durable upper construction to help prevent blisters. This is one of the best values to find among men’s running shoes during Prime Day.
New Balance Fresh Foam 680 V7 Running Shoe, $46 (was $80)
A fresh take on the clunky New Balance icons, the Fresh Foam 680v7 transposes the brand’s comfort expectations into a shoe fit for the modern runner. A mesh upper allows for optimal ventilation while a molded rubber sole provides extra traction with each step.
New Balance Fresh Foam X Hierro V7 Trail Running Shoe, $90 (was $140)
New Balance has taken over Amazon Prime Day with perhaps the widest selection of men’s running shoe styles and colors to get for less. That includes the Fresh Foam X Hierro V7. This trail running shoe offers as much ventilation as the classic New Balance running shoes but it’s built on a Vibram rubber sole to tough it out against rocks, sand, and nature at large. We wholeheartedly recommend making this your everyday walking shoe because it’s just so cool looking.
Salomon Speedcross 5 Trail Running Shoe, $104 (was $140)
For a more technical running shoe, Salomon is setting the pace during Prime Day. The brand’s hype isn’t just due to fashion trends, the products speak for themselves. This Salomon trail runner is a few spikes shy of being cleats — the traction is insane. The brand designed the sole of this shoe with deep-cut lugs that tear into soft earth but have the strength to handle the messiest terrain.
Amazon Deals on Men’s Casual Sneakers
Hey Dude Men’s Wally Funk, $46 (was $60)
The Hey Dude brand has exploded in the last 18 months; seeing the shoes in public is slowly becoming Allbirds-type common. But unlike Allbirds, they’re a fraction of the price. The Wally Funk is one of the most recognizable styles with its open-lace, moc toe style. If you’re part of the crowd who’s been dying to try after seeing them everywhere, pull the trigger at this price. If you’re the one wearing them, it’s time for a fifth pair.
Reebok Classic Leather Sneaker, $56 (was $80)
Another icon, the Reebok Classic Leather is a mainstay in many guys’ sneaker rotations. While nice looking when they’re beaten up, a fresh white pair makes a bold statement, especially in the summer. Sizes usually sell out quickly, so this is one to grab up front.
Adidas Swift Running Shoe, $53 (was $95)
Though a running shoe design, this makes for a no-brainer, breezy pair of summer walking shoes. This flexible sock-type shoe has a mesh upper that’s a great ventilator, perfect for being in the sun for long stretches. They run a little big — don’t be afraid to order a half-size down.
Sperry Top-Sider Leeward 2 Eye Boat Shoe, $51 (was $110)
Boat shoes, as well as the Sperry brand, are synonymous with summer footwear. Right now, Sperry is cornering the men’s boat shoe deals during Prime Day with the Leeward 2 boat shoe. This classic tan leather boat shoe gets more comfortable as it’s worn, molding to the outer contours of your feet.
Crocs LiteRide 360 Clogs, $26 (was $60)
How about some Crocs that look like they’re designed for adults? Though that might sound like an oxymoron, the Crocs LiteRide 260 Clogs are far more subdued and look dangerously comfortable. Like the classics, these weigh next to nothing and are very easy to clean. They run big, so make sure to order a size down if you’re between sizes.
Amazon Deals on Men’s Boots
Timberland Men’s Lincoln Peak Waterproof Hiking Boots, $73 (was $115)
Though summer may not be boot season, it’s boot season all year on the trails. Hikers: Use Prime Day to replace your hiking boots. The Timberland Lincoln Peak Hiking Boot is an unexpected powerhouse of a hiking boot in a sea of specialty brands. With an ideal ankle-height shaft, a thoroughly treaded sole, and waterproof fabric, this is a super-value pick that leaves feet happy after hours on foot.
Florsheim Chalet Cap Toe Boot, $81 (was $135)
Florsheim shoes have been worn by men for generations and are renowned as a go-to footwear staple. That includes the Chalet Cap Toe Boot. This classic brown inside-zip boot could turn into a four-time-per-week shoe for offices with a business casual dress code and will keep feet happy with an Ortholite insole. Pair them up with either blue or black slim-fit jeans.
Timberland PRO Wedge Sole 6" Boot, from $94 (was $125)
For a more rugged look this flannel season, try a wedge sole boot. Though popularized by brands like Redwing as a workboot, Timberland is offering its take on the men's footwear classic for a fraction of the cost that’s perfect for the sake of style. For those hesitating about the price tag of similar products, this is your chance to take a test drive.
Steve Madden Highline Chelsea Boot, from $60 (was $100)
Chelsea boots are fun to wear and easy to style. During the 2023 Amazon Prime Day sale, the Steve Madden Highline is a steal at only $60. This classic style comes in black, sand, and taupe suede and features an almond-shaped toe that isn’t too round or pointy — just the right shape. For those hard-to-fit guys, Steve made this boot ranging from sizes US 7-17.
Wolverine Floorhand Waterproof 6" Steel Toe Work Boot, $86 (was $125)
The price of men’s work boots sometimes reflects the quality, but make no mistake — there are great value boots to be found. Take this Wolverine work boot that’s on sale during Amazon Prime Day. This steel toe work boot meets the standard ATSM rating for toe cap footwear and features waterproof full-grain leather and a slip-resistant lug sole. The style also comes in extra-wide widths. For guys who tear through their work boots like paper, these will put up a respectable fight.
Amazon Deals on Men’s Dress Shoes
Cole Haan Lenox Hill Captoe Oxford, $118 (was $140)
The Cole Haan Lenox Hill is one of the brand’s core dress shoes and a fan favorite. This classic cap-toe shoe is on sale during the Amazon Prime Day event in both black and brown to satisfy your personal leather color preference. A full rubber sole provides optimal traction while the cushioned insole ensures happy arches for hours.
Vince Camuto Lamcy Dress Shoe Loafer, from $107 (was $149)
While Vince Camuto is primarily known in the women’s world, the brand’s men’s line can not be sold short with its updated traditional designs. The Lamcy Loafer is the perfect example of that. While many penny loafer styles wind up puny-looking, Vince Camuto’s Lamcy rounds out the width of the shoe with a wider outsole and sharpens the toe just a touch.
Florsheim Lexington Wingtip Loafer, $79 (was $125)
There aren’t many good formal dress shoes available during Amazon’s sale, but this loafer is beyond cool. Boasting a toe medallion, wingtip broguing, a kiltie, and tassels, the Florsheim Lexington Wingtip Loafer has it all — that’s not an exaggeration. This is the meat lover's pizza of formal shoes and is guaranteed to be a conversation piece at any wedding, gala, or cocktail party for under $100.
Bruno Marc Mesh Sneaker Oxfords, $34 (was $49)
The dress sneaker concept is exploding in popularity as a more freeing alternative to structured dress shoes. Bruno Marc, an Amazon-favorite, value-driven dress shoe brand, is dominating the Prime Day sale in this category. The Marc Mesh Sneaker Oxford is one of the best examples of this new era of workwear, and it’s on sale just in time for summer. It’s constructed of a breezy mesh oxford upper on top of a traditional sneaker sole to provide guys with the most comfort possible in traditionally stuffy situations.
FootJoy Premiere Series-Wilcox Golf Shoe, $178 (was $219)
There are dozens of cool men’s golf shoes on sale during Amazon Prime Day, but FootJoy has the most to offer, including the mixed-media Premiere-Series Wilcox Golf Shoes. These dressier cleats feature detailing throughout the waterproof leather shoe, with added Ortholite tech to help golfers stay comfortable on their feet for hours. Rocking one of these is fun, especially in the increasingly casual world of golf. Grab yours in white, black, or multicolor.