Cyber Monday's Comfortable Shoe Deals Are Unheard of — Here Are the Best 77 Best Pairs for Nearly 70% Off

Shop majorly marked down running shoes, boots, slippers and sneakers from brands like Adidas, Hoka, Skechers, Merrell, and Uggs starting at just $15.

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Comfy Shoe Deals Roundup Cyber Monday Tout
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Amazon, Nordstrom, Target

From supportive sneakers to sturdy winter boots, there are tons of Cyber Monday comfortable shoe deals to shop today. Now is the best time to scoop a pair of sneakers or boots that allow you to be on your feet for hours pain free thanks to deals from retailers like Zappos, Nordstrom, Amazon, and Target.

Cyber Monday only lasts one day and marks the end of Thanksgiving and Black Friday discounts, so to save you time searching for the best deal, we’ve rounded up the top shoe deals offered by a variety of retailers. One of the best deals you'll want to check out is on the casual yet trendy Steve Madden Fenom Denim Sneakers, which are a whopping 69 percent off, ringing in at $20.

Looking for a pair of sneakers? Head to Amazon to get up to 60 percent off outdoor shoes for running, hiking, or golfing. Runners can get a pair of Adidas Men's Kaptir 2.0 running shoes for just $52 and outdoor enthusiasts can score a pair of Merrell Women's Moab 2 Vent hikers for up to 44 percent off, bringing their $110 price tag to just $62.

Zappos also has a variety of running shoes marked down like the Brooks Women’s Ghost 14 for $91 or the Hoka Men’s Bondi 7 for $128 (hurry, they're selling out fast). For boots and dress shoes, Nordstrom and Nordstrom Rack both have a huge selection of everyday and elevated shoe styles on sale like the dapper Cole Haan Men’s ZeroGrand StitchLite Oxford sneaker for half off and the Ugg Cory II Shearling Lined Boots for $80.

No matter the type of shoe you’re shopping for, these deals are proving to be some of the best of the year. Be sure to shop quickly, as there’s no telling how long the deals will last. 

Related: The 91 Best Luggage Deals That Have Leaked Early for Cyber Monday

Amazon Best Shoe Deals

Women's Natural Soul, Tia Platform Sneaker

Amazon

Head to Amazon to shop a wide selection of comfy boots, flats, sneakers, and more for more than 60 percent off. Now that colder weather is here, consider picking up a pair of cozy winter shoes like these tall Ugg boots for $75. The knee-high cut and fuzzy lining are sure to keep you warm. And if you prefer a more fashionable winter boot, snag a pair of Dr. Scholl's ankle boots for up to 43 percent off during Cyber Monday. That means these classic ankle booties in five different colors can be yours starting at $45. 

Nordstrom Best Shoe Deals

Lennox Waterproof Hiker Boot

Nordstrom

Nordstrom’s Cyber Monday sale is proving to have some of the best discounts on a range of shoes from designer sneakers to sporty running shoes. You can scoop a pair of trendy Tory Burch sneakers for as little as $131. Plus, there are tons of running shoes marked down including the Nike Air Max style for prices as low as $98 and the Adidas Solar Glides for $65.

Nordstrom Rack Best Shoe Deals

ZeroGrand StitchLite Oxford Sneaker

Nordstrom Rack

Attending a holiday party this season? Elevate your shoe game with a pair of boots, flats, and dress shoes at a sweet discount during Nordstrom Rack’s Cyber Monday sale. These flats from Baretraps usually cost $65, but with the Cyber Monday price cut, they can be yours for as little as $50. You won’t have to sacrifice comfort for style with these Oxford sneakers from Cole Haan, and they’re on sale for $100 today at 50 percent off.

Zappos Best Shoe Deals

Bondi 7

Zappos

Go-to shoe retailer Zappos comes through in full force this Cyber Monday with deals on brands like Hoka, Naturalizer, Clarks, and Skechers and discounts up to 60 percent off. Runners can get a pair of ultra plush running shoes from Hoka marked down to $128 or a more minimal, yet stable pair of Brooks for just $91. Plus, there are price slashes on comfy slip-on shoes for lounging around the house or running errands like these all-black slides for $52. And don’t miss out on the very classic Stan Smiths, which are currently on sale for $48. 

Target Best Shoe Deals

Dockers Mens Ferris Loafer Shoe

Target

Target’s Cyber Monday sale is in full swing. Check out these savings on walking and athletic sneakers like the booties from Journee for $45 and this pair of classic Reeboks sneakers for $37. Looking for a casual slip-on sneaker? These flexible slip-ons from Deer Stags are extremely comfortable and machine washable, plus they’re 50 percent off. 

Macy’s Best Shoe Deals

Davis Men's Square Chukka Boot

Macy's

From Clarks to Skechers, Macy’s is offering major markdowns on all your favorite brands for men and women this Cyber Monday. The Clarks Women's Raisie Jump flats are the perfect shoe for the office, and they’re on sale for $47. We’re also seeing discounts on heavy-duty winter shoes like these Timberland Chukka Boots for35 percent off or these Clarks lace-up shoes that are great for the office and on sale for $55.

Vionic Best Shoe Deals

ROBYN FLAT

Vionic

Shop at Vionic during its Cyber Monday sale to score a variety of shoe styles for up to 41 percent off. The footwear brand has trendy styles marked down for both men and women, including the Zinah slip-ons for $80 and the Sellah loafer on sale for $95. You can’t go wrong wearing a pair of these to work or while running errands. There are plenty of athletic sneakers discounted like the Walker Classic for 41 percent off which brings the price down to $50 (from $85). 

DSW Best Shoe Deals

SKECHERS BOBS B CUTE-NATURAL WONDER SLIP-ON SNEAKER

DSW

DSW is a hub for finding a variety of comfortable and sleek shoes for any occasion and its Cyber Monday sale rivals the best of the best shoe retailers. Snag a pair of practical and stylish Skechers Bobs Sneakers for as little as $40 or scoop timeless shoe styles like the Reebok Men’s Classic Leather Legacy AZ sneaker for $50. Shoppers can also get winter boots like these Timberland winter boots for nearly 30 percent off today, which brings the price down to $120 from $170. 

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Updated by
Taylor Fox
Taylor Fox, Commerce Updates Writer at Travel + Leisure
Taylor Fox is a Commerce Updates Writer at Travel + Leisure where she tests, researches, and writes about travel products. Taylor holds a Master’s in Geography and has been a writer and editor for over seven years.
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