Shop the best deals around on both men’s and women’s shoes.

By Rebecca Carhart
November 02, 2019
Each product we feature has been independently selected and reviewed by our editorial team. If you make a purchase using the links included, we may earn commission.
Courtesy of Nordstrom

If you’ve been on the hunt for a new pair of comfy shoes to bring on your next vacation, you’re in luck. Black Friday 2019 is just around the corner, and the biggest shopping event of the year is the perfect time to give your shoe collection a much-needed upgrade — for a fraction of the cost.  

On the big day, we expect to see thousands of pairs of comfortable shoes marked down at some of our favorite retailers like Nordstrom, Zappos, and Amazon. With so many discounts happening at once, it can feel overwhelming trying to navigate through them all, so we’ll be keeping you up-to-date on the best comfy shoe deals to score this year.

RELATED: You Don’t Have to Wait Until Cyber Monday to Shop Incredible Luggage Deals at Tumi

While we have to wait until November 29 to find out exactly what products will be marked down for Black Friday 2019, there are tons of comfortable shoe options on super sale right now — including these adorable Everlane mules that are marked down to $84 and this pair of men’s To Boot Chelsea Boots that are 40 percent off. Deals this good won’t last long, so if you want to save big on these cute and comfy shoes, we suggest adding them to your shopping cart ASAP.

Keep reading to shop 40 of our favorite comfortable shoe deals for both men and women, and be sure to bookmark this page as we continue to update it ahead of Black Friday. 

Best Deals on Women’s Flats

Courtesy of Everlane

  • Everlane The Boss Mule:, from $84 (originally $140)
  • Lucky Brand Cahill:, $56 (originally $89)
  • Evolve Dutches Flat:, $40 (originally $89)
  • Naturalizer Samantha Pointed Toe Flat:, $49 (originally $89)
  • KAANAS Amalfi Basket Weave Loafers:, $119 (originally $169)

Best Deals on Women’s Heels

Courtesy of Vionic

  • Vionic Nareen Block Heel:, $100 (originally $140)
  • Naturalizer Natalie Pump:, $45 (originally $100)
  • Everlane The Day Heel Mule:, $86 (originally $155)
  • Kate Spade New York Venus:, $86 (originally $198)
  • Soludos Tall Wedge Espadrilles:, $67 (originally $95)

Best Deals on Women’s Boots

Courtesy of Shopbop

  • Stuart Weitzman Stretch Suede Boots:, $487 (originally $695)
  • Born Uchee Knee High Boot:, $160 (originally $240)
  • Ariat Canyon Hiking Boots:, $90 (originally $100)
  • UGG Kriston Waterproof Bootie:, $130 (originally $200)
  • Sperry Schooner 3-Eye Lace-Up Canvas:, $90 (originally $100) 

Best Deals on Women’s Sneakers

Courtesy of Nordstrom

  • Dr. Scholls No Chill Sneaker:, $50 (originally $80)
  • Vionic Codie Casual Sneaker:, $100 (originally $140)
  • Ted Baker Waverdi:, $140 (originally $200)
  • Gentle Souls by Kenneth Cole Raina Wave Sneaker:, $98 (originally $245)
  • Champion Super Court Low Mono Sneaker:, $49 (originally $70)

Best Deals on Men’s Boots

Courtesy of Nordstrom

  • To Boot New York Kelley Mid Chelsea Boot:, $230 (originally $395)
  • Palladium Pallabrousse TX:, $81 (originally $90)​​​​​​​
  • Skechers Relment Pelmo Chukka Waterproof Boot:, $50 (originally $80)
  • Salvatore Ferragamo Teodoro Chukka Boot:, $348 (originally $695)​​​​​​​
  • Ecco Vitrus I Wingtip Boot:, $189 (originally $275)

Best Deals on Men’s Sneakers

Courtesy of Nordstrom

  • Under Armour HOVR SLK JTNW Sneaker:, $55 (originally $110)
  • Nike Air Max 270 React Sneaker:, $110 (originally $150)
  • Reebok Lifestyle Classic Nylon:, $55 (originally $65)
  • New Balance 510v4 Cushioning Trail Running Shoe:, $52 (originally $70)
  • New Balance Classics MS584AV2:, $68 (originally $90)

Best Deals on Men’s Casual Shoes

Courtesy of Nordstrom

  • Polo Ralph Lauren Deck 100 Boat Shoe:, $84 (originally $125)​​​​​​​
  • Vionic Lono Lace Up Sneaker:, $100 (originally $150)
  • Cole Haan GrandPro Low Top Sneaker:, $75 (originally $150)​​​​​​​
  • Lacoste Fairlead 119 1 CMA:, $67 (originally $95)
  • Marc Joseph New York Wall Street Driving Shoe:, from $125 (originally $195)

Best Deals on Men’s Dress Shoes 

Courtesy of Zappos

  • Florsheim Oval Venetian Driver:, $70 (originally $100)​​​​​​​
  • Mezlan Landa Bit Loafer:, $190 (originally $295)
  • Cole Haan Kneeland Plain Cap Toe Oxford:, $210 (originally $300)
  • Johnston & Murphy Bartlett Cap Toe Derby:, $110 (originally $159)
  • Stacy Adams Dickinson Cap-Toe Lace-Up Oxford:, $70 (originally $95)