Best Comfortable Dress Shoes For Men – Top 7 Picks and Reviews 2020

We looked at the reviews online and found the best of the best using data-driven technology.

Here’s a look at the best Comfortable Dress Shoes For Men

SaleBestseller No. 1
Dr. Scholl's mens Sync Oxford, Dark Tan, 10.5 US
36 Reviews
Dr. Scholl's mens Sync Oxford, Dark Tan, 10.5 US
  • Amp up your everyday look in a versatile oxford that looks as good as it feels.
  • BE FREE Energy Technology insole with 3 distinct zones designed for maximum comfort: extra support under the toe, high-recovery foam at the ball of the foot, and dense foam cradling the heel.
  • Faux leather upper.
  • Lace-up front with wax laces.
  • Soft neoprene tongue & collar.
SaleBestseller No. 2
Cole Haan Men's Grand Tour Plain Ox Oxford Flat, Woodbury-Ivory, 10.5
  • Classic plain toe pattern on a sport inspired outsole with rich leather or suede uppers
  • Textile covered foot bed for comfort and breathability
  • Rubber pods in the heel and forefoot for traction
  • Lightweight EVA midsole cushioned with Grand OS for ultimate comfort and flexibility
SaleBestseller No. 3
Deer Stags mens Greenpoint loafers shoes, Black, 10 US
  • Slip-on loafer in faux leather featuring bicycle toe and dual-sided elastic goring at opening
  • Lightly padded insole
  • Stacked heel
SaleBestseller No. 4
Rockport mens Garett Plain Toe Oxford, Cognac, 9.5 US
  • GENUINE LEATHER: Leather upper is easy to clean and maintain, helping to extend the life of these mens casual shoes
  • SHOCK ABSORPTION: truTECH is Rockport's lightweight comfort feature that absorbs shock and provides long-lasting cushioning in the heel
  • FLEXIBLE OUTSOLE: EVA outsole provides flexible impact absorption, while mimicking your foot's natural movement for optimal comfort
  • STABLE CONSTRUCTION: Cement construction offers added stability throughout these casual shoes for men
SaleBestseller No. 5
Clarks Men's Escalade Step Slip-on Loafer- Black Leather 11.5 2E US
3,009 Reviews
Clarks Men's Escalade Step Slip-on Loafer- Black Leather 11.5 2E US
  • Easy care leather
  • Flexible sole
  • Non-marking outsole
  • breathable leather
  • comfort footbed
SaleBestseller No. 6
Clarks mens Tilden Walk oxfords shoes, Black Leather, 9.5 US
769 Reviews
Clarks mens Tilden Walk oxfords shoes, Black Leather, 9.5 US
  • Breathable leather uppers
  • Finely ribbed rubber dress sole for comfort and traction
  • Elastic side gore for snug yet flexible fit
SaleBestseller No. 7
Skechers Men's Black Flex Advantage Slip Resistant Mcallen Slip On - 13 D(M) US
1,764 Reviews
Skechers Men's Black Flex Advantage Slip Resistant Mcallen Slip On - 13 D(M) US
  • Slip-on shoe work shoe featuring mesh fabric upper and slip-resistant traction outsole
  • Elastic side gores at opening
  • Padded collar and reinforced stitched seams. Memory foam insole for cushioning
  • For medium fit it maintains medium width in the heel with a roomier toe box. For medium fit it is a bit more open interior offers a looser fit around the entire foot
  • Soft fabric shoe lining