10 Best Comfortable Mens Dress Shoes of December 2025

• Wingtip oxford in leather and nubuck uppers.
• EVA midsole with rubber outsole.
• Fantastic pricepoint.
• Grand.OS comfort technology.
• Natural storm welt

Cole Haan

• Casual loafer featuring contrast stitching, padded collar, and inset pull-on tab at tongue
• Dual elastic goring
• Gel-Infused Memory Foam comfort insole

Skechers

• 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.

Dr. Scholl's Shoes

• Leather uppers
• EVA heel cup
• Foam forefoot cushioning
• Padded Collar
• Textile Lining

Rockport

• Breathable leather uppers
• Finely ribbed rubber dress sole for comfort and traction
• Elastic side gore for snug yet flexible fit

Clarks

• Genuine leather uppers
• Neoprene sock lining for maximum comfort and wearability
• High rebound cushioned footbed for exceptional comfort
• Footbed treated with Cleansport NXT: A hygienic technology that provides odor control and promotes good foot health
• Lightweight razor outsole with leather welt

Dockers

• Memory Foam Footbed
• Relaxed Fit

Skechers

• Air Cooled Memory Foam
• Classic Fit
• Air Cooled. Flexible traction outsole
• Bungee Lace
• Adjustable

Skechers

• Comfort Features: Ortholite Footbed, Smooth Fabric and PU Linings, Durable TPR Outsole
• Stretch Gore Panels for a Flexible Fit
• Premium Full Grain Leather
• Heel Height 1 inch
• Ultra-Lightweight

Clarks

• Dress casual platform that can be dressed up or down.
• Program provides customers with our most important Grand OS attributes: lightness of weight, highly flexible outsole, comfortable cushioning and a moisture wicking textile for breathability.
• Outsole designed for improved traction.

Cole Haan