10 Best Comfortable 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

• 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

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

Skechers

• Memory Foam Footbed
• Relaxed Fit

Skechers

• 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

• Durable and Functional: Smooth and easy to clean faux leather upper in a classic oxford silhouette. Traditional lacing with a padded collar and tongue provide an easy and secure wearing.
• Comfort: Dual Comfort footbed features memory foam and EVA layers for assured all day comfort, ideal for working in hospital, restaurant, and kitchen environments.
• Outsole: Truecontrol Mark ll slip-resistant, non-marking, oil and abrasion resistant.
• Perfect Fit: The lace-up style allows for a customized fit sure to be comfortable.
• Value: Nunn Bush is highly regarded as a premier footwear brand by providing the best value, quality and style in men's footwear since 1912.

Nunn Bush

• 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

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

Clarks

• Cole Haan was founded on the principles of providing elegantly innovative footwear resulting in sophisticated shoes with a sneaker-like feel
• This oxford is no exception and has been expertly crafted in a ruggedly handsome materials that pair just as well with chinos and a sweater for work or denim and a flannel on the weekend
• Built with our Grand's technology in the outsole for all-day comfort and energy return

Cole Haan