10 Best Dress Shoes Under 100 of October 2025

• Oil-resistant, slip-resistant Lock Step OutsoleTM meets SATRA TM63 and TM144 standards
• In independent lab testing, our shoes beat industry average for comfort and cushioning**HeeluxeTM Occupational Shoe Research, April 2016
• Memory Foam Cool Fit and anti-compression insole
• Non-marking outsole
• Dri-Lex moisture-wicking lining and Aegis Microbe Shield control odor
• Vented sock for breathability

Dr. Scholl's Shoes

• CALVIN KLEIN is a global lifestyle brand that exemplifies bold, progressive ideals and a seductive, and often minimal, aesthetic. We seek to thrill and inspire our audience while using provocative imagery and striking designs to ignite the senses.
• STYLE AND DESIGN: A staple to any man's wardrobe, this classic tuxedo slip on is offered in a show stopping shiny patent leather and ribbon detail.
• COMFORT: Flexible construction gives you the freedom to move comfortably. Lightly cushioned foam insole for comfort and shock absorption.
• PERFECT FIT: Find the perfect fit with extended size and width offerings; large sizes 14M-16M and wide widths 7W-16W.

Calvin Klein

• 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

• Designed in USA
• Wooden Heel height: 1" (approx)
• Premium Faux Leather Lining, Latex Cushioned Footbed.
• Lace-up construction，Classic Brogue Wing Tip Design.
• Flexible and Comfort oxfords with ornamental perforated patterns.

DREAM PAIRS

• Classic slip-on with flexible goring wedge insert and layered construction
• Memory foam footbed
• If the W is before the number it's termed as Women's, if the W is after the number it's termed as Wide (Example: w7 is women, 7 w is wide)
• Shock absorbing low profile midsole

Skechers

• Kenneth cole TECHNI-COLE gel pod for added comfort at the heel
• Bike toe dress loafer

Kenneth Cole New York

• Slip-on loafer in faux leather featuring bicycle toe and dual-sided elastic goring at opening
• Lightly padded insole
• Stacked heel

Deer Stags

• Polished full grain leather uppers
• Padded collars add an extra layer of comfort
• Flexible construction for all day wear
• Accepted by the American Podiatric Medical Association for quality and effectiveness in allowing for normal foot function and promoting good foot health.
• Durable, siped rubber outsole for maximum traction on wet surfaces.

Dockers

• CALVIN KLEIN is a global lifestyle brand that exemplifies bold, progressive ideals and a seductive, and often minimal, aesthetic. We seek to thrill and inspire our audience while using provocative imagery and striking designs to ignite the senses.
• STYLE AND DESIGN: This classic dress shoe is made with soft nappa leather, a lace-up closure, derby construction, and a rounded square toe. Style with Calvin Klein suiting or embrace dress casual with a sleek denim pairing.
• COMFORT: Flexible construction gives you the freedom to move comfortably. Lightly cushioned foam insole for comfort and shock absorption.
• PERFECT FIT: Find the perfect fit with extended size and width offerings; large sizes 14M-16M and wide widths 7W-16W. This style runs true to size.

Calvin Klein

• Breathable leather
• Flexible sole
• Non-marking outsole
• Extremely lightweight
• Memory foam insole
• Lining Material - Fabric

Clarks