Our top picks in the most comfortable women's casual shoes. Every shoe has been chosen for its combination of foot cushioning support, all-day comfort and durable style. Many of these shoes can be dressed up or down depending on the occasion. Ideal for travel or long errand days. All shoes are available in a variety of colors and sizes.
All Casual shoes can be purchased online with free shipping through our recommended suppliers Zappos and Shoebuy. Just click on the text links below each shoe.
Unbelievable comfort, featuring heels precisely designed for natural balance and support. Naot footpads possess a supportive anatomical structure that encourages a natural and correct posture. Shock absorbent footpad also absorbs perspiration.
Chic ankle bootie in soft nappa leather by Luxury comfort brand taryn Rose. Dual goring for a great fit. Poron® padded footbed. Leather lining. Flexible rubber sole. Made in Italy. Well worth the extra expense!
A modern, yet vintage, mary-jane that ensures all day comfort and support. Quality leather upper for long lasting wear. Padded footbed and heel collar for added comfort. A great travel shoe! Also in Black.
A sophisticated comfort posture-enhancing clog. Rich colors in a luscious patina. Large adjustable metal buckles and a clean center seam. Classic Earth comfort with a fully cushioned leather insole.
Designed for rugged comfort and good looks, this mary jane is made to stand out. Waterproof nubuck leather upper. Stretch instep strap. Soft canvas lining. Low profile natural rubber and cork outsole. Many other colors!
A classic looking mary jane offers the ultimate in casual comfort. Uppers made of leather. Super soft insoles cradle the foot. Shock-point heel provides extra comfort and support. Great everyday and travel shoes. Available in many colors.
For a day of sight-seeing or long walks on a rugged trail, the Aquarius will take you there! Removable Memory Foam footbed for major, all-day comfort. Crisscross straps. Eco-friendly partially recycled rubber outsole. Hook and loop closure. Available in a range of cute colors.
The Soho lace-up offers refined style and unsurpassed handcrafted quality. Anatomical heel cup cradles and supports the foot while increasing stability. Anatomical footbed provides flexibility and maximum shock absorption. An all-day comfort shoe available in a range of colors.
A stylish, Mary-Jane inspired shoe. Negative Heel® Technology for natural body alignment. Hand-sewn construction with superior flexibility and comfort. Soft arch contoured foot-bed that blends with foot shape. Available in several colors and wide sizes.
An all terrain Mary Jane for women on-the-move. The J-41 Hanna offers superior traction, durability and comfort. Featuring ridged rubber soles, fast drying, water resistant materials and extra cushioning for superior support. Other colors available.
Stylish, versatile flats from Naturalizer. Smooth matte or patterened leather uppers, rounded toe and a stitched collar. Cushioned comfort insole with ventilated arch support. Available in various colors and wide sizing.
A stylish and rugged comfort shoe by Keen. Laser cut detailing. Slip-on design with an adjustable instep strap. Leather lining and footbed cover. Compression molded EVA midsole. Rubber outsole for durability and traction. More colors available.
This ‘Fresh’ mary jane is made with quality, tumbled grain leather uppers. An adjustable instep strap allows for a personalized fit. Full leather lining wicks away moisture to keep feet cool and dry. Removable cork-latex footbed gives you all day comfort. Also in Brown.
