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The Most Comfortable Dress Shoes for Men

Updated on October 11, 2012

There are several shoe companies that make comfortable dress shoes for men -- shoes that you can stand in all day. These shoes are made of quality materials and share several other similar characteristics.

Comfort Features: What to Look for in Men's Dress Shoes

The most comfortable dress shoes for men have these features:

  • Breathable Materials - the most comfortable shoes will have an insole and lining that is made of a material that helps wick away moisture.
  • Roomy Forefoot and Toe-box - shoes should be wide enough to accommodate the forefoot and toes. Cramped toes can lead to discomfort and a variety of ailments.
  • Cushioning - Cushioning between the sole and the insole helps absorb shock and will put less stress on the feet. Some manufacturer's have their own patented technology; select Cole Haan dress shoes feature Nike Air Technology.
  • Sturdy Sole - Soles are often made of leather, split-leather with rubber grips, or latex.

The Most Comfortable Dress Shoes - Brands and Styles

The following selection of men's dress shoes are highly rated for comfort, quality, and styling. The manufacturer's provide a well-made shoe that is both comfortable and fashionable. All of them have breathable leather uppers, a breathable insole, and provide exceptional comfort.

Cole Haan Dress Shoes for Men

Cole Haan Nike Air Pinch Tassel Dress Shoe
Cole Haan Nike Air Pinch Tassel Dress Shoe

Cole Haan Dress Shoes with Nike Air Technology

Cole Haan makes a variety of different well-made comfortable shoes for men. Some with the added comfort of Nike Air. This Nike Air Technology that is added to the mid-sole of the shoe provides shock absorption and additional comfort.

Johnston & Murphy Dress Shoes

Johnston & Murphy has been in the shoe making business since 1850, and with good reason; they've been consistently making exceptional quality shoes for over 150 years.

The company has provided footwear for United States Presidents... We are proud to say that we've made shoes for every president since 1850. President Ronald Reagan wore a Johnston & Murphy black cap-toe oxford, while President Barak Obama wears the Runnoff Lace Up Oxford.

A selection of the shoes that Johnston and Murphy sells are made in the U.S.A. The Georgetown II Cap-toe is made in the U.S.A. with the finest calfskins from Europe and features a Good Year welt construction.

For maximum comfort and fit, Johnston and Murphy offers a Custom Select option. These shoes are custom made to your exact specifications by skilled craftsmen in their Nashville, Tennessee location.

Johnston and Murphy Aldrich
Johnston and Murphy Aldrich

Allen Edmonds Dress Shoes for Men

Allen Edmonds shoe company has been around since 1922. Currently, a majority of their shoes are Made in the U.S.A, while a select few are made in Italy.

Their commitment to excellence makes them one of the leading shoe makers for men's dress shoes. Allen Edmonds shoes are worth the higher price tag because they are made of quality materials and designed to last for many years.

For a perfect fit, Allen Edmonds suggests visiting one of their retail stores where an Allen Edmonds Master Fitter can assist you with getting the best fitting shoes.

Allen Edmunds Fifth Avenue
Allen Edmunds Fifth Avenue

Mephisto: The Best Dress Shoes for Men

Mephisto is well known for making quality dress and casual shoes for men and women. Their shoes feature the finest leather uppers, leather padded insoles, shock absorbing SOFT-AIR mid-soles, and latex rubber out-soles.

If you're looking for an extremely comfortable shoe for all day wear, whether it be standing all day, or walking on hard concrete floors, the Mephisto dress shoe is worth the seemingly high price tag. Mephisto shoes are worth the price.

The Mephisto Gunter and Igor are highly rated for comfort.

Mephisto Men's Gunter Lace-Up Dress Shoe
Mephisto Men's Gunter Lace-Up Dress Shoe
Rockport Maccullum Oxford
Rockport Maccullum Oxford

Rockport Dress Shoes for Men

Rockport makes a wide variety of comfort shoes, some of which are appropriate for dress wear. These dress shoes feature leather uppers, a padded collar and tongue, cushioned insoles, and durable polyurethane soles that help prevent foot fatigue.

Many of their dress shoes for men feature adidas adiPRENE for shock absorption and additional comfort.

The nice thing about Rockport shoes is that they are reasonably priced (usually under $150) but quality-wise and comfort-wise they do not compare to the likes of Mephisto and Allen Edmunds.

Rockport Men's Maccullum Oxford- Black-8 M
Rockport Men's Maccullum Oxford- Black-8 M
The Maccullum by Rockport features adidas's adiPRENE footbed technology.
 

Florsheim Dress Shoes for Men

Since 1892, Florsheim has been making quality dress shoes for men. These shoes are available in a wide ranges of sizes and come in various widths.

Many Florsheim dress shoes feature a Florsheim Comfortech® insole. This comfortable insole provides maximum shock absorption which reduces stress on the feet and knees - keeping you comfortable!

The Florsheim Riva dress shoe has the Comfortech® insole which makes it a good shoe for standing in all day, even on hard concrete flooring.

Florsheim Riva - comfortable dress shoes for men
Florsheim Riva - comfortable dress shoes for men

The Florsheim Riva Dress Shoe

Florsheim Men's, Riva Poly Slip-On Black 10.5 D
Florsheim Men's, Riva Poly Slip-On Black 10.5 D
One of Florsheim's most popular dress shoes for men, the Riva, features a removable leather Florsheim Comfortech® insole, a soft padded leather upper, and a light-weight sole.
 

Comfortable Dress Shoes for Men - They're Pricey!

Most dress shoes that are highly rated for comfort are higher in price. This is to be expected since more effort has been placed into the designing of the shoe and quality materials are often used. More materials added to the insole and padding of the shoe certainly drives up the manufacturer's cost of producing the shoe.

If you're unable to afford a highly rated dress shoe there are some options available. Adding cushion pads to the heels of your current shoes or adding a padded insole might help make your shoes more comfortable. But of course these items add to the overall cost of your shoes.

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