mybest
Dress ShoesHelping You Find the Best
mybest
Dress ShoesHelping You Find the Best
12 Best Dress Shoes  [Tested and Reviewed]

12 Best Dress Shoes [Tested and Reviewed]

The right dress shoes can take you from the office to a party. Since you wear shoes all day, it’s worth taking the time to find a pair that’s both comfortable and fits your style. With popular brands like Clarks, Stacy Adams, and Florsheim making dress shoes, there’s a wide variety to choose from. Everyone’s feet are different, though, so how can you find the best pair for you? 

To help you decide, we gathered 12 popular pairs of dress shoes from a range of designers. We thoroughly evaluated them based on five points of comparison. Then we ranked them, so you can quickly see how each pair of shoes performed.


At mybest, we define the best dress shoes as ones that are easy to walk in, with excellent quality and durability, allowing for long-term use. They are water-resistant and breathable, so that you can wear them even on rainy days. In this guide, we’ll explain the important features to look for in a pair of dress shoes, so you can make an informed decision when making a purchase.

Last updated 03/29/2024
Eric Twardzik
Expert
Menswear Writer
Eric Twardzik

Eric Twardzik is a Boston-based writer specializing in classic menswear. His writing has appeared in Esquire, GQ, and Robb Report, among other websites and publications. He also publishes “The Search Continues,” a newsletter about substance and style at Substack.

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Takahiro Iino
Expert
Fashion Journalist
Takahiro Iino

He was born in 1967 and raised in Tokyo. After graduating from university, he worked for a major corporation but switched careers in 2002 to work as a freelance fashion journalist. Iino specializes in men's fashion, including, but not limited to, suits, shoes, writing tools, and cologne. He also works as a lecturer at a fashion school and has written many books on clothing. Some of his works include: "Men's Shoes: How to Choose from the First Step" (Asahi News Publishing), "Men's Clothing: How to Choose Clothes That Fit" (Asahi News Publishing), and "How to Take Care of Your Shoes" (Ikeda Shoten Publishing).

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Katsutoshi Kimura
Expert
Certified Advanced ShoeFitter
Katsutoshi Kimura

As secretary-general of the Foot, Footwear, and Health Association (FHA), Katsutoshi is deeply involved in conducting shoefitter training courses and lectures to the general public and handling media inquiries. Affiliations: - Japanese Society of Shoe Medicine, Member - IVO (International Pedorthic Association) Japan, Director - Foot Guardians, Director - Foot Education Research Group, Member

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Masakazu Furukawa
Guide
Content Manager at mybest
Masakazu Furukawa

Masakazu Furukawa has been involved in the creation of over 5,000 articles across a broad range of categories, including everyday essentials, healthcare products, home appliances, financial services, and luxury goods. Currently, he oversees content in the Home Improvement and Everyday Essentials teams. With the aim of "providing choices that everyone feels good about making," he is dedicated to guiding teams and producing content.

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How We Tested the Products

We gathered the 12 bestselling Dress Shoes and put them through rigorous testing.
  1. Ease of Walking

    1
    Ease of Walking

    We set the standard for dress shoes that are easy to walk in, as users still feel comfortable after wearing them for a whole day.

  2. Shoe Quality

    2
    Shoe Quality

    For the craftsmanship of the dress shoes, we set the user satisfaction standard as shoes with good finishing, high-quality leather, and no inconsistent seams.

  3. Breathability

    3
    Breathability

    We set the standard for breathable dress shoes as shoes that don’t get damp inside, even when you wear them all day.

  4. Durability

    4
    Durability

    For high durability, we set the standard for user satisfaction as dress shoes that can be worn for more than one year.

  5. Waterproof Level

    5
    Waterproof Level

    For dress shoes with high water resistance, we set the standard that would satisfy users, as even if these shoes are rained on lightly, your socks inside will not get wet.

All product tests
were conducted in-house at mybest

Company Facility
The expert oversees the Buying Guide only, and does not determine the products and services featured.The mybest team independently conducts its own tests to rank products.

Table of Contents

Which Dress Shoes Are Best for Each Occasion?

The right pair of dress shoes depends on the occasion. Some settings and events are formal, while others are casual. We’ll explore which dress shoes are best for each below.

In Formal Settings, Plain Toe or Cap Toe Dress Shoes With Closed Lacing Are Most Suitable

In Formal Settings, Plain Toe or Cap Toe Dress Shoes With Closed Lacing Are Most Suitable

Attending funerals or appearing in court are formal occasions that require wearing a suit. Your dress shoes should match the formality of your attire. But before making a purchase, it’s important to know the parts of a dress shoe, so you can evaluate what style appeals to you. 


The top of the shoe, separate from the sole, is called the vamp. It typically includes the toe cap at the front of the shoe and the mid-section, which can include laces or l straps, depending on the design. The back section of the top part of the shoe is known as the quarter.


For formal occasions, we recommend leather shoes that complement your suit, with closed lacing and plain toe or cap toe. Closed lacing looks more formal, and the simple design of plain toes or cap toes goes well with suits.

Eric Twardzik
Menswear Writer
Eric Twardzik

On the other hand, open-laced shoes such as derbies would be appropriate in business-casual settings like going to the office or attending parties. These shoes feature laces that are more casual than those with closed lacing. Additionally, eye-catching designs like brogues, which can include wingtips, can also work in a business-casual atmosphere.

What Dress Shoes Fit My Feet?

Check Both Foot Length and Width

Check Both Foot Length and Width

Shoes that don’t fit your feet correctly can make it challenging to walk, let alone dance. When choosing dress shoes, it's important to make sure they match the length and circumference of your feet. Be sure to measure the length of your feet, from the big toe to the heel and also the circumference of your foot at its widest point with a tape measure or ruler. From the bulge of the base of the thumb to the bulge of the base of the little finger should be considered.


Shoe widths range from narrow to wide (AAA to EEE.) Since dress shoes are made differently than sneakers, they can stretch over time. And just as clothing sizes can vary by designer and make, so can shoe sizes. That’s why it’s important to measure your foot length and circumference, consult online sizing charts before buying, and reach out to customer service to help prevent sizing errors.

Takahiro Iino
Fashion Journalist
Takahiro Iino

If you just buy the same size in dress shoes that you wear in sneakers, your new shoes might not fit correctly or could get damaged. 


If you're planning on buying expensive leather shoes and you are not sure about your size, I recommend you visit a shoe store and have a professional measure your feet.

How to Choose Dress Shoes

Here are the points to keep in mind when choosing the best Dress Shoes.

1

We Recommend Darrow PL Men’s From Mark Joseph for Office Casual Wear

When choosing dress shoes, it's important to consider comfort, construction of the shoe, breathability, durability, and water resistance. The top dress shoe we recommend is Darrow PL Men's by Mark Joseph. We’ll explain why these shoes topped our list below.

The Sole and Leather Are Soft and Comfortable to Wear Long-Term

The Sole and Leather Are Soft and Comfortable to Wear Long-Term

Among the dress shoes we tested, the Darrow PL Men's shoes stood out for how comfortable they are to walk in. The sole is soft and the leather has some give, so they allow your feet to move around.


By comparison, in other dress shoes we tested, we found that hard soles transmitted the impact of the ground, tiring out our feet. In addition, shoes made of hard leather led to discomfort in the toes, soles, and arch of the foot.

Takahiro Iino
Fashion Journalist
Takahiro Iino

Wearing leather shoes does not necessarily mean they will always be comfortable, even if the soles and leather are soft.


However, if you’re used to wearing sneakers, leather shoes that cost around $200 with soft soles and leather might feel more comfortable.

The Quality of the Leather and Stitching Are High, and the Shoe Is Well-Made

The Quality of the Leather and Stitching Are High, and the Shoe Is Well-Made

The caliber of a dress shoe hinges on the quality of the leather and the construction. In that respect, the Darrow PL Men's shoes were very well-made. Not only was the finish of the highest quality, but the hand-stitched leather demonstrated a high level of craftsmanship.


If a dress shoe isn’t well-made, it could hurt your feet and make it challenging to walk. Shoes that are too narrow or short for your foot can place pressure on your toes, resulting in pain. Ill-fitting shoes can cause bunions and strain the ligaments and tendons in your feet and ankles. That’s why it’s also important to try both shoes on and make sure both the left and right shoes are the same and fit your feet correctly.

Takahiro Iino
Fashion Journalist
Takahiro Iino

If you want your dress shoes to last for a long time, you should use a shoehorn when putting them on. If the heel of a shoe collapses, it can damage the shoe. Also, when taking your shoes off, loosen the shoelaces first and tie the laces when putting them on. Just by observing these two rules, your shoes will last much longer.

The Natural Leather Is Less Likely to Get Damp Over Time

The Natural Leather Is Less Likely to Get Damp Over Time

The lining of Darrow PL Men's shoes is made of natural leather. This material is notable for its breathability and quick-drying characteristics, which prevent the shoes from trapping moisture.


We evaluated the degree of dampness after wearing each pair of dress shoes for 15 minutes. Our tester reported that in the case of Darrow PL Men’s Shoes, they hardly felt any dampness around their foot. As you often wear dress shoes for long periods of time, at work or at parties, it's important to make sure that the shoes don’t get sweaty and lead to discomfort and odor.

A Thick or Cement Insole Can Withstand Light Rain

A Thick or Cement Insole Can Withstand Light Rain

If the insole of your dress shoe is thick, even if some water seeps in from the outsole, less moisture will reach your socks. These shoes are waterproof, standing up to the equivalent of light rain during our testing. Also, with cement construction in which the upper and sole of the shoes are glued together, there are no seams on the sole, which helps prevent water from seeping into your shoes. Be careful, though, with shoes that feature the McKay stitch, a chain stitch that passes through the outsole, upper, lining, and insole of a shoe. Water can sometimes seep into the shoe from the seam between the sole and the upper.


But our top pick, Darrow PL Men's dress shoes, will serve you well during any unexpected spring showers, as they feature a thick insole and proved to be waterproof during our testing.

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12 Best Dress Shoes Ranking

Here are the best Dress Shoes we found after testing them. We ranked them after weighting each of our testing specs.
Recommended
Price Performance
Sort
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Water-resistant
Suitable For the Office
Comfortable To Walk In
High Breathability
Products
Image
mybest Score
Click to purchase
Key features
Main Score
Details
Shoe Quality
Breathability
Durability
Waterproof Level
Ease of Walking
Toe Design
Sole Material
Upper Material
Heel Height
Country of Manufacture
Manufacturing Method
Lacing System
Toe Shape
1

Marc Joseph New York

Darrow PL Men's

Marc Joseph New York Darrow PL Men's 1
4.57

Our Top Choice for a Business Casual Setting

4.50
4.50
4.50
5.00
4.61

Plain Toe

Leather, Rubber

Calf leather

1 in.

Brazil

unknown

Open Lacing

Round Toe

2

Florsheim Shoes

Flex Plain Toe Oxford14318-221

Florsheim Shoes Flex Plain Toe Oxford 1
4.14
Currently unavailable

They Can Handle Light Rain and Keep Your Feet Cool in Summer

4.00
4.67
3.50
5.00
4.10

Plain Toe

Rubber

Smooth leather

unknown

unknown

unknown

Open Lacing

Almond Toe

3

Florsheim Shoes

Florsheim Rucci Plain Toe Oxford13385-001

Florsheim Shoes Florsheim Rucci Plain Toe Oxford 1
4.08

Can Withstand Light Rain and Are Durable

4.00
4.25
4.50
5.00
3.95

Plain Toe

Rubber

Smooth leather

unknown

unknown

unknown

Open Lacing

Almond Toe

4

Dockers

Garfield Dress ShoesM36453631

Dockers Garfield Dress Shoes 1
4.06

Easy to Walk In, but Poorly Constructed

3.50
3.92
3.50
5.00
4.67

Cap Toe

Rubber

Synthetic leather

unknown

unknown

unknown

Open Lacing

Round Toe

5

C. & J. Clark Retail

ClarksWhiddon Cap

C. & J. Clark Retail Whiddon Cap 1
4.00

Highly Waterproof, Can Withstand Light Rain, but Are Difficult to Walk In

3.50
4.42
5.00
5.00
4.11

Cap Toe

TR

Leather

unknown

unknown

unknown

Open Lacing

Almond Toe

6

Dockers

Irving

Dockers Irving 1
3.96

Waterproof, but Susceptible to Humidity And Falling Apart During Summer

3.50
4.42
4.00
5.00
4.11

Plain Toe

Insole: Memory Foam

Synthetic leather

unknown

unknown

unknown

Closed Lacing

Square Toe

7

C. & J. Clark Retail

ClarksTilden Cap

C. & J. Clark Retail Tilden Cap 1
3.94

Durable and Sturdy, but Hard to Walk In

4.00
4.25
5.00
5.00
3.67

Cap Toe

Thermoplastic Elastomers

Leather

1 in.

India

unknown

Open Lacing

Square Toe

8

Goodfellow & Co

Leo Oxford Dress Shoes

Goodfellow & Co Leo Oxford Dress Shoes 1
3.91

Resists Light Rain but Uncomfortable to Walk In

3.50
3.92
4.00
5.00
4.15

Plain Toe

unknown

Faux-leather

unknown

unknown

unknown

Open Lacing

Almond Toe (Pointed toe)

9

Alfani

Faux-Leather Lace-Up Cap-Toe Dress Shoes

Alfani Faux-Leather Lace-Up Cap-Toe Dress Shoes 1
3.77

The Toe Caps Are Different Between the Left and Right Shoe

3.50
4.00
4.00
5.00
3.78

Cap Toe

Rubber

Faux-leather

1 in.

unknown

unknown

Open Lacing

Almond Toe

10

Designer Brands

Vince CamutoLyre Derby

Designer Brands Lyre Derby 1
3.72

Highly Waterproof, but Uncomfortable to Walk In

3.50
4.34
4.00
5.00
3.60

Plain Toe

Rubber

Leather

unknown

Italy

unknown

Open Lacing

Almond Toe

If you don't see the product you're looking for, you can request that it be listed.
No.1
Top Choice Dress Shoes
No.1 in Shoe Quality
No.1 in Waterproof Level

Marc Joseph New York
Darrow PL Men's

mybest Score
4.57
Shoe Quality
4.50
Breathability
4.50
Durability
4.50
Waterproof Level
5.00
Ease of Walking
4.61
Darrow PL Men's 1
Darrow PL Men's 2
Darrow PL Men's 3
Darrow PL Men's 4
Lowest price
$195.00
High Mid
Lowest price
$195.00
High Mid
Toe DesignPlain Toe
Upper MaterialCalf leather
Country of Manufacture
Brazil
Manufacturing Method
unknown

Our Top Choice for a Business Casual Setting

What we loved

  • The soles and leather are soft, making them easy to walk in
  • The shoes are well-made
  • Waterproof enough to withstand light rain

What we didn't love

  • The design of the toes isn’t appropriate for formal settings

The Darrow PL Men's dress shoes sold by Marc Joseph stand out because of their unique toe design.


These dress shoes are lined with leather, and earned high praise for their overall construction. Natural leather has better absorption and breathability than synthetic leather, and our testers rated these shoes highly for their water-resistance. One tester said, "I hardly felt any moisture throughout the entire foot." Additionally, because these shoes are made from natural materials and use less adhesive, the joints are durable, and this pair should last more than a year.


During our testing, we simulated light rain by placing our feet with the dress shoes in a water tank. We showered the shoes for 10 seconds, and the water didn’t permeate, demonstrating excellent water-resistance. Plus, the sole is cushy and the upper leather is soft, so these shoes are comfortable for walking and extended wear. We recommend this pair for parties and casual office settings alike.

Sole MaterialLeather, Rubber
Heel Height1 in.
Lacing SystemOpen Lacing
Toe ShapeRound Toe
Was this Ranking helpful?
No.2
No.1 in Breathability
No.1 in Waterproof Level

Florsheim Shoes
Flex Plain Toe Oxford14318-221

mybest Score
4.14
Shoe Quality
4.00
Breathability
4.67
Durability
3.50
Waterproof Level
5.00
Ease of Walking
4.10
Flex Plain Toe Oxford 1
Flex Plain Toe Oxford 2
Flex Plain Toe Oxford 3
Flex Plain Toe Oxford 4
Reference price
$220.00
High Mid
Reference price
$220.00
High Mid
Toe DesignPlain Toe
Upper MaterialSmooth leather
Country of Manufacture
unknown
Manufacturing Method
unknown

They Can Handle Light Rain and Keep Your Feet Cool in Summer

What we loved

  • Effective waterproofing; socks are less likely to get wet in light rain
  • Feet are less likely to get sweaty during wear

What we didn't love

  • Reinforcement stitching is not done throughout the shoe, making it less durable
  • The wide width is less suitable for people with narrow feet

The Flex Plain Toe Oxford sold by Florsheim has a classic look that is appropriate for a range of settings.

 
During our waterproof testing by spraying the shoes with water for 10 seconds, our socks stayed dry, earning this pair a high rating. Additionally, when we tested for breathability, after wearing these shoes for 15 minutes, our feet weren’t damp. So these shoes are well-suited for summer


That said, while the left and right shoes matched, the quality of the leather was not particularly high, which took away from the overall construction of the shoe. Also, even though the shoe width was standard, the lateral width was wide. That could make walking in these shoes difficult if you have narrow feet, as they can slide from side to side in the shoes. Finally, there is no reinforcement stitching between the tongue and the body of the shoe, so this option may not be as durable as other dress shoes. 

Sole MaterialRubber
Heel Heightunknown
Lacing SystemOpen Lacing
Toe ShapeAlmond Toe
No.3
No.1 in Waterproof Level

Florsheim Shoes
Florsheim Rucci Plain Toe Oxford13385-001

mybest Score
4.08
Shoe Quality
4.00
Breathability
4.25
Durability
4.50
Waterproof Level
5.00
Ease of Walking
3.95
View on Amazon
Florsheim Rucci Plain Toe Oxford 1
Lowest price
$129.95
High Mid
Toe DesignPlain Toe
Upper MaterialSmooth leather
Country of Manufacture
unknown
Manufacturing Method
unknown

Can Withstand Light Rain and Are Durable

What we loved

  • Highly waterproof, resistant to light rain
  • The lining is well-designed, so this shoe is highly durable

What we didn't love

  • The sole is somewhat difficult to walk on
  • Could feel moisture around the toes

The Rucci Plain Toe Oxford by Florsheim is advertised as combining a classic design with a contemporary touch.


When we showered these shoes for 10 seconds during testing, no water seeped into either the sole or the upper of the shoe. So these shoes would work for people who are outside a lot in changing weather conditions and locations. In addition, this shoe’s lining was firmly attached and the tongue of the shoe was thick, so this pair should last you a while.


On the other hand, while the shoes themselves are well-made, this pair lost points because the lining isn’t made of leather. In addition, because the soles were somewhat hard, our feet were susceptible to shocks from the ground and these shoes weren’t easy to walk in. Finally, after wearing the shoes for 15 minutes, we detected a slight dampness around the toes. So these likely aren’t the best dress shoes for warm weather.

Sole MaterialRubber
Heel Heightunknown
Lacing SystemOpen Lacing
Toe ShapeAlmond Toe
No.4
No.1 in Waterproof Level
No.1 in Ease of Walking

Dockers
Garfield Dress ShoesM36453631

mybest Score
4.06
Shoe Quality
3.50
Breathability
3.92
Durability
3.50
Waterproof Level
5.00
Ease of Walking
4.67
Lowest price
$49.99
Low Mid
Toe DesignCap Toe
Upper MaterialSynthetic leather
Country of Manufacture
unknown
Manufacturing Method
unknown

Easy to Walk In, but Poorly Constructed

What we loved

  • The sole is soft and easy to walk in
  • Highly waterproof, resistant to light rain

What we didn't love

  • The shoes are poorly constructed
  • The adhesion is inconsistent, and durability is low

The Garfield dress shoes sold by Dockers are touted to elevate any dress attire.


We tested the waterproofing under light rain conditions and found that no water seeped into the shoes, a definite plus. When we walked approximately 0.7 miles in these shoes, the soles were cushioned and easy to walk in.


That said, these shoes were poorly constructed, with differences between the left and right shoes and inconsistent stitching. When we wore them for 15 minutes, we felt slight dampness in the toe area, so these shoes got a low rating for breathability. Finally, the adhesion of the upper lining is uneven, so these shoes aren’t very durable and might fall apart within a year.

Sole MaterialRubber
Heel Heightunknown
Lacing SystemOpen Lacing
Toe ShapeRound Toe
No.5
No.1 in Durability
No.1 in Waterproof Level

C. & J. Clark Retail
ClarksWhiddon Cap

mybest Score
4.00
Shoe Quality
3.50
Breathability
4.42
Durability
5.00
Waterproof Level
5.00
Ease of Walking
4.11
Lowest price
$90.00
Mid
Toe DesignCap Toe
Upper MaterialLeather
Country of Manufacture
unknown
Manufacturing Method
unknown

Highly Waterproof, Can Withstand Light Rain, but Are Difficult to Walk In

What we loved

  • Highly waterproof, resistant to light rain

What we didn't love

  • The sole and skin are hard, making it difficult to walk
  • The sole is made of synthetic leather and tends to get damp

The Whiddon Cap Oxford dress shoes by Clarks stand out for their full-grain upper.


This pair performed well when we showered them for 10 seconds. They remained dry inside, earning a high rating for being waterproof. The high-quality leather upper, strong lining, and insole should last.


On the other hand, these shoes earned average marks for construction because of detectable differences between the left and right shoes. In addition, since the soles were made of synthetic material, their breathability was somewhat poor resulting in a lower rating for the prevention of dampness. Finally, the soles and leather in these shoes are hard, making them difficult to walk in. So if you walk a lot, these shoes aren’t the best choice.

Sole MaterialTR
Heel Heightunknown
Lacing SystemOpen Lacing
Toe ShapeAlmond Toe
No.6
No.1 in Waterproof Level

Dockers
Irving

mybest Score
3.96
Shoe Quality
3.50
Breathability
4.42
Durability
4.00
Waterproof Level
5.00
Ease of Walking
4.11
Lowest price
$49.95
Low Mid
Toe DesignPlain Toe
Upper MaterialSynthetic leather
Country of Manufacture
unknown
Manufacturing Method
unknown

Waterproof, but Susceptible to Humidity And Falling Apart During Summer

What we loved

  • Light rain didn’t seep inside the shoe

What we didn't love

  • Not suitable for summer wear as it tends to get damp
  • Durability is low due to the high likelihood of hydrolysis

The Irving dress shoe sold by Dockers is treated with Stain Defender and is advertised as being resistant to dirt.


These shoes performed well when we showered them for 10 seconds, simulating a light rain. The insides stayed dry, so this pair earned high marks for being waterproof.

When it came to the construction of the shoes, however, we observed a noticeable difference between the left and right shoes, resulting in lower marks. In addition, because these shoes are made of synthetic leather, they are prone to hydrolysis or deterioration when they’re exposed to high heat and humidity. So they’re unlikely to last you more than a year. Finally, we noticed some dampness in the heels after wearing these shoes for 15 minutes, so they also got low marks for breathability and aren’t well-suited to summertime wear

Sole MaterialInsole: Memory Foam
Heel Heightunknown
Lacing SystemClosed Lacing
Toe ShapeSquare Toe
No.7
No.1 in Durability
No.1 in Waterproof Level

C. & J. Clark Retail
ClarksTilden Cap

mybest Score
3.94
Shoe Quality
4.00
Breathability
4.25
Durability
5.00
Waterproof Level
5.00
Ease of Walking
3.67
Lowest price
$46.93
Low Mid
Toe DesignCap Toe
Upper MaterialLeather
Country of Manufacture
India
Manufacturing Method
unknown

Durable and Sturdy, but Hard to Walk In

What we loved

  • Sturdy and highly durable

What we didn't love

  • The fabric is tough and hard to walk in
  • Gets damp easily

The Tilden Cap dress shoes by Clarks feature a sleek design with a square cap toe.


The lining of these shoes is located where it should be, and its high reinforcement is one of the selling points of these shoes. In addition, during our testing simulating a light rain, the water did not penetrate them, giving this pair high praise for being waterproof.


That said, the construction of the shoes was just average. We also felt some dampness around the entire foot after wearing these shoes for 15 minutes, so they got low marks for breathability. Finally, because of the hardness of the leather, these shoes were painful to walk in, so they’re not suitable for long walks.

Sole MaterialThermoplastic Elastomers
Heel Height1 in.
Lacing SystemOpen Lacing
Toe Shape Square Toe
No.8
No.1 in Waterproof Level

Goodfellow & Co
Leo Oxford Dress Shoes

mybest Score
3.91
Shoe Quality
3.50
Breathability
3.92
Durability
4.00
Waterproof Level
5.00
Ease of Walking
4.15
Reference price
$35.00
Low Mid
Toe DesignPlain Toe
Upper MaterialFaux-leather
Country of Manufacture
unknown
Manufacturing Method
unknown

Resists Light Rain but Uncomfortable to Walk In

What we loved

  • The inside of the shoe likely won't get wet in light rain

What we didn't love

  • The synthetic leather is hard, making it difficult to walk
  • The sole's adhesion is weak and durability is low

The Leo Oxford Dress Shoes sold by Goodfellow & Co. are touted for their simple design, which is easy to match with any outfit.


In our waterproofing test simulating light rain, no water infiltrated the shoes, earning them high marks.


On the other hand, discrepancies in the left and right shoes as well as inconsistent sewing, led to low ratings for the shoes’ construction. Additionally, the upper is made of synthetic leather, which does not allow air to escape, so these shoes aren’t breathable. And because the reinforcing fabric inside the shoe did not extend to the toes and the sole's adhesion was unstable, these shoes weren’t designed to last. Finally, while cushioning in the heel softened some impact, the hardness of the leather could be painful in spots, so these shoes weren’t that comfortable for walking.  

Sole Materialunknown
Heel Heightunknown
Lacing SystemOpen Lacing
Toe ShapeAlmond Toe (Pointed toe)
No.9
No.1 in Waterproof Level

Alfani
Faux-Leather Lace-Up Cap-Toe Dress Shoes

mybest Score
3.77
Shoe Quality
3.50
Breathability
4.00
Durability
4.00
Waterproof Level
5.00
Ease of Walking
3.78
Lowest price
$20.99
Low
Toe DesignCap Toe
Upper MaterialFaux-leather
Country of Manufacture
unknown
Manufacturing Method
unknown

The Toe Caps Are Different Between the Left and Right Shoe

What we loved

  • The waterproofing is excellent

What we didn't love

  • The sole is somewhat hard
  • There is a difference in the construction of the left and right shoes

The Faux-Leather Lace-Up Cap-Toe Dress Shoes sold by Alfani stand out for their modern style.


These shoes performed well during our 10-second light shower test. Water did not penetrate the shoes, proving that they are waterproof. Additionally, if you use a shoehorn to put them on, and untie the shoelaces to store them, these shoes can likely last for about a year.


On the other hand, these shoes demonstrated a low level of craftsmanship, as the position of the toe cap wasn't consistent between the left and right shoe. In addition, our feet felt a bit sweaty after we wore these shoes for 15 minutes. Finally, the soles are somewhat hard, and the shoe tongue hits the foot, which makes these shoes less comfortable to walk in, so they might not be suitable for long-term wear.

Sole MaterialRubber
Heel Height1 in.
Lacing SystemOpen Lacing
Toe ShapeAlmond Toe
No.10
No.1 in Waterproof Level

Designer Brands
Vince CamutoLyre Derby

mybest Score
3.72
Shoe Quality
3.50
Breathability
4.34
Durability
4.00
Waterproof Level
5.00
Ease of Walking
3.60
Lowest price
$139.00
High Mid
Toe DesignPlain Toe
Upper MaterialLeather
Country of Manufacture
Italy
Manufacturing Method
unknown

Highly Waterproof, but Uncomfortable to Walk In

What we loved

  • Waterproof in light rain

What we didn't love

  • The left and right shoes differ, and construction quality is low
  • The leather and soles are hard, making it difficult to walk

The Lyre Derby sold by Vince Camuto is advertised as a sleek, clean-cut derby dress shoe, perfect for refined settings.


During our waterproofing test, no water seeped into these leather shoes, earning them high marks. So your socks likely won’t get wet during a light rain if you’re wearing these shoes.


On the other hand, the soles of these shoes were twisted, and we observed differences between the left and right shoes, so they got low marks for construction quality. In addition, we felt some dampness all over the foot after wearing them for 15 minutes, so these shoes also got low ratings for breathability. We estimated that these shoes would probably last about a year. Finally, when we walked about 0.7 miles on the street and stairs in these shoes, the leather and soles were hard and uncomfortable to walk in.

Sole MaterialRubber
Heel Heightunknown
Lacing SystemOpen Lacing
Toe ShapeAlmond Toe
No.11
No.1 in Waterproof Level

Stacy Adams
Tinsley Wingtip Oxford25092-240

mybest Score
3.66
Shoe Quality
3.50
Breathability
4.17
Durability
3.50
Waterproof Level
5.00
Ease of Walking
3.56
Reference price
$135.00
Toe DesignWingtip
Upper MaterialBuffalo Leather
Country of Manufacture
USA
Manufacturing Method
unknown

The Construction of the Shoes Is Subpar, and the Insoles Are Hard

What we loved

  • The waterproofing is high

What we didn't love

  • The insoles are hard and difficult to walk in
  • The difference between the height at the heel and the construction of the shoes

The Tinsley Wingtip Oxford sold by Stacy Adams is touted for its sophisticated design as a wingtip oxford.


This pair earned a high rating during the waterproofing test, as water did not seep into the shoes when we showered them with water for 10 seconds.


When it came to the quality of the construction, we noticed a difference in the up and down of the heel, and the position of the stitching. In addition, we encountered some dampness throughout the shoes when we wore them for about 15 minutes, so they scored low for breathability. And since only part of the lining is adhered to the shoe, there is a high chance of it peeling off, which resulted in disappointing durability ratings. Finally, the insole is very hard and causes some discomfort. So if you’re looking for dress shoes that are as comfortable to wear as sneakers, consider other pairs.

Sole MaterialOutsole: Non-leather, Insole: Memory Foam
Heel Heightunknown
Lacing SystemOpen Lacing
Toe ShapeAlmond Toe
No.12
No.1 in Waterproof Level

Alfani
Andrew Plain Toe Derbys

mybest Score
3.61
Shoe Quality
3.00
Breathability
3.67
Durability
4.00
Waterproof Level
5.00
Ease of Walking
4.15
Andrew Plain Toe Derbys 1
Andrew Plain Toe Derbys 2
Andrew Plain Toe Derbys 3
Andrew Plain Toe Derbys 4
Lowest price
$29.99
Low Mid
Lowest price
$29.99
Low Mid
Toe DesignPlain Toe
Upper MaterialSynthetic leather
Country of Manufacture
unknown
Manufacturing Method
unknown

The Leather Is Stiff and Shoe's Construction Is Poor, Making It Difficult to Walk

What we loved

  • There is no problem with waterproofing

What we didn't love

  • Easy to get damp from the insole
  • The leather is hard and difficult to walk in

The Andrew Plain Toe Derbys sold by Alfani is advertised as being perfect for business casual attire.


These leather shoes performed well during our waterproofing test, as they kept water out even after a 10-second shower. On the other hand, these shoes were poorly constructed, with uneven stitching and differences between the left and right shoes, resulting in low marks. Additionally, the soles are thin, so they may not withstand the impact of body weight. You likely would not be able to wear them every day for a year. These shoes also weren’t particularly breathable, as we detected some dampness after only 15 minutes of wear. Plus, the narrow width and hard leather in these shoes made them difficult to walk in for long periods of time.

Sole Materialman-made
Heel Heightunknown
Lacing SystemOpen Lacing
Toe ShapeAlmond Toe

How We Tested the Dress Shoes

Dress Shoes Evaluation

At mybest, we defined the best dress shoes as easy to walk in, well-crafted shoes that will last a long time. They are highly water-resistant and breathable so you can wear them even on rainy days.

To find the best dress shoes, we collected 12 top-selling business shoes from popular manufacturers and on platforms such as Amazon, Target, Macy's, and others. We thoroughly evaluated them based on the following five points: 


  • Ease of Walking
  • Shoe Quality

  • Breathability

  • Durability

  • Waterproof Level

Products we tested

  1. AlfaniFaux-Leather Lace-Up Cap-Toe Dress Shoes
  2. Alfani Andrew Plain Toe Derbys
  3. C. & J. Clark RetailClarksWhiddon Cap
  4. C. & J. Clark RetailClarksTilden Cap
  5. Designer BrandsVince CamutoLyre Derby
  6. DockersGarfield Dress ShoesM36453631
  7. DockersIrving
  8. Florsheim ShoesFlorsheim Rucci Plain Toe Oxford13385-001
  9. Florsheim ShoesFlex Plain Toe Oxford14318-221
  10. Goodfellow & CoLeo Oxford Dress Shoes
  11. Marc Joseph New YorkDarrow PL Men's
  12. Stacy AdamsTinsley Wingtip Oxford25092-240
1

Ease of Walking

Ease of Walking

We set the standard for dress shoes that are easy to walk in, as users still feel comfortable after wearing them for a whole day.

Scoring Method

We tested each pair of dress shoes and quantified the recommendation level for each product into scores.

Test Conditions

  • Testers: 10 males (4 Americans, 6 Japanese)

  • Distance: Approximately 0.6 miles

What We Checked

  • Is the insole too hard?

  • Does the shoe fit the foot well?

  • Is the shoe easy to walk in?

2

Shoe Quality

Shoe Quality

For the craftsmanship of the dress shoes, we set the user satisfaction standard as shoes with good finishing, high-quality leather, and no inconsistent seams.

Scoring Method

Experts examined the construction of the shoes, and scored the recommendation level for each product.

Test Conditions

  • Size: US 8

What We Checked

  • The quality of the leather

  • The difference between the left and right shoe

  • The quality of the sewing

  • Is the finish good?

3

Breathability

Breathability

We set the standard for breathable dress shoes as shoes that don’t get damp inside, even when you wear them all day.

Scoring Method

We wore the dress shoes and rated their recommendations on a scale.

Test Conditions

  • Time: 15 minutes

  • Tester: 6 Males

What We Checked

  • Are the feet getting damp and uncomfortable?

4

Durability

Durability

For high durability, we set the standard for user satisfaction as dress shoes that can be worn for more than one year.

Scoring Method

Experts checked the durability of both the left and right dress shoes. We scored the recommend ability of each product.

Test Conditions

  • Size: US 8

What We Checked

  • Are any parts of these shoes prone to breakage? Can these shoes be worn every day for about a year?

5

Waterproof Level

Waterproof Level

For dress shoes with high water resistance, we set the standard that would satisfy users, as even if these shoes are rained on lightly, your socks inside will not get wet.

Scoring Method

Wore leather shoes, placed feet into a water tank, and applied the shower to the toes for 10 seconds. Removed the socks and compared the weight before and after use. The lighter weight was scored as recommended.

Test Conditions

  • Equipment used: GlassTeria 300 (GEX), Digital Hanging Scale (GAMBARU)

  • Showering time: 10 seconds

  • Shower water volume: 11.68L/minute

  • Water level: About 1.1 inches

Top 5 Dress Shoes

No. 1: Marc Joseph New YorkDarrow PL Men's

No. 2: Florsheim ShoesFlex Plain Toe Oxford14318-221

No. 3: Florsheim ShoesFlorsheim Rucci Plain Toe Oxford13385-001

No. 4: DockersGarfield Dress ShoesM36453631

No. 5: C. & J. Clark RetailClarksWhiddon Cap

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The descriptions of each product are referenced from content available on manufacturer, brand, and e-commerce sites.

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