This guide gives clear, helpful tips on how to make your shoes look like you spent a lot of money on them, even if you didn’t. Most of these combinations are work shoes, so you’ll probably wear them all day and night. Because of this, comfort gets more attention.
Another important part of this list is how long the shoes last. Some shoes look cheap and feel good, but the materials or craftsmanship are so bad that they fall apart after a few months. This guide is a great place to find good shoes that won’t break the bank for a working man.
Stacy Adams Dickinson Shoes for Men
This company has been making high-quality, affordable shoes for over a hundred years, which is a strong sign of the product’s quality. Stacy Adams is best known as a brand that is on trend and cheap. These Dickinson cap-toe shoes made a list because they look great and have great customer reviews.
- Imported materials made of leather
- Artificial sole
- Brogue trims with holes and lacing with no eyelets
- Memory foam insole that is fully cushioned
Bostonian Bolton Dress Slip-On Shoes for Men
Slip-ons aren’t for everyone. For one thing, they look and feel like fancy slippers, which is exactly what they are. Also, depending on your job or the event you’re going to, they may not go with the rest of your outfit.
Some suits do not take a slip-on! Still, this is a gorgeous shoe with smooth lines and high-quality parts. The full-grain leather upper, elasticized goring, padded collar, and shock-absorbing footbed shows that comfort was a top priority. This is not always the case with dress shoes.
- Imported leather Sole made of plastic
- With a square toe and double-needle stitching,
- Elastic goring at the entrance
Madden Men’s Trace Slip-On
Since its beginnings as a country house shoe made in London in the middle of the 19th century, loafers and slip-ons have proven to be a good choice for men who want more shoes than just lace-ups. This couple of Maddens is a fantastic pick if you like slip-on shoes or want to try something new. They have a square toe and two elastic gorings to make them comfortable.
- Synthetic
- Manufactured in America or Import
- Slip-on Venetian shoes with criss cross stitching and a synthetic sole.
- Bike toe
- Added extra support
- Dual goring at the tongue
Dockers Men’s Gordon Cap-Toe Oxford
Indeed, Dockers isn’t usually thought of as a fashion-forward or even fashion-conscious brand. Dockers’ pants make men look nice and clean but never look stylish. Still, this pair of Docker cap-toe Oxfords would look good in almost anyone’s closet, no matter how stylish they are.
I already like the look of cap-toe Oxfords and own several pairs. Dockers get it right in this case, no matter what else you might say about them. The stitching is simple and stylish, and the shape is clean and traditional.
Not only do these shoes look good, but they are also very comfortable. The moisture-wicking endometrium keeps your feet dry, and the lightweight, flexible midsole is great for people who are always on their feet. This nice pair of work or dress shoes won’t break the bank.
- Leather
- Imported
- Rubber sole
- The heel measures approximately 1″
- Padded collar and cap toe.
Rockport’s Men’s Style Purpose Wing Tip Oxford
If you don’t have a better word, you could say that wingtips look square. Some people might not like how classic wing-tip Oxfords look, so this update is timely and welcome. This shoe’s slim and clean shape shows that it was made with style in mind, while the wing-tip detail and stitching keep stuff classic.
One of the best things about this pair is how comfortable they are. This is the main reason why they are in this guide. Adidas made the EVA cushioning in these shoes, a unique feature that makes them a great mix of fashion and comfort.
- Imported things
- Artificial sole
- Genuine leather
- Sole made of lightweight EVA-foam
- Moisture-wicking, odor-resistant Dewix lining
Florsheim Men’s Single Monk Montinaro Oxford
Florsheim makes some very nice shoes. I have sets of Florsheim shoes for work and casual wear in my closet. This pair of cap-toe shoes are different and a bit more trendy than most in this guide.
This shoe’s sleek, narrow shape makes it hard to call it a cap toe, let alone an Oxford. With the metal buckles, it becomes a unique and very good-looking shoe. The construction is high-quality, with full-grain leather linings, a breathable leather insole, and a fully padded footbed.
- Imported 100% leather Sole made of plastic
- Heel measures about 1″
- Full leather uppers
- Flexible sole
- Memory foam insoles
Steve Madden Men’s Jamyson Oxford
These Steve Madden Jamison Oxfords and the Florsheim Monk Oxfords are the most fashionable parts of this guide. Since the company was started in 1990 in Brooklyn, Madden shoes have also aggressively moved fashion forward. Soon after, Steve Madden’s focus on “now-ness” got a lot of praise.
- Leather
- Imported
- Synthetic sole
- Hand burnished
Cole Haan Men’s Lenox Hill Cap Oxford
Cole Haan was started in the 1920s by Trafton Cole and Eddie Haan. It was one of the first modern American artisanal design houses and has since become a well-known brand worldwide. This pair of shoes is my favorite, and I wear a pair of Cole Haan cap toes at least once a week.
They look good with both a suit and jeans, they last forever, and you can wear them all day, even if you’re on their feet like I am. The only thing to think about when purchasing Cole Haans is the exact color of the leather, which varies a bit from shoe to shoe. It’s small, and these shoes’ rich brown color always looks good.
- Genuine leather
- Imported materials
- Heel measures about 1.25″.
- We stacked the heels and stitched them in the same color.
Calvin Klein Men’s Brodie Oxford
This pair of stylish Oxfords is a steal at this price. When it comes to style and price, Calvin Klein Brodies are indeed very hard to beat. Because the toe is longer and narrower, they don’t look like Oxfords. Instead, they look more like monk straps but without the strap. But because of how the laces are made, they are called Oxfords.
- Leather from abroad Sole made of plastic
- Heel measures about 1″.
- Smooth leather upper Padded footbed
Clarks Men’s Tilden Walk Oxford
The best Oxfords on our list are these by Clarks. They look great, are made well, and are very affordable. I like Clarks desert boots because they seem to last forever and remain comfortable, and all these dress shoes are the same way.
The style is classic without being stuffy or old-fashioned. Wear these with a dark wool suit, pants, sports coat, or favorite worn-in jeans. These Clarks win the prize for being long-lasting, classic, simple, and affordable.
- Imported leather materials
- Synthetic bottom
- Uppers made of breathable leather
- Finely ribbed rubber sole for comfort and traction
- Elastic side gores provide a snug but flexible fit