As autumn approaches, it's time to update your wardrobe with the right shoes to match the season's cooler weather and elegant layers.
Whether you're heading to the office, attending a formal event, or enjoying a crisp evening out, a great pair of dress shoes will complement your outfit and keep you looking sharp. To help you navigate the myriad of options, we’ve curated a list of the 10 best autumn dress shoes for elegant men. From timeless classics to versatile designs, each shoe on this list combines style, comfort, and durability to elevate your autumn wardrobe.
1. Cole Haan Modern Classics Wingtip Oxfords - $298
Materials
- Upper: Full-grain oiled leather
- Sole: Hyper-cushioned rubber with an EVA footbed
Why We Love It
The Cole Haan Modern Classics Wingtip Oxfords are designed for the modern man who values comfort as much as style. These shoes feature a hyper-cushioned rubber sole, making them an excellent choice for all-day wear, whether you’re at the office or attending an evening event. The timeless wingtip silhouette, characterized by its intricate brogue detailing, pairs well with both suits and business casual outfits, offering versatile styling options for autumn.
Price
$298
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2. Bruno Marc Dress Oxford Shoes - $43
Materials
Upper: Leather
Sole: Slip-resistant with a cushioned latex footbed
Why We Love It
Bruno Marc Dress Oxford Shoes offer incredible value without sacrificing style. With a classic Derby design, these shoes are versatile enough for both formal and casual occasions. The latex footbed provides added cushioning for comfort, while the slip-resistant sole ensures stability during rainy autumn days. At just $43, these shoes are an affordable option for anyone looking to add a reliable pair of dress shoes to their wardrobe.
Price
$43
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3. Suit Supply Brown Derby - $349
Materials
Upper: Rich Italian calf leather
Sole: Durable Vibram outsole
Why We Love It
The Suit Supply Brown Derby is an elegant option crafted from premium Italian calf leather, ensuring luxurious quality and durability. The Vibram outsole provides superior traction, making these shoes perfect for weddings, formal events, or upscale business settings. Not only are they stylish, but their premium construction guarantees that they'll stand the test of time, making them a long-term investment for your autumn wardrobe.
Price
$349
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4. Banana Republic Mesi Leather Cap-Toe Oxford - $250
Materials
Upper: Premium leather
Sole: Firm leather sole that softens with wear
Why We Love It
For those seeking a sleek and versatile shoe, the Banana Republic Mesi Leather Cap-Toe Oxford delivers. Its clean, minimalist design is highlighted by a classic cap-toe, making it suitable for a range of occasions, from business meetings to dinner dates. The leather sole may feel firm initially but will soften and mold to your foot with wear, offering an increasingly comfortable fit over time.
Price
$250
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5. Polo Ralph Lauren Brenton Leather Wingtip - $550
Materials
Upper: Luxurious leather
Insole: Cork-filled insole that molds to your foot
Construction: Goodyear welt
Why We Love It
A symbol of timeless sophistication, the Polo Ralph Lauren Brenton Leather Wingtip is perfect for the discerning gentleman. The brogue detailing on these shoes enhances their classic appeal, while the Goodyear welt construction ensures longevity, allowing you to resolve the shoes over time. Additionally, the cork-filled insole molds to the shape of your foot, providing a custom fit that improves with wear. Though more expensive, this pair is a worthwhile investment that will last for years.
Price
$550
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6. Todd Snyder Nomad Derby Shoe - $368
Materials
Upper: Smooth suede
Sole: Flexible crepe sole
Why We Love It
The Todd Snyder Nomad Derby Shoe combines smooth suede and a crepe sole for a unique blend of style and comfort. The plain-toe design makes these shoes versatile, allowing them to pair equally well with jeans or suits. The crepe sole provides extra bounce, adding comfort to every step, making these shoes a go-to option for both casual and semi-formal occasions during the autumn months.
Price
$368
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7. G.H. Bass 1936 Logan Flat Strap Weejuns Loafer - $175
Materials
Upper: Leather
Construction: Unlined for breathability
Why We Love It
The G.H. Bass 1936 Logan Flat Strap Weejuns Loafer is a vintage-inspired penny loafer that captures the essence of classic American style. With its easy slip-on design, this shoe is perfect for men on the go who still want to maintain a polished appearance. Unlined for added breathability, these loafers are an excellent choice for transitional weather, providing comfort as temperatures fluctuate in the fall.
Price
$175
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8. Beckett Simonon Anders Split Toe Derbies - $219
Materials
Upper: Pebbled leather
Lining: Excellent leather lining for temperature regulation
Why We Love It
The Beckett Simonon Anders Split Toe Derbies are a fantastic option for men who appreciate a touch of flair in their footwear. The split-toe design adds visual interest to the shoes, while the durable pebbled leather ensures they can handle the rigors of daily wear. One standout feature is the premium leather lining, which helps regulate foot temperature, keeping you comfortable whether you’re indoors or outdoors.
Price
$219
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9. Florsheim Norwalk Wingtip Oxford - $130
Materials
Upper: Leather
Lining: Suede and leather lining
Why We Love It
The Florsheim Norwalk Wingtip Oxford offers an excellent balance between affordability and quality. Featuring a cushioned footbed and flexible sole, these shoes are comfortable straight out of the box, requiring no break-in period. The wingtip design with brogue detailing adds a touch of class to any outfit, making it a versatile choice for both formal and casual autumn occasions.
Price
$130
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10. Johnston & Murphy Kinser Plain Toe - $325
Materials
Upper: High-gloss patent leather
Insole: Cushioned insole for comfort
Why We Love It
When it comes to black-tie events and formal gatherings, the Johnston & Murphy Kinser Plain Toe is a top-tier choice. Made from high-gloss patent leather, these shoes have a sleek and sophisticated appearance that's perfect for weddings and other special occasions. The cushioned insole ensures that you won’t sacrifice comfort for style, allowing you to stay on your feet for hours without discomfort.
Price
$325
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Choosing the Right Autumn Dress Shoes
Autumn is the perfect season to upgrade your footwear with elegant and versatile dress shoes. Whether you need formal oxfords, comfortable derbies, or casual loafers, there's a style for every occasion. When selecting a pair of dress shoes, consider the materials, as leather and suede are the most common choices that offer durability and style. Look for features like cushioned footbeds and flexible soles to ensure comfort throughout the day, especially if you're wearing them for extended periods.
Materials Matter
- Leather is the gold standard for dress shoes, offering durability and a sleek appearance that only improves with time.
- Suede is a softer material that can be dressed up or down, making it a great choice for more casual settings.
- Cork insoles and Goodyear welt construction are signs of high-quality shoes that can last for years with proper care.
Comfort Is Key
Comfort is just as important as style, especially during the autumn months when you're likely to wear your shoes for longer periods. Look for shoes with cushioned footbeds and flexible soles that allow for all-day wear without discomfort.
Versatility Is Essential
When investing in autumn dress shoes, it's essential to select a pair that can be worn with various outfits. Shoes like the Bruno Marc Dress Oxford or Todd Snyder Nomad Derby offer versatile styling options that can transition from casual to formal settings with ease.
Related: Milan Fashion Week’s Ugly Shoes Are Taking Over Halloween Fashion
Final Thoughts
Investing in high-quality autumn dress shoes is a surefire way to elevate your style for the season. From the luxurious Polo Ralph Lauren Brenton Leather Wingtip to the affordable yet stylish Bruno Marc Dress Oxford Shoes, there's something on this list for every budget and occasion. Consider the materials, comfort features, and versatility when choosing your next pair, and you'll have shoes that not only look great but also stand the test of time.
