The Best Wingtips to Step Up Your Style Game in 2025

Always classic, always on trend. You can't go wrong with any of these wingtip shoes to up your style game.

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Perhaps one of the most popular of all dress shoes, at least as of recent, introducing the new and improved wingtips. If we’re being old-timey we may even call them ‘brogues.’ But, we’re not old-timey, so wingtips it is! These used to be one of the more traditional shoes worn to a wedding or if you were the kind of guy who always had to wear suits to work every day (gross). Today, wingtip shoes can be worn with your favorite pair of chinos, shorts, or even your jeans.

The rule is, there are no rules. Nice way to live, right? This season we’re seeing wingtips in all shades of brown, which make them a perfect choice for fall or spring and, of course, you can’t go wrong with black leather. Shop our picks for some of the best wingtips for men in 2025.

1. Allen Edmonds "Dark Chili" Oxford Wingtips

Get ready to strut your stuff in these snazzy lace-up balmoral dress shoes with fancy brogue detailing! Whether you’re rocking a dressed-up or laid-back look, these kicks bring the sharp and sleek vibes. It’s a classic fit, so just grab your regular size and get ready to turn heads!

With 360º bench welt construction, they’re built to last. The interior is lined with luxurious leather, and guess what? CustomCork™ insoles are here to mold to the unique shape of your precious feet. And the cherry on top? Dainite rubber soles for reliable traction without collecting a mountain of dirt. Walk, strut, and groove with confidence! You can also snag these in classic black and walnut brown too!

2. Ralph Lauren Classic Black Wingtips

Polo Ralph Lauren went all out for their 150th anniversary and designed some seriously swanky shoes just for the occasion! These wingtip oxfords are straight from the Italian style heavens, rocking the softest leather and a custom cork insole that’s basically a cloud for your feet.

The cork-filled insole is like a foot-hug that molds to your unique shape over time. And here’s the kicker – the Goodyear leather welt sole can be resoled forever. These shoes are the gift that keeps on giving!

3. Stacey Adams Tan Wingtip Oxford

Definitely more of a budget-friendly shoe, check out these wingtip wonders from Stacy Adams! They’re not just shoes; they’re a style sensation crafted with fabulous two-tone leather.

The leather lining brings comfort and durability to the ultimate party for your feet! And the upper is pure leather awesomeness, and the sole? Well, it’s all about that manmade groove. You can snag these in a tan/brown two-tone combo if you’re for something with a little more wow-factor.

4. Johnston & Murphy Black Wingtips

Another great option if you’re not looking to break the bank, but still want a high-quality and on-trend shoe.

These kicks are a lightweight and flexible dream that you simply can’t afford to miss.

Crafted with finesse, the full-grain leather upper boasts refined perforated detailing, turning each step into a stylish statement. The breathable leather and textile lining keep your feet cool, making these Oxfords perfect for any dance floor. Slip into superior comfort with the removable memory foam cushioned insole – it’s like a spa day for your feet!

5. Cole Haan British Tan

Lace-up action for a dynamic dance with every step. Decorative broguing at the upper because, let’s face it, details make all the difference. An extra layer of EVA midsole for comfort that feels like a foot spa on the move. Salpa welt detailing adding that extra crafty touch – because it’s all about the little things. Rubber outsole with a leather waist for durability that laughs in the face of dance floor antics.

6. Thomas & Vine Wingtip Oxfords

Let’s dive into the timeless charm of the Franklin, a wingtip oxford straight from the genius minds at Thomas & Vine. This isn’t just any shoe – it’s a classic design with a sprinkle of flair to keep things exciting!

Here’s the lowdown: Genuine leather brogue detailing adds a touch of sophistication, making each step a stylish statement. The memory foam insole is like a plush VIP section for your foot, ensuring comfort is the name of the game. And guess what? It’s also available in wide-width because inclusivity is their middle name.

If you enjoyed our picks for some of the coolest wingtips, you may want to check out our picks for some tried-and-true cologne brands, a variety of sneakers to up your footwear game, and even our picks for the top gifts for your wife this year.

Patrick Varone

Patrick is the Founder, Chief Trends Editor, and overall fun guy of Trendsicle.com since 2006 (yes, really). He used his digital expertise to create and launch BestProducts.com for Hearst Magazines in 2015, was named as one of the "Top 100 Thought Leaders" by Folio Magazine, and has contributed original content to publishers like BestProducts, Brostrick, Giftsicle, The Wine Down Report, Harper’s BAZZAR, Esquire, Cosmopolitan, Redbook, and more. He's also the published author of The Manifestation Journal. Overall, he's been writing about and reviewing products since 2014.

Tags: mens fashion 2025, shoes and boots
HUB: Lifestyle