Fall = time to get equipped for the new season. Swap the sandals and slides of summer for shoes that’ll see you through till spring. To make it simple, we’ve rounded up some of our favourite season–appropriate styles, from loafers and sneakers, to boots and brogues, all designed with comfort in mind. You’re welcome.
If you already know what you’re looking for, see all of our latest men’s styles here.
How to choose casual shoes for men
Shoes are to men what eyebrows are to women: easy to get wrong, but with the power to bring the whole look together when you get it right.
The opportunity for sartorial blunders is high and the choice out there can be overwhelming. Luckily we’re here to help.
First up, consider the occasion. Food festival? Sporting event? City break? Then think practicalities… Do you need shoes that are puddle-proof, can pass muster in the office, or cope with crowded city streets? And finally, consider your personal style and chosen silhouette, whether that’s a smart boot or a sporty sneaker.
One thing that’s certain is comfort. With all FitFlop shoes it’s a given thanks to biomechanics and thoughtful design, from arch contouring to pressure diffusion and everything in between.
So read on for our guide to buying the best casual shoes for men, and find the pair you’ll be living in till spring and beyond.
Best men’s casual shoe essentials for fall
Classic Sneakers
Essential for fall, the right sneakers can easily take you from desk to dinner. A leather pair is the last word in versatility (you can dress them up or down), while sporty-look styles are the ultimate in casual cool.
Christophe Leather Sneakers
These sneakers hit the sweet spot between smart and casual. Black leather elevates the design. On warm days team them with tapered trousers and a t-shirt, while cooler temperatures and smarter occasions call for dark denim and a fine knit.
Flexknit Sneakers
The sporty look of these sneakers gives off a relaxed vibe. Use them to give more formal slim–fit wool or cotton trousers an edge, or keep it casual with jeans.
Slip-on chic
A classic for a reason, loafers, aka slip-on shoes, are one of the best smart casual shoes for men. Versatile and easy to wear, they’ll see you through the last days of summer as the leaves and temperatures start to drop. Dress them up with chinos or keep it relaxed with denim.
Collins Leather Slip On Skate Shoes
These loafers combine street style with smarts, for a modern take on a classic design. The tan shade and supple leather add sophistication, so you can dress down with a parka jacket or pair with more traditional tailoring for a sartorial twist.
Irving Leather Loafers
Choose these loafers and they’ll quickly pay you back in cost per wear. Throw them on with smart cotton trousers and you’re fit to meet the in-laws. Wear with shorts and they’re perfect for meeting up with friends.
Best men’s business casual shoes for fall
Step into the new season in brogues and boat-style shoes. The first is a shoe classic that’s no longer confined to the office. The second is an East Coast staple that has become the go-to shoe for preppy style. Both are shoe must–haves for fall, as wearable as they are wantable, and well-suited to transitional weather.
Check out boat-style shoes and brogues.
Lawrence Men’s Leather Boat-Style Shoes
These leather boat-style shoes are nautical and nice. With slip–resistant soles and Anatomicush™ midsole technology, they’re made for all-day comfort and lend any outfit a touch of class. Go smart with turned–up chinos and a button–down shirt, or keep it low key with jeans and a sweatshirt.
Odyn Brogues
As dapper as they are comfortable, these classic brogues have hidden cushioning for a sneaker-like feel. Smart enough for the office, but equally at home in the pub/bar. Dark tan looks great with fall colours. Style with cropped trousers to show them off.
Best men’s casual boots for fall
Boots are an fall staple, but which are the pair for you? Whatever your needs and style, we’ve got the boots for you. And rest assured – at FitFlop all our boots are designed for versatility and engineered for comfort. Check out boots for yourself here.
Zackery Men’s Suede Desert Boots
Our FitFlop take on this classic design is high on style and comfort. Think slip–resistant rubber, arch contour and impact–absorbing soles. Go for chocolate and it’ll work with both navy and green.
Whatever your style and whatever your needs, at FitFlop we’ve got the best casual men’s shoes for you. Now all that’s left is to find your pair…
