Some things are synonymous with specific times of the year. Think the smell of sunscreen and the first sunny day of summer. Or, the sight of fresh flowers ushering in the spring. In our opinion, the same goes for the sound of newly fallen leaves crackling underfoot with autumn. So why not kick off your fashion transformation this season with the latest kicks? We’ve put together a list of the best men’s fall shoes to get you started on the right foot. Literally.
How to Select the Best Men’s Shoe for Fall
Before we get into our favorite shoes for men’s 2022 fall fashion, let’s iron out some of the basics. For one thing, what makes a shoe, a fall shoe? How do you know which to wear to a pumpkin patch and which to save for another occasion? Our top tip is to be purposeful with color. Though styles change from year to year, there are a few color schemes that are typically associated with certain seasons. For example, spring goes hand-in-hand with preppy style pastels. In contrast, fall fashion reflects the darker, rich tones of nature during these months. Picture go-to neutrals like coal-black and mahogany brown, or moody earth shades such as pine green and burnt orange.
Once you’ve gotten your color choices down, think about the weather. In many parts of the country, autumn signals lower temps. If this is the case where you live, a fall shoe is one that will keep your feet cozy. Save the sandals and flip-flops for your next beach trip, and pull out closed-toed shoes instead. If your climate is chillier, opt for options made of weather-ready materials such as treated leather or rubber. That way, you can enjoy your favorite outdoor activities like going on a hike or playing pickup football. Feeling prepped to take a step into the best men’s shoes for fall? Let’s start with our first style recommendation: boots.
The Warmest Men’s Fall Shoes: Boots to Reboot Your Style
Quality boots are timeless staples of men’s fall shoes, so it’s no wonder they top our list. They come in a number of options to keep you stylish and warm no matter where the harvest-time takes you. Wondering what types of boots are in style this season? We’re predicting chukkas, combat, hiking and Chelsea boots as trendy 2022 fall picks. Continue reading for outfit suggestions on how to wear these bad boys.
Fall in Love with Fall Date Night in Chukka Boots
If you’re new to the world of wearing men’s boots, dip your toes into the shallows by trying a pair of chukka boots. These are ankle length, lace-up shoes and usually made of long-lasting products like leather or suede. Don’t worry if sustainable footwear is your preference, however. You can also find these men’s fall shoes made of eco-friendly leather alternatives like cork or recycled canvas. Since they’re shorter than other boots, they are an excellent choice to wear in warmer regions or the beginning of autumn.
Though these shoes work for any occasion, we like to think of them as the ultimate day-to-night footwear option. Many company dress codes allow chukkas, including business casual attire. At the office, pair them with chinos and a button-up shirt layered under a crew-neck sweater. Once you’re off the clock, swap out your sweater and try the shacket trend. Now you’re all set for a night out at a carnival or a candlelight dinner.
Men’s Fall Shoes: Combat Boots to Combat the Cold
Prefer your style on the edgier side? Then combat boots may be calling your name. These men’s fall shoes are taking 2022 by storm thanks to the resurgence of punk and 90s fashion. The classic black leather appearance paired with the lace-up look is just right for any sartorial rebel. Plus, they tend to be sturdy with a taller upper, perfect for battling the elements. Try them with distressed denim and your favorite band T-shirt. Layer with a moto jacket, and you’ll be on your way to headbanging at an underground show in no time.
If grunge is more your vibe, pay tribute to Kurt Cobain and wear a thick flannel shirt with acid-wash jeans. One more thing to consider: no matter how you wear these shoes, be sure to break them in first. Since they’re made of stiffer textiles, take a few days to wear them at home with thick socks. Once you achieve a flexible fit, you’re ready to rock.
Hit the Trails in Hiking Boots
Mild temperatures, beautiful foliage and prime campfire weather make autumn the perfect time of year for exploring nature. For the outdoorsy people out there, the best shoes for fall 2022 men’s fashion are hiking boots. Stay steady on switchbacks with a durable pair with deep treads. Look for a pair made from water-resistant materials, or buy a waterproofing agent to stay dry on the trail. You can complete the rest of your adventurer’s outfit with hiking pants, a thermal base layer and an anorak jacket. Though these rugged boots are ideal for wearing while hiking, you don’t have to limit them to the backcountry. Dip into the gorpcore trend and wear them for a city weekend partnered with a fluorescent-colored puffer, beanie and jeans. Is anyone else craving s’mores?
Men’s Shoes for Fall: Chelsea Boots
Last but certainly not least, on our list of the best boots for men’s fall fashion are Chelsea boots. If you consider yourself a trend-loving guy, these are a must for your closet. Characteristically, these shoes are ankle-height with an elastic panel on the sides which make them easy to pull on and off. Add a dapper touch to your autumn outfit by styling cognac brown Chelsea boots with cords and a cable-knit sweater. This combination will look right at home worn to a Thanksgiving celebration or other seasonal festivities. Want to go even more fashion-forward? Reach for plaid trousers and a mock neck pullover and then bundle up with a knee-length overcoat for a Y2K fashion fix. At last, you can call yourself an expert on wearing boots this fall. Time to boot, scoot and boogie to our next top category for the season: casual shoes.
Perfect Your Laid-Back Lineup with Men’s Casual Shoes for Fall
Also stepping into the men’s fall shoe arena is the ultimate casual choice—sneakers. From old-school high-tops to mod trainers, don’t let these closet essentials fall off your radar this season. What’s more, house slippers have entered the casual shoe chat. Looking for a leg up in men’s casual shoes for fall? Look no further than our suggestions below to get your foot in the door with these easy men’s fall shoes.
Men’s Fall Shoes: Kick the Season into High Gear with High-Top Sneakers
Curious which shoes are currently trending? Retro styles are making a comeback, and high-top sneakers are leading the charge in men’s fall shoes. These vintage kicks are back and better than ever with their iconic ankle-high silhouette. From sophisticated suede to casual canvas, you’ll find a variety of high-top options for any occasion this season. Looking for an on-trend way to wear men’s casual fall shoes? Lean into the 90s-inspired men’s fashion and lace up a pair while rocking a bold windbreaker or color-blocked hoodie. Or, give a nod to sneaker’s origins in basketball and partner them with relaxed athletic shorts and a logo T-shirt. With their versatility and time-tested style, it’s no wonder they’re held in such high esteem.
Just Run with it in Trainers
Another contestant in the running for best fall shoes for men? Trainers. Similar to their high-top counterpart, trainers are everywhere, from the gym to the streets. For your next workout, go for lightweight shoes with a cushioned sole worn with performance pants and a long-sleeved T-shirt. Continue the nostalgic 90s trend with a pair in bold contrasting colors like green and yellow. Alternatively, opt for a contemporary look in a neutral white or grey. Bonus: these double as an easy option to pair with joggers for a quick Saturday morning coffee run. For weekend festivities, choose a modern trainer with leather detailing. This style is ideal for leisure over lifting. Throw these on with dark-wash denim and a brick red pullover for an autumn outing. You’re now trained in all things trainers and how to wear sneakers. Kick-off your weekends (and workouts) in style.
Men’s Fall Shoes: Get in Your Cozy Comfort Zone with Slippers
As the cold weather arrives, leave your boots and sneakers at the door and slide on slippers. This snug footwear is a perfect match for wearing around the house where there’s no need to sacrifice style for comfort. These popular house shoes are making strides in men’s fall shoes 2022. Cushy open-back slippers are a tried-and-true style made for lounging. Elect for wool details and muted earth hues like olive green, brown or navy. For extra warmth, look for loafer-style slippers with sherpa lining. Complete your at-home outfit with the jogger set trend, and there you have it—a leisure look to take comfort in.
Men’s Formal Shoes for Fall: A Selection to Take a Shine to
The leaves are turning, and the air is crisp. Your autumn docket includes hay rides, hiking and possibly a formal affair or two. Not sure which formal footwear to choose? We’ve got you covered with our recommendations for men’s formal shoes for fall. Opt for any of these choices to dress to the nines in no time.
Oxfords: The Ivy Leagues of Men’s Fall Shoes
Let’s skip the formalities and dive right in, starting with the oxford shoes. Also known as balmorals, consider this style the most formal of men’s fall shoes. Oxfords are generally seen in black or brown leather, making them the ultimate go-to leather shoes for any formal event. For a black-tie affair, you can’t go wrong with black patent leather oxfords. Partner with a tuxedo for a sharp look sure to stand out.
Look Dashing in Derbys this Fall
Derby shoes are slightly more casual than oxfords—with a big emphasis on slightly. They’re still the go-to option for dressier occasions. So, what differentiates a derby shoe from an oxford? The lacing. Derbies feature open-lacing that’s visible at the top of the shoe. In contrast, oxfords have closed lacing that’s more hidden from sight. Like oxfords, this men’s fall shoe also comes in patent or natural leather and even suede. Want to add these shoes to the way you wear suits and separates? Tie on tawny suede derbies with a navy tailored suit for a dapper duo guaranteed to impress.
Jazz Up Your Men’s Fall Shoes with Brogues
Ready to add another men’s formal shoe to the fall mix? The final contender in the formal division is the brogue shoes. Fun fact: brogues are actually a form of oxfords and derbies. Confusing, we know. What sets brogues apart are the ornamental punctures and pinhole designs featured on the shoe. Standard oxfords and derbies are generally made from one piece, while brogues are constructed from multiple pieces stitched together. The stitching also contributes to the decorative construction that defines brogues. Want to add an ornate touch to your get-up? Slip on brown wingtips to wear with pressed slacks and an autumn-hued burgundy button-up. Top it all off with a blazer and a belt to match and you’re all set. Fancy that.
Are you inspired to spruce up your men’s fall shoe assembly? We thought so. Ask your style expert for autumn-ready steps when you get started today and schedule a Fix. Now kick up your feet as new fall footwear arrives right at your doorstep. Shipping and returns are always free, so send back what you want and only buy what you love. Hey, if the shoe fits, wear it.
