Men’s Fall Fashion 2021 Top Trends


The crisp autumn air is rolling in, and there’s a cornucopia of fresh trends for men’s fall fashion in 2021. Get excited—football, feasting and spooky season are just around the corner. Whatever fall activities you’re excited for the most, we’re here to make sure you look your best while doing them. 

September through November are arguably the most fashionable months of the year. We’re no longer trying to beat the summer heat, nor is it time to hibernate like a bear in winter. The mild temperatures allow for personalization through layered looks and dynamic duos. Denim and plaid, thermals and chinos—all timeless essentials for the season. Looking to level up from your tried and true? We understand that navigating trendy waters can be a daunting task. Keep reading for an easy guide on what’s new and now this fall.

Men’s Fall Fashion 2021 Trend Alert: Micro Textures

When you’re ready to update your men’s fashion for fall 2021, there’s no need to make major changes. It’s all in the small details or, as we like to call them, micro details. This season, we’re focusing on micro textures that add simple refinement to any look. Imagine soft knits with a 3D pattern like herringbone. Or, instead of one color, multicolor stitches. This added texture and dimension turns everyday staples into luxe must-haves. A micro-waffle pattern in a short-sleeve polo is the ideal base layer for your fall looks. Not to mention it will help you ace your style and golf game.

Men’s Fall Fashion 2021 Color Call-out: Warm Brown

Earth tones have been a pillar of the fashion world this past year. That being said, it’s no surprise that warm brown shades are taking the tonal lead for men’s fall fashion 2021. Opt for brown colors that have red, yellow or orange undertones similar to fall foliage. Chestnut, cinnamon and copper add warmth to any look. Wear these hues in a head-to-toe monochromatic ‘fit or as a subtle pop in a beanie or belt. 

Spiffy Shirts and Sweaters for Men’s Fall Fashion 2021: Flannel Shirts, Boxy Buttoned Cardigans and Geometric Cable Knit Pullovers

Having a diverse set of shirts and easy layers in your men’s fall fashion 2021 closet is key. Like the MVP of your favorite sports team—they go the distance. A variety of styles on the top half can transform a single pair of pants in a multitude of ways. There’s no need to go out and buy the entire store. Find a few that speak to your style and offer versatility. Here’s the line-up of three shirt and sweater styles scoring all the points this fall.

Flannel Shirts: Plain, Patchwork and Plaid

A common misconception for men’s fall fashion 2021 and seasons preceding is that flannel shirts equate to plaid button-ups. Flannel simply refers to the woven fabric that’s fuzzy on both sides and comes in varying weights. Remember when we mentioned dynamic duos before? Flannels often come in a plethora of plaid prints like tartan, gingham or windowpane. Although this classic combo is a no-fail fall essential, don’t feel limited to these patterns. A simple solid-colored flannel will look great under a patterned jacket or paired with printed pants. Itching for a strut down the trendsetter runway? Patchwork flannels are gaining ground this fall and offer a fresh take on color blocking seen in previous seasons. Breathe new life into old shirts destined for the donation pile and give DIY a try. 

Boxy Buttoned Cardigans

Do you want to master the look of nonchalance with men’s bohemian style that’s on the rise? Or, are you simply diggin’ more relaxed fits these days? Either way, make room for a slouchy cardigan in your men’s fall fashion 2021 closet this season. It adds instant flair to a graphic tee for a brisk morning coffee run while keeping you warm en route. If a pumpkin-spice latte is your drink of choice, good for you, we’re not judgy. 

To elevate a casual men’s cocktail attire outfit, opt for a slightly slimmer fit cardigan with the same buttoned closure. Emanate wholesome vibes with a modern twist by pairing your grandpa cardigan with a tailored shirt and cords. Add a tie in an on-trend print like microfloral or paisley. You’ll be looking dapper and debonair in a flash.

Geometric Cable-Knit Pullovers

It’s time to take your cable-knit sweaters to the next level with geometric patterns. This subtle difference can turn a somewhat basic style into a refined men’s fall fashion 2021 aesthetic. Layering a geometric cable-knit over a crisp white shirt and twill trousers adds an instant contemporary twist. Feel confident in this look when meeting the parents or impressing investors over drinks and dinner. 

Pant Picks for Men’s Fall Fashion 2021: Loose Fit Denim and Straight-Leg Cords

Often thought of as the anchor to any look—pants can make or break an outfit. The secret sauce to finding the ones that best suit you is by narrowing in on your best fit. Trend or no trend, if you like the way you look, that’s all that matters. Now, it’s our job to bring you the hot-off-the-press styles, and we’re daring you to try something new. Check out these top pant trends for men’s fall fashion 2021.

Loose Fit Denim

Skinny fit denim is on its way out, while looser fits are taking over men’s fashion for fall. Jeans with a skater fit—made popular in the 1990s and again in the aughts—are making a comeback. These roomy styles featured in Jonah Hill’s movie, Mid90s, are doing a kickflip back on the streets in modern-day. If you’re already into relaxed and straight-leg silhouettes, we encourage you to give the skater fit a try. Go for a stonewash or dark rinse paired with a Thrasher tee for a full throwback effect.    

Straight-leg Cords 

Corduroy is a quintessential autumnal fabric and is here to stay this men’s fall fashion 2021 season. What’s the fresh take on this classic style, you ask? Just like skater style—looser fits are the answer. For a youthful vibe similar to the 90s nod above, opt for a pair that pools at the shoe. Suave and sophisticated more your speed? A straight-leg cord that’s slightly cropped gives a modern twist to this reimagined classic. 

Ultimate Outerwear for Men’s Fall Fashion 2021: Buffalo Check Layers and Puffer Jackets

As the days are getting shorter, evenings are getting colder much sooner. Layers are a necessity for men’s fall fashion 2021, but they’re also the best way to personalize your outfits. You’re going to want to find the right styles to wear for fireside chats and crisp weekend hikes. From field jackets to wool coats to sherpa-lined layers—your options are truly endless for staying warm and bundled. Lucky for you, we’ve narrowed it down to two outerwear items you need ASAP. 

Buffalo Check Layers

Buffalo check is always a popular pattern this time of year, and men’s fashion for fall 2021 is no exception. Large red and black blocks make up this beloved plaid pattern. We highly recommend you jump at the chance to incorporate this print if you love a rugged look. Try the shacket trend in a buffalo check print over a crew neck sweatshirt. This is a great option when you need an extra layer without the added bulk. 

Looking to beef up your buffalo check this season? Explore mixed materials with a denim jacket featuring plaid sleeves. Or, a quilted coat with a buffalo check collar offers a subdued take on this bold design.

Puffer Jackets 

Do the temps dip low in your neck of the woods come fall? Puffer jackets are the perfect blend of warmth and fashion and are available in different weights. They can lean preppy, sporty or outdoorsy, depending on how you style them. Rugby shirts are having a moment in men’s fashion for fall 2021 and lend to the preppy and sporty aesthetics. Does that sound like your jam? Toss on a navy puffer paired with chinos of your choice to tie it all together. If you can’t root for your team at the stadium, cheer them on at home in style. Stay toasty in the backyard during halftime while you throw the football around. You—1 Bad Style—0. 

Men’s Fall Fashion 2021 Killer Kicks: Sneakers and Boots

As you’re ticking off your men’s fall fashion 2021 must-haves shopping list, leave room for a couple pairs of shoes. After all, they’re a finishing touch to any ensemble. Dress up or down boots and sneakers to add miles to your styles. Are you wondering how to wear sneakers beyond athleisure and streetwear looks? Keep scrolling for the 4-1-1 on how that’s done. 

How to Wear Sneakers: Smart Casual 

When deciding how to wear sneakers—what’s your go-to pair? Do you picture casual lace-ups that experience the wear and tear of daily life? Maybe your trusty trainers that help with your gym grind come to mind. There’s an endless amount of ways to wear sneakers but today we’re asking you to put on your fashion-forward cap. All you need to style sneakers in a smart casual way is to find the right pair. Look for lace-up leather shoes with a traction sole for a blend of sporty and sophisticated. Sneakers made with luxe fabrics like suede or merino wool, also known as gentleman’s sneakers, are nice alternatives. We see sport soles take center stage for the men’s fall fashion 2021 season, and we’re here for it. 

How To Wear Boots: The Fall Reboot

Fall aligns with outdoorsy adventures involving crunchy leaves and rain puddles. It’s important to keep your feet dry with functional shoe choices that don’t hinder your style game. The work boot checks all boxes with its classic style and non-slip bottom. Many are waterproof with a durability that should last through winter and beyond. 

Are you wondering how to wear boots with less bulk? We’ve got the answer for you—Chelsea boots. This sleek design is perfect for those who prefer clean lines and minimalist styles. It’s a laceless boot that slips on and off with an elastic band at the ankle for added comfort. Chelsea boots are an ideal choice for dressed-up situations like family reunions, nights out with buddies or in-person dates. Rock this men’s fall fashion trend for 2021 with dark wash jeans in a straight fit with a cuffed hem. Keep it simple with a checked Oxford shirt and add a watch with a leather strap for robust flair. 

Styles for Transitioning Back to Work (in Person)

Over the past year, we’ve had to pivot around a lot of things, including the styles we wear for work. Many of us have gotten used to more laid-back pieces and have embraced the athleisure trend. As we’re slowly gaining a sense of normality, we’re ready for a change without having to sacrifice comfort. Take a peek at these two men’s fall fashion 2021 trends that will help you transition into your new normal. Say hello to workleisure.      

 Updated Work Trouser 

We understand if you want to scale back from sweats for work IRL. Not ready to put on a full-blown suit? No worries—men’s fashion for fall 2021 is all about flexibility in both style and stretch. If your workplace allows business casual attire, a tapered smart trouser is an excellent option. It has a more relaxed fit than slim-fit pants and is essentially an athletic-fit trouser with refined elements. An elastic waistband emulates the comfort of your cherished joggers while pleats add a polished finish. Be sure to wear them with the best-fitting collared shirt for you that doesn’t need to be tucked. 

Unbeatable Blazers 

A blazer is without a doubt an essential for men’s fall fashion 2021 and, truthfully—all year round. It can elevate a plain T-shirt and jeans outfit, making it suitable for various occasions. If you work in a casual setting but want to look more presentable, try layering a blazer over a hoodie. This combo creates a sharp, yet sporty vibe that’s cool and collected at the same time. For a less formal feel, stay away from anything too dark, like black or navy. A khaki or olive sport coat offers a fresh take that will deem you the trendsetter of the office.

Black-Owned Clothing Brands

Just as trends evolve, so has Stitch Fix’s focus on the clothing brands we carry. Stitch Fix is championing Black, Indigenous and People of Color (BIPOC) entrepreneurs through our grant and mentorship program, Elevate. Keep your eyes peeled for their amazing designs that you’ll want to add to your men’s fall fashion 2021 collection. You won’t want to miss the chance to snag a pair of Marcus Alexander sneakers for your back-to-work or weekend looks.  

Do these sweater-weather styles inspire you to forage new men’s fall fashion trends for 2021Take your style quiz and order a Fix to discover which trends are right for you. An expert stylist will hand-select pieces based on your unique style, fit and price preferences. Buy what you love and send back the rest with free shipping, returns and exchanges.

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