The Ultimate Head-To-Toe Fall Outfit Men Style Guide

person sitting on roof top - Fall Outfit Men
person sitting on roof top - Fall Outfit Men
person sitting on roof top - Fall Outfit Men

Dante Kim

August 9th, 2024

Get your color analysis done
in 60 seconds with WhatColors!

Get your color analysis done in
60 seconds with WhatColors!

Get your color analysis done in 60 seconds with WhatColors!

When the crisp air of autumn comes knocking, it can feel like a daunting task to update your wardrobe, especially for men. Finding the right colors and styles to reflect the changing season can be a challenge. Your fall outfit can showcase your unique personality and preferences, unlocking your favorite colors and transforming your personal style during fall. That’s where WhatColors comes in to help you navigate the complexities of finding the perfect fall outfit for men.

Are you ready to make a statement with your fall wardrobe? WhatColors' AI personal color analysis app can help you discover your best colors and styles to elevate your fall wardrobe.

Table of Contents


How Do Men Dress in the Fall?


man in a photoshoot - Fall Outfit Men


Fall is a season that allows for a shift in wardrobe essentials, focusing on the following:

  • Layering

  • Warmer fabrics

  • Comfort

It's a time when men can experiment with different items and fabrics for a stylish and functional look. As the weather cools, it's essential to transition from summer footwear to fall options like boots and leather shoes that offer durability and style in the cooler weather.

Balancing Versatility in Your Wardrobe


Building a balanced wardrobe is crucial for versatility, with a focus on pieces that can be mixed and matched. Having versatile pieces allows for more outfit options and flexibility in styling. 

It's essential to have items that can be layered to create different looks and color combinations while staying cozy in the fall weather.

Showcasing Individual Style


Streamlining your wardrobe lets you showcase your style and feel confident in your daily presentation. Fall fashion presents a chance for new beginnings and expressing unique outlooks. 

You don’t necessarily need a new wardrobe to refresh your look; you can change up how you wear your existing pieces for a fresh style this fall.

Related Reading


Fall Family Outfits
Fall Engagement Photo Outfits
Plus Size Fall Outfits
Mens Fall Outfits
Fall Brunch Outfits
Fall Date Night Outfits
Casual Fall Outfits
Fall Golf Outfits
Fall Skirt Outfits
Fall Wedding Outfits
Fall Picture Outfits

Best Colors & Fabrics For Men to Wear in Fall


person smiling - Fall Outfit Men


Men are accustomed to wearing muted and deep hues during the fall, but this doesn't mean you should wear a black t-shirt and jeans daily. The autumn season offers a wide range of colors to experiment with. 

From burgundy to olive green, mustard yellow, and burnt orange, there are plenty of rich, earthy tones to align your wardrobe with the season. These colors can easily be incorporated into any outfit and reflect the cozy vibes of fall. 

Best Colors to Wear in Fall for Men


While some traditional color rules may still exist, they must be more strictly followed in modern fashion. You can wear white and brown in the city after Labor Day without raising eyebrows. Off-white paired with browns, greys, or blues can be a great color choice for fall. In the fall, opt for solid colors like:

  • Navy blue

  • Dark brown

  • Burgundy

  • Shades of grey

Neutrals can be easily mixed and matched, making them a safe bet for any outfit. Darker neutrals work great in the fall and winter, providing a cozy and stylish look.

Best Fall Fabrics for Men


Natural, cozy fabrics are a staple for fall outfits. Wool, in particular, is a favorite for its warmth and classic appeal. Wool sports coats and flannel trousers are ideal for cooler weather months. 

Corduroy and waxed cotton are also fantastic choices for fall. Corduroy pants are comfortable and warm, while waxed cotton jackets are water-resistant and wind-blocking. These fabrics provide warmth and add texture and interest to your fall outfits.

Related Reading


Fall Concert Outfits
Fall Senior Picture Outfits
Fall Date Outfits
Fall Pregnancy Outfits
Fall Birthday Outfits
Fall Office Outfits
Trendy Fall Outfits
Preppy Fall Outfits
Fall Church Outfits
Fall Baby Shower Outfits
Fall Teacher Outfits
Cozy Fall Outfits
Fall Game Day Outfits

6 Key Men’s Clothing Tips This Fall Season


person sitting in woods - Fall Outfit Men


Fall is the perfect season to refine your wardrobe and make a statement with the right clothing choices. With cooler weather comes the opportunity to experiment with layers, textures, and the return of denim. Here are some tips to help you curate the best fall looks and wardrobes.

1. Keep it Tactile


Fall fashion offers a wide range of tactile fabrics that add depth and visual interest to outfits. From corduroy and cashmere to lambswool and tweed, you can explore different textures that automatically make outfit combinations more interesting.

2. Layer Up


Fall dressing is all about lightweight layering. With changeable conditions and temperatures, dressing with a few light layers is essential to quickly switch out and adapt to the weather. Opt for a combination of tees, work shirts, and raincoats to stay comfortable throughout the day.

3. Ready for Rain


Fall weather can be unpredictable, so preparing for rain is crucial. Invest in a waterproof top layer that not only keeps you dry but also offers practical benefits like:

Technical outerwear is also on-trend and functional.

4. Embrace a Seasonal Palette


The transition from vibrant summer shades to muted, earthy tones better represents the fall season. Think burnt oranges, deep burgundy, browns, greens, and neutrals that are foolproof to combine. Pair these tones with navy for a stylish fall look that captures the season's essence.

5. Footwear for Every Occasion


Choose the proper footwear to elevate your fall outfits. From dress shoes for formal occasions to leather sneakers for a casual yet stylish look, footwear plays a crucial role in men's autumn attire. Opt for trainers with jeans for a casual style or boots for a versatile and sophisticated appearance.

6. Accessorize


Accessories can take your fall outfit from ordinary to exceptional. Consider layering a scarf over a tailored overcoat for warmth and elegance, complete the look with dress shoes for style and functionality, and add an elegant belt to tie everything together seamlessly. Elevate your outfit with these simple yet impactful accessories.

Color Your Style with WhatColors


WhatColors helps you find what colors to wear based on your skin tone. Unlock your colors and transform your style with WhatColors' AI personal color analysis app. 

Get your color analysis done within 60 seconds with WhatColors' AI personal color analysis app. Download our app for free today on the App Store or Google Play store.

Ultimate Head-To-Toe Fall Outfit Men Style Inspo



Embracing Cozy Season with Birkenstock Boston Clogs


Ready to embrace the cozy season? Slip-on Birkenstock Boston clogs are the way to go. This year, these iconic fall footwear pieces deserve a spot in every well-dressed man’s repertoire

Whether heading out for a casual stroll or meeting friends for a weekend hangout, these clogs will keep you stylish and comfortable throughout fall.

Pedro Pascal's Plaid Shirt and Suit Style


Pedro Pascal is nailing the “dad in the 90s” vibes with a plaid shirt and suit. His beat-up leather jacket and New Balance sneakers complete a look that's easy to copy from head to toe. 

This outfit effortlessly combines sophistication with a casual flair, making it versatile for various fall occasions.

Athleisure Everywhere for a Casual Fall Look


The quarantine taught us that athleisure fits aren’t going anywhere. Shorts paired with a sweater is a fantastic style upgrade for the best casual outfits for guys in the fall. 

You can opt for trendy lace-ups or loafers or keep it classic with sneakers or moccasins. This outfit screams comfort and style, perfect for a laid-back fall day.

Embrace Cowboy Boots for a Stylish Trend


Cowboy boots have been a hit in women's fashion for a while, and it’s time for guys to get on board, too. The western-inspired trend adds a unique touch to your fall outfits and is a stylish way to stand out. Pair them with your favorite jeans or chinos for a rugged yet refined look.

Classic Street Style with Chuck Taylors


Classic sneakers like Chuck Taylors are timeless pieces that never go out of style. Pair them with denim like Sterling Shepard for an iconic look for any casual fall outing. 

Whether running errands or meeting up with friends, Chuck Taylors is a versatile choice that pairs seamlessly with denim.

Add a Pop of Color with a Sunny Sweater


Neutral-hued sweaters dominate closets, but adding a pop of yellow can brighten up your fall and winter wardrobe. 

As temperatures drop, consider incorporating sunny hues to add a touch of vibrancy to your outfits. Mix and match with your favorite bottoms for a stylish and playful look.

Extend Shorts Season with Long-Sleeve Tees


Wait to pack away your shorts! You can extend the shorts season well into fall by pairing them with long-sleeve tees, cotton sweaters, or hoodies on chillier days.

Layering up with these pieces allows you to stay comfortable while transitioning seamlessly from summer to fall.

Mix Business Casual with Denim Jackets


Love mixing styles? Try pairing a denim jacket with dressier trousers for a fun, laid-back look. The right choice of shoes can either dress up or down your outfit, making it suitable for:

  • Casual outings 

  • Formal settings

Finish the look with casual sneakers for a breezy, relaxed vibe, or wear a more formal shoe for a polished look.

Add a Cardigan


Wearing a cardigan as a top layer instead of a sweater you pull over your head is an easy style upgrade for guys. There’s no reason not to try it! Wear yours with loose jeans and a crossbody bag for a trend-forward outfit.

Top Things Off with a Vest


A hoodie and chinos? Basic. Were they adding a quilted vest? Things just got interesting.

It cannot get much easier than adding one lightweight extra layer to an everyday outfit to make you look like a style star in your daily life.

Go Black & Blue


Black and blue is an underrated color combo for fall. Whether business casual or weekend athleisure, level up a fall outfit simply by combining this understated, stylish pairing.

Add an Accessory…or Two


While touring the country with your brothers may not be on your fall to-do list, layering in an accessory, like a chain necklace or two, is an excellent way to upgrade any autumn outfit.

Go Full English Countryside Gentleman


Grab your walking stick! Break out your Barbour! It’s time to layer up like this gentleman who looks ready to ramble straight off the sidewalk and into some flat countryside.

Go for a Relaxed Fit with Your Jeans


We can always count on Harry Styles to rock the latest trend with almost obnoxious ease. For the past few years, skinny silhouettes have ruled, but this fall is your time to get circulation back in your legs because the best clothes to wear in fall are the ones you feel most comfortable in.

Meaning? Right now, wear slightly baggy denim instead of skinny jeans. Your legs and fashion sense will thank you.

Embrace Your Inner Teen in Doc Martens


You no longer have to be a rebellious teen to pull off Doc Martens. Clompy boots are a big trend for both men and women this fall, so turn up Olivia Rodrigo on your Airpods and get ready to do some severe adolescent brooding.

Add an Overshirt to Your Outerwear Repertoire


The overshirt is going to top in men’s fall outerwear options. If you haven’t already, it’s time to add one to your closet and wear it over everything.

Wear a Bomber Jacket


Dare I say the most accessible light outerwear to style, the humble bomber jacket looks good over everything in your closet. You don’t have to play a superhero like Chris Evans, above.

It helps that most bomber jackets come in neutral colors like black, navy, or army green.

This coat looks good with almost every casual fall piece in your closet, from jeans to chinos to cords.

Just Add Corduroy


Once pumpkins appear as decoration on neighbors’ doorsteps, it’s time to break out your favorite cozy fall fabrics.

Corduroy pants make a great starting point, as do corduroy overshirts, trucker jackets, and even full corduroy suits.

Try a Timeless PocketTee


A pocket t-shirt with chinos and Air Force Ones may just be the most effortless look to copy—and look freaking handsome in—this fall. 

Top Things Off with a Statement Jacket


I love this image of Francis Ford Coppola from the ’70s wearing a beautiful Hudson’s Bay wool coat while filming a bird’s-eye shot for The Godfather Part II.

It shows that the best fall outfits for guys are the ones that make you feel comfortable while also dressing appropriately. A great jacket usually helps you check both of these boxes.

Skip the Tie


Blazers can elevate anything, even a paint-splattered hoodie. They are a great option for men’s fall outfits that look dressed up without feeling stuffy.

You can replace your button-down and tie with a fitted sweatshirt. You’ll still look professional, just not like everyone else.

Throw on a Band Tee


From faux-vintage Britney and Aaliyah tees you can buy at Urban Outfitters to the real thing you find thrifting, you should have a band tee (or two!) in your closet this fall. 

Match Your Sweats


New teammates Giannis Antetokounmpo and Damian Lillard know that you can look good even on your travel days. One way to look like you didn’t just throw on sweats.

Make Them Match


If you work from home, your collection of men’s fall outfits could look like this seven days a week!

Hang Onto Dummer in Short Sleeves


Wear it well. Just because summer is over doesn’t mean the weather will cooperate with that idea. So, break out your short-sleeve shirts on those warmer fall days. 

Abiding by the fall fashion norms is not worth breaking a sweat. You’ll look and feel relaxed, I promise.

Sport Blue Head-to-Toe


Many celebrities dress to the nines as spectators at the US Open. You can see the excitement in Brad’s picture above. It's a good thing blue is everyone’s color. 

And okay, sure, Pitt and Cooper were wearing these looks at the end of summer, but you can use them as inspiration for men’s fall outfits.

Wear Black and Brown Together


Eventually, wearing black and brown together was deemed a fashion no-no. Surely, the colors are in your closet, so wear them together.

Switch Up Your Accessories


It’s time to rethink your formalwear accessories for this year’s men’s fall outfits. Suppose you’re looking for cool dress-up options for guys. Look no further. Channel your inner John Wayne-like podcast host, Pablo Torre, and try swapping your standard neckwear for a bolo tie instead. 

Mix Prints and Patterns


Baseball player Marcus Stroman is fearless about standing out in a crowd. While you may not throw 93 MPH, you can, too. 

Try pairing a patterned top with pinstripe pants. Yes, you can wear it all with sneakers if you want. Start slowly by keeping the color scheme simple, like Stroman’s black and white above.

Dress In Fall Colors


When we say men’s fall outfits, this is precisely what we’re discussing. Besides, it would not be fall if I didn’t tell you to wear fall colors this season. 

Think: Thanksgiving cornucopia when choosing the colors you should add to your fall wardrobe. Save the color for next season if it’s not on your Thanksgiving table spread. 

The Knitted Polo


An underrated choice, the knitted polo may be the fall piece you didn’t know you needed. Find one in navy blue and wear it with everything from denim jeans and desert boots to pleated chinos and classic sneakers.

Stick To The Classics


As always, you can’t go wrong when you stick to the classics. Menswear staples like raglan-sleeve raincoats, crew-neck jumpers, Oxford shirts, pale wash jeans, and sneakers never go out of style.

Combine them all, and you’ve got a timeless fall look that will be as arp now as it will be in a decade.

Keep It Light


Light shades work surprisingly well for fall. You might think off-whites, beiges, and neutrals are better suited to summer, but pick out these tones in textured fabrics, and they’ll look good any time of year.

Go for a check flannel overshirt and combine it with a lambswool crew neck and cotton twill pants, and you’ll be sorted.

White pants


Although typically a spring and summer staple, white pants are versatile enough to form the backbone of a stylish fall look. 

Whereas in the warmer months, you might combine them with brighter hues, try pairing yours with neutral, muted shades like:

  • Beige

  • Grey 

  • Brown

Statement knits


Throwing on a vibrant-colored mid-layer can transform an otherwise staid fall look. With the rest of the outfit simple, try a bright red or orange crew neck for a play point of difference.

You can keep the whole thing contrasting or pick out the shade subtly elsewhere, perhaps in the check of your overcoat. The choice is yours.

Checkmate


If in doubt, go for a check overshirt. A fall essential, they can be dressed up with tailored trousers and loafers or down with pale jeans and your favorite pair of sneakers.

Double denim


Double denim is a recent trend that can either pay off or end in disaster. The idea is to pull off the fall style successfully. Double denim simply means wearing denim jeans with a denim jacket. 

It may seem overkill, but if there ever is a time to go all-out denim, it is now, said menswear editor Tony Cook. The trick to wearing double denim is to ensure that both types of denim are visibly different. You can pair dark denim pants with a lighter-shade denim jacket.

Related Reading


Fall Transition Outfits
Fall Outfits With Boots
Fall Party Outfits
Fall Outfits For School
Fall Couple Outfits
Warm Weather Fall Outfits
Fall Dinner Outfits
Fall Outfits For Teens
Modest Fall Outfits
Fall Hiking Outfits
Outfit Ideas
Preppy Outfit
Fall Outfit Inspo
Fall Outfit Women
Cute Fall Outfit Ideas
Fall Dresses for Women

Try AI Personal Color Analysis For Free Today


The first step when selecting the perfect fall outfit is understanding what colors complement your skin tone. 

WhatColors is an excellent tool for finding the colors that best suit you based on your skin tone. Utilizing their patented color-match technology, you can determine your season based on your skin tone and discover the perfect colors to wear this fall. 

Color Harmony Unlocked


With WhatColors, you can easily avoid colors that clash with your skin, eye, and hair colors. The WhatColors nail color generator can also help you find the ideal nail colors based on your skin tone. 

With the WhatColors AI personal color analysis app, you can get your color analysis done within 60 seconds, making it a quick and convenient way to find your best fall outfit colors. Download the app for free today on the App Store or Google Play store.

Get your color analysis done
in 60 seconds with WhatColors!

When the crisp air of autumn comes knocking, it can feel like a daunting task to update your wardrobe, especially for men. Finding the right colors and styles to reflect the changing season can be a challenge. Your fall outfit can showcase your unique personality and preferences, unlocking your favorite colors and transforming your personal style during fall. That’s where WhatColors comes in to help you navigate the complexities of finding the perfect fall outfit for men.

Are you ready to make a statement with your fall wardrobe? WhatColors' AI personal color analysis app can help you discover your best colors and styles to elevate your fall wardrobe.

Table of Contents


How Do Men Dress in the Fall?


man in a photoshoot - Fall Outfit Men


Fall is a season that allows for a shift in wardrobe essentials, focusing on the following:

  • Layering

  • Warmer fabrics

  • Comfort

It's a time when men can experiment with different items and fabrics for a stylish and functional look. As the weather cools, it's essential to transition from summer footwear to fall options like boots and leather shoes that offer durability and style in the cooler weather.

Balancing Versatility in Your Wardrobe


Building a balanced wardrobe is crucial for versatility, with a focus on pieces that can be mixed and matched. Having versatile pieces allows for more outfit options and flexibility in styling. 

It's essential to have items that can be layered to create different looks and color combinations while staying cozy in the fall weather.

Showcasing Individual Style


Streamlining your wardrobe lets you showcase your style and feel confident in your daily presentation. Fall fashion presents a chance for new beginnings and expressing unique outlooks. 

You don’t necessarily need a new wardrobe to refresh your look; you can change up how you wear your existing pieces for a fresh style this fall.

Related Reading


Fall Family Outfits
Fall Engagement Photo Outfits
Plus Size Fall Outfits
Mens Fall Outfits
Fall Brunch Outfits
Fall Date Night Outfits
Casual Fall Outfits
Fall Golf Outfits
Fall Skirt Outfits
Fall Wedding Outfits
Fall Picture Outfits

Best Colors & Fabrics For Men to Wear in Fall


person smiling - Fall Outfit Men


Men are accustomed to wearing muted and deep hues during the fall, but this doesn't mean you should wear a black t-shirt and jeans daily. The autumn season offers a wide range of colors to experiment with. 

From burgundy to olive green, mustard yellow, and burnt orange, there are plenty of rich, earthy tones to align your wardrobe with the season. These colors can easily be incorporated into any outfit and reflect the cozy vibes of fall. 

Best Colors to Wear in Fall for Men


While some traditional color rules may still exist, they must be more strictly followed in modern fashion. You can wear white and brown in the city after Labor Day without raising eyebrows. Off-white paired with browns, greys, or blues can be a great color choice for fall. In the fall, opt for solid colors like:

  • Navy blue

  • Dark brown

  • Burgundy

  • Shades of grey

Neutrals can be easily mixed and matched, making them a safe bet for any outfit. Darker neutrals work great in the fall and winter, providing a cozy and stylish look.

Best Fall Fabrics for Men


Natural, cozy fabrics are a staple for fall outfits. Wool, in particular, is a favorite for its warmth and classic appeal. Wool sports coats and flannel trousers are ideal for cooler weather months. 

Corduroy and waxed cotton are also fantastic choices for fall. Corduroy pants are comfortable and warm, while waxed cotton jackets are water-resistant and wind-blocking. These fabrics provide warmth and add texture and interest to your fall outfits.

Related Reading


Fall Concert Outfits
Fall Senior Picture Outfits
Fall Date Outfits
Fall Pregnancy Outfits
Fall Birthday Outfits
Fall Office Outfits
Trendy Fall Outfits
Preppy Fall Outfits
Fall Church Outfits
Fall Baby Shower Outfits
Fall Teacher Outfits
Cozy Fall Outfits
Fall Game Day Outfits

6 Key Men’s Clothing Tips This Fall Season


person sitting in woods - Fall Outfit Men


Fall is the perfect season to refine your wardrobe and make a statement with the right clothing choices. With cooler weather comes the opportunity to experiment with layers, textures, and the return of denim. Here are some tips to help you curate the best fall looks and wardrobes.

1. Keep it Tactile


Fall fashion offers a wide range of tactile fabrics that add depth and visual interest to outfits. From corduroy and cashmere to lambswool and tweed, you can explore different textures that automatically make outfit combinations more interesting.

2. Layer Up


Fall dressing is all about lightweight layering. With changeable conditions and temperatures, dressing with a few light layers is essential to quickly switch out and adapt to the weather. Opt for a combination of tees, work shirts, and raincoats to stay comfortable throughout the day.

3. Ready for Rain


Fall weather can be unpredictable, so preparing for rain is crucial. Invest in a waterproof top layer that not only keeps you dry but also offers practical benefits like:

Technical outerwear is also on-trend and functional.

4. Embrace a Seasonal Palette


The transition from vibrant summer shades to muted, earthy tones better represents the fall season. Think burnt oranges, deep burgundy, browns, greens, and neutrals that are foolproof to combine. Pair these tones with navy for a stylish fall look that captures the season's essence.

5. Footwear for Every Occasion


Choose the proper footwear to elevate your fall outfits. From dress shoes for formal occasions to leather sneakers for a casual yet stylish look, footwear plays a crucial role in men's autumn attire. Opt for trainers with jeans for a casual style or boots for a versatile and sophisticated appearance.

6. Accessorize


Accessories can take your fall outfit from ordinary to exceptional. Consider layering a scarf over a tailored overcoat for warmth and elegance, complete the look with dress shoes for style and functionality, and add an elegant belt to tie everything together seamlessly. Elevate your outfit with these simple yet impactful accessories.

Color Your Style with WhatColors


WhatColors helps you find what colors to wear based on your skin tone. Unlock your colors and transform your style with WhatColors' AI personal color analysis app. 

Get your color analysis done within 60 seconds with WhatColors' AI personal color analysis app. Download our app for free today on the App Store or Google Play store.

Ultimate Head-To-Toe Fall Outfit Men Style Inspo



Embracing Cozy Season with Birkenstock Boston Clogs


Ready to embrace the cozy season? Slip-on Birkenstock Boston clogs are the way to go. This year, these iconic fall footwear pieces deserve a spot in every well-dressed man’s repertoire

Whether heading out for a casual stroll or meeting friends for a weekend hangout, these clogs will keep you stylish and comfortable throughout fall.

Pedro Pascal's Plaid Shirt and Suit Style


Pedro Pascal is nailing the “dad in the 90s” vibes with a plaid shirt and suit. His beat-up leather jacket and New Balance sneakers complete a look that's easy to copy from head to toe. 

This outfit effortlessly combines sophistication with a casual flair, making it versatile for various fall occasions.

Athleisure Everywhere for a Casual Fall Look


The quarantine taught us that athleisure fits aren’t going anywhere. Shorts paired with a sweater is a fantastic style upgrade for the best casual outfits for guys in the fall. 

You can opt for trendy lace-ups or loafers or keep it classic with sneakers or moccasins. This outfit screams comfort and style, perfect for a laid-back fall day.

Embrace Cowboy Boots for a Stylish Trend


Cowboy boots have been a hit in women's fashion for a while, and it’s time for guys to get on board, too. The western-inspired trend adds a unique touch to your fall outfits and is a stylish way to stand out. Pair them with your favorite jeans or chinos for a rugged yet refined look.

Classic Street Style with Chuck Taylors


Classic sneakers like Chuck Taylors are timeless pieces that never go out of style. Pair them with denim like Sterling Shepard for an iconic look for any casual fall outing. 

Whether running errands or meeting up with friends, Chuck Taylors is a versatile choice that pairs seamlessly with denim.

Add a Pop of Color with a Sunny Sweater


Neutral-hued sweaters dominate closets, but adding a pop of yellow can brighten up your fall and winter wardrobe. 

As temperatures drop, consider incorporating sunny hues to add a touch of vibrancy to your outfits. Mix and match with your favorite bottoms for a stylish and playful look.

Extend Shorts Season with Long-Sleeve Tees


Wait to pack away your shorts! You can extend the shorts season well into fall by pairing them with long-sleeve tees, cotton sweaters, or hoodies on chillier days.

Layering up with these pieces allows you to stay comfortable while transitioning seamlessly from summer to fall.

Mix Business Casual with Denim Jackets


Love mixing styles? Try pairing a denim jacket with dressier trousers for a fun, laid-back look. The right choice of shoes can either dress up or down your outfit, making it suitable for:

  • Casual outings 

  • Formal settings

Finish the look with casual sneakers for a breezy, relaxed vibe, or wear a more formal shoe for a polished look.

Add a Cardigan


Wearing a cardigan as a top layer instead of a sweater you pull over your head is an easy style upgrade for guys. There’s no reason not to try it! Wear yours with loose jeans and a crossbody bag for a trend-forward outfit.

Top Things Off with a Vest


A hoodie and chinos? Basic. Were they adding a quilted vest? Things just got interesting.

It cannot get much easier than adding one lightweight extra layer to an everyday outfit to make you look like a style star in your daily life.

Go Black & Blue


Black and blue is an underrated color combo for fall. Whether business casual or weekend athleisure, level up a fall outfit simply by combining this understated, stylish pairing.

Add an Accessory…or Two


While touring the country with your brothers may not be on your fall to-do list, layering in an accessory, like a chain necklace or two, is an excellent way to upgrade any autumn outfit.

Go Full English Countryside Gentleman


Grab your walking stick! Break out your Barbour! It’s time to layer up like this gentleman who looks ready to ramble straight off the sidewalk and into some flat countryside.

Go for a Relaxed Fit with Your Jeans


We can always count on Harry Styles to rock the latest trend with almost obnoxious ease. For the past few years, skinny silhouettes have ruled, but this fall is your time to get circulation back in your legs because the best clothes to wear in fall are the ones you feel most comfortable in.

Meaning? Right now, wear slightly baggy denim instead of skinny jeans. Your legs and fashion sense will thank you.

Embrace Your Inner Teen in Doc Martens


You no longer have to be a rebellious teen to pull off Doc Martens. Clompy boots are a big trend for both men and women this fall, so turn up Olivia Rodrigo on your Airpods and get ready to do some severe adolescent brooding.

Add an Overshirt to Your Outerwear Repertoire


The overshirt is going to top in men’s fall outerwear options. If you haven’t already, it’s time to add one to your closet and wear it over everything.

Wear a Bomber Jacket


Dare I say the most accessible light outerwear to style, the humble bomber jacket looks good over everything in your closet. You don’t have to play a superhero like Chris Evans, above.

It helps that most bomber jackets come in neutral colors like black, navy, or army green.

This coat looks good with almost every casual fall piece in your closet, from jeans to chinos to cords.

Just Add Corduroy


Once pumpkins appear as decoration on neighbors’ doorsteps, it’s time to break out your favorite cozy fall fabrics.

Corduroy pants make a great starting point, as do corduroy overshirts, trucker jackets, and even full corduroy suits.

Try a Timeless PocketTee


A pocket t-shirt with chinos and Air Force Ones may just be the most effortless look to copy—and look freaking handsome in—this fall. 

Top Things Off with a Statement Jacket


I love this image of Francis Ford Coppola from the ’70s wearing a beautiful Hudson’s Bay wool coat while filming a bird’s-eye shot for The Godfather Part II.

It shows that the best fall outfits for guys are the ones that make you feel comfortable while also dressing appropriately. A great jacket usually helps you check both of these boxes.

Skip the Tie


Blazers can elevate anything, even a paint-splattered hoodie. They are a great option for men’s fall outfits that look dressed up without feeling stuffy.

You can replace your button-down and tie with a fitted sweatshirt. You’ll still look professional, just not like everyone else.

Throw on a Band Tee


From faux-vintage Britney and Aaliyah tees you can buy at Urban Outfitters to the real thing you find thrifting, you should have a band tee (or two!) in your closet this fall. 

Match Your Sweats


New teammates Giannis Antetokounmpo and Damian Lillard know that you can look good even on your travel days. One way to look like you didn’t just throw on sweats.

Make Them Match


If you work from home, your collection of men’s fall outfits could look like this seven days a week!

Hang Onto Dummer in Short Sleeves


Wear it well. Just because summer is over doesn’t mean the weather will cooperate with that idea. So, break out your short-sleeve shirts on those warmer fall days. 

Abiding by the fall fashion norms is not worth breaking a sweat. You’ll look and feel relaxed, I promise.

Sport Blue Head-to-Toe


Many celebrities dress to the nines as spectators at the US Open. You can see the excitement in Brad’s picture above. It's a good thing blue is everyone’s color. 

And okay, sure, Pitt and Cooper were wearing these looks at the end of summer, but you can use them as inspiration for men’s fall outfits.

Wear Black and Brown Together


Eventually, wearing black and brown together was deemed a fashion no-no. Surely, the colors are in your closet, so wear them together.

Switch Up Your Accessories


It’s time to rethink your formalwear accessories for this year’s men’s fall outfits. Suppose you’re looking for cool dress-up options for guys. Look no further. Channel your inner John Wayne-like podcast host, Pablo Torre, and try swapping your standard neckwear for a bolo tie instead. 

Mix Prints and Patterns


Baseball player Marcus Stroman is fearless about standing out in a crowd. While you may not throw 93 MPH, you can, too. 

Try pairing a patterned top with pinstripe pants. Yes, you can wear it all with sneakers if you want. Start slowly by keeping the color scheme simple, like Stroman’s black and white above.

Dress In Fall Colors


When we say men’s fall outfits, this is precisely what we’re discussing. Besides, it would not be fall if I didn’t tell you to wear fall colors this season. 

Think: Thanksgiving cornucopia when choosing the colors you should add to your fall wardrobe. Save the color for next season if it’s not on your Thanksgiving table spread. 

The Knitted Polo


An underrated choice, the knitted polo may be the fall piece you didn’t know you needed. Find one in navy blue and wear it with everything from denim jeans and desert boots to pleated chinos and classic sneakers.

Stick To The Classics


As always, you can’t go wrong when you stick to the classics. Menswear staples like raglan-sleeve raincoats, crew-neck jumpers, Oxford shirts, pale wash jeans, and sneakers never go out of style.

Combine them all, and you’ve got a timeless fall look that will be as arp now as it will be in a decade.

Keep It Light


Light shades work surprisingly well for fall. You might think off-whites, beiges, and neutrals are better suited to summer, but pick out these tones in textured fabrics, and they’ll look good any time of year.

Go for a check flannel overshirt and combine it with a lambswool crew neck and cotton twill pants, and you’ll be sorted.

White pants


Although typically a spring and summer staple, white pants are versatile enough to form the backbone of a stylish fall look. 

Whereas in the warmer months, you might combine them with brighter hues, try pairing yours with neutral, muted shades like:

  • Beige

  • Grey 

  • Brown

Statement knits


Throwing on a vibrant-colored mid-layer can transform an otherwise staid fall look. With the rest of the outfit simple, try a bright red or orange crew neck for a play point of difference.

You can keep the whole thing contrasting or pick out the shade subtly elsewhere, perhaps in the check of your overcoat. The choice is yours.

Checkmate


If in doubt, go for a check overshirt. A fall essential, they can be dressed up with tailored trousers and loafers or down with pale jeans and your favorite pair of sneakers.

Double denim


Double denim is a recent trend that can either pay off or end in disaster. The idea is to pull off the fall style successfully. Double denim simply means wearing denim jeans with a denim jacket. 

It may seem overkill, but if there ever is a time to go all-out denim, it is now, said menswear editor Tony Cook. The trick to wearing double denim is to ensure that both types of denim are visibly different. You can pair dark denim pants with a lighter-shade denim jacket.

Related Reading


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Fall Outfits With Boots
Fall Party Outfits
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Fall Outfits For Teens
Modest Fall Outfits
Fall Hiking Outfits
Outfit Ideas
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Fall Outfit Inspo
Fall Outfit Women
Cute Fall Outfit Ideas
Fall Dresses for Women

Try AI Personal Color Analysis For Free Today


The first step when selecting the perfect fall outfit is understanding what colors complement your skin tone. 

WhatColors is an excellent tool for finding the colors that best suit you based on your skin tone. Utilizing their patented color-match technology, you can determine your season based on your skin tone and discover the perfect colors to wear this fall. 

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With WhatColors, you can easily avoid colors that clash with your skin, eye, and hair colors. The WhatColors nail color generator can also help you find the ideal nail colors based on your skin tone. 

With the WhatColors AI personal color analysis app, you can get your color analysis done within 60 seconds, making it a quick and convenient way to find your best fall outfit colors. Download the app for free today on the App Store or Google Play store.

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