30 of the Best Fall Outfits for Guys

Merrie Sindel

It is officially, unequivocally almost fall. But if I’m being honest, I’ve been living in the autumn mindset since mid-July.

Halloweentown has graced my TV screen more than once, and I’m ready to throw out every swimsuit I own if it means I can break out my light jacket rotation.

Embarrassing or not, that is just a taste of how passionate I am about autumn. 

Plus, my favorite color is orange, so you know I am finding every excuse to wear those pumpkin tones right now. My cornucopia-colored wardrobe makes much more sense in fall. And did I mention the jackets?? I hope you’re as excited as I am for a bomber/shacket/sweater vest season.

Bottom line? If I can layer it, I am wearing it. And guys, it’s time you do the same. 

Need some outfit inspo? Wondering what’s in style now?

Team SG’s got you. Whether you’re looking for the best cool casual fall outfits or the ideas for going out outfits, we’ve got you covered.

We rounded up a month’s worth of easy men’s fall outfits to wear right now. Below, find some outfits to wear right now and style ideas already put together for your, courtesy of our team.

Below, check out 30 ideas for stylish outfits to wear this fall:

Day 1: Wear something orange

Wear it well: You may not be starring in a summer blockbuster, but you can still brighten up your wardrobe like Daniel Kaluuya.

How to do it without feeling like a Crayola crayon? Pair your pop of color back to the neutrals in your closet, like Kaluuya does with khaki chinos.

Still feeling shy? Start small, like with yellow socks.

Day 2: Sport a plaid shirt with a suit

ryan reynolds men's fall outfits
IG: @Esquire

Wear it well: I wasn’t so sure about this look when I first saw it on the red carpet, but then I realized it’s just because he was standing next to his wife Blake Lively, who wore a long sequined gown (you can see a peek behind his elbow).

Sequins next to plaid do not make a whole lot of sense.

But this casually elegant suited-up look from Ryan Reynolds on its own? The SG Madness winner pulls it off.

He makes a suit feel anything but monotonous with unstructured fabrics, lightly contrasting patterns, and added texture.

Easy to copy even when you don’t have that Deadpool income coming in.

Day 3: Wear athleisure everywhere

anthony ramos
IG: @anthonyramos

Wear it well: If the quarantine taught us anything, it’s that athleisure ‘fits are not going anywhere.

You may not have the four legged accessories like Anthony Ramos, but the rest? You can definitely handle on your own. 

A pair of joggers, sneakers, and t-shirt combo is probably in your closet already and it will never not be on trend. 

But seriously…bonus points for those puppies. 

Day 4: Try a turtleneck

carmelo anthony
IG: @tomford

Wear it well: NO, this does not look like a remix on The Rock back in the 80s with his gold chain and a black turtleneck. 

There’s not even a fanny pack!

So go ahead, wear the turtleneck like Carmelo Anthony. When it comes to men’s fall outfits, a turtleneck is seriously ground zero for serious style. Wear it with dress pants like the NBA star (maybe skip the bucket hat), or dress one down with jeans and sneakers.

Day 5: Hit the streets in Chuck Taylors

sterling shepard cardigan
IG: @sterlingshepard

Wear it well: Football season may be back, but classic sneakers, like Sterling Shepard’s iconic Chuck Taylors, never left. That Converse and denim combo is timeless. 

I loved it on Danny Zuko in Grease and I love them on Shepard now.

RELATED: Shop 8 Cozy, Stylish Cardigans for Fall

Day 6: Sport a suit in an unexpected color

Wear it well: Dare I say pink is the new black? 

Sure, neutral-hued suits like grey, navy, and black may dominate the suit world, but you’re ready for an advanced degree of difficulty!

Brad Pitt has been showing up to movie premieres in suits every color of the rainbow, which is great…if you’re Brad Pitt.

If you want to follow suit (no pun intended) without going full technicolor, his co-star Aaron Taylor-Johnson provides a safer (but still stylish!) alternative.

Day 7: Wear shorts as long into fall as possible

Lebron James shorts outfit
IG: @kingjames

Wear it well: Yes, fall is technically here, but that does not mean that shorts season has to end.

Which is a good thing, because we’re not here to tell LeBron James what to do.

It’s okay to wear your shorts through the fall season. Even on the chillier days, simply opt for a long sleeve or hoodie.

RELATED: Shop our favorite 5″ shorts

Day 8: Flash some undershirt

Wear it well: Since the Jo Bros are back (deal with it), you may as well start taking style cues from their surprisingly good wardrobes!

Like this retro-yet-trendy outfit from Nick Jonas, above. The undershirt tucked into trousers, the open-front short-sleeve shirt, the slicked-back hair. It all works!

Day 9: Knit polos are your pal

Wear it well: Andrew Garfield gets it.

Take a cue from his laid-back look and pair a knit polo with casual pieces for an easy, elegant outfit.

Day 10: Add a vest

men's fall outfits
IG: @gq

Wear it well: A t-shirt and chinos? Basic. Adding a vest? Things just got interesting.

This is Alessandro Borghi, and while I personally have no idea who he is, I do know he showed up to the Venice Film Festival in this effortlessly cool look, and now I’m sharing it with you.

I know, this casually cool men’s fall outfit might feel unachievable for non-movie stars, but it truly cannot get much easier than adding one light-weight extra layer to an everyday outfit to make you look like the leading man in your daily life.

Day 11: Let your shoes do the talking

Wear it well: A bright-colored or distinctly patterned shoe with an otherwise neutral outfit? It’s perfect for fall.

Whether it’s business casual or weekend athleisure, add some spice to a fall outfit by making your footwear the style standout. 

Day 12: Add an accessory…or two

Nick Jonas style
IG: @nickjonas

Wear it well: I’ve said it once, I’ll say it again, the Jo Bros have style now!

…Okay, maybe not Kevin. Sorry Kevin. 

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 a cool way to upgrade any autumn outfit.

Day 13: Layer on a cardigan

Jimmy Fallon cardigan
IG: @jimmyfallon

Wear it well: Jimmy Fallon’s style was made for fall. The talk show host loves a layer, and this polo shirt + cardigan combo is Exhibit A. 

With the weather bound to take a chilly turn soon, take a cue from Fallon’s fashion.

Funky sneakers optional, but encouraged.

Day 14: Go for a relaxed fit for your jeans

Harry Styles baggy jeans
IG: @gq

Wear it well: We can always count on Harry Styles to rock the latest trend with almost obnoxious ease. 

The past few years skinny silhouettes ruled, but this fall is your time to get the circulation back in your legs.

Wear slightly baggy denim in place of your skinny jeans, your legs and your fashion sense will thank you.

Day 15: Embrace your inner teen in Doc Martens

men's fall outfits ideas
IG: @bluecollarprep

Wear it well: You don’t have to be a rebellious teen to pull off Doc Martens anymore.

The 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 serious adolescent brooding.

Day 16: Add an overshirt to your outerwear repertoire

men's fall outfits
IG: @brockmcgoff

Wear it well: The overshirt is on its way to taking the top spot 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.

Day 17: Wear a denim jacket

Wear it well: Dare I say the easiest light outerwear to style, the humble denim jacket looks good over everything in your closet. Yes, really. 

Wear a simple trucker, or go with something a little extra special, like D.Wade’s style above.

This kind of coat looks good with everything from chinos and a t-shirt, or even jeans, if you want to go full Canadian tuxedo.

Day 18: Tie-dye is not dead

IG: @Beyonce

Wear it well: This is how to wear tie-dye in 2021.

Try elevating your summer of love-inspired styles like Hova himself, with tailored pants for a surprisingly sophisticated look. 

Day 19: Try a timeless pocket tee

Kevin Love men's fall outfits
IG: @kevinlove

Wear it well: A pocket t-shirt with chinos and Air Force Ones may just be the easiest look to copy, and look really freaking handsome in, this fall. 

Day 20: Dress up your sweats

IG: @Esquire

Wear it well: The quarantine has us all optimizing for comfort. Seth Rogan included.

This drawstring pant and blazer combination proves you may not need to give up your sweats when re-entering the real world. 

Day 21: Skip the tie

Sabir Peele men's fall outfits
IG: @mensstylepro

Wear it well: Blazers really can elevate anything, even a paint splattered hoodie.

When you’re looking for men’s fall outfits that look dressed up without feeling stuffy, this is a great option.

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

Day 22: Throw on a band tee

Kevin Love men's fall outfits
IG: @kevinhart4real

Wear it well: 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. 

Day 23: Match your sweats

Jalen Green sweatsuit
IG: @jalen

Wear it well: Jalen Green is known for his game day ‘fits, but let’s hear it for the travel day style, too! This matching sweat set? Very cool.

One way to look like you didn’t just “throw on” sweats?

Make them match.

Extra points if you sport some bright colors. If you’re still working from home, then your idea of men’s fall outfits could very well look like this awhile longer.

Day 24: Hang onto summer in short sleeves

IG: @levitatestyle

Wear it well: Just because summer is “over” doesn’t mean the weather is going to cooperate with that idea. So on those warmer fall days break out your short sleeve shirts. It’s not worth breaking a sweat to abide by the fall fashion “norms.”

You’ll look and feel cool, promise.

Day 25: Sport blue head-to-toe

IG: @usopen

Wear it well: The US Open brings many celebrities dressed to the nines as spectators. You can see the excitement in the Brad’s pictured above.

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 absolutely use them as men’s fall outfits inspiration.

Day 26: Wear black and brown together

IG: @dabito

Wear it well: Somewhere down the line wearing black and brown together was deemed a fashion no-no.

I am here to say DO IT! I know the colors are in your closet, and I say wear them together.  

Day 27: Switch up your accessories

IG: @pstorre

Wear it well: It’s time to rethink your formalwear accessories. If you’re looking for cool dress up options for guys? Look no further.

Channel your inner John Wayne like ESPN’s Pablo Torre, and try swapping your standard neckwear for a bolo tie instead. 

Day 28: Mix prints and patterns

IG: @str0sh0w

Wear it well: Baseball player Marcus Stroman is not afraid to stand out in a crowd.

And while you may not throw 93 MPH, you can too. Try pairing a patterned top with pinstripe pants. And yes, you can wear it all with sneakers if you want.

Start slow by keeping the color scheme simple, like Stroman’s black and white above.

Day 29: Dress in fall colors

men's fall outfits
IG: @ryancascarano

Wear it well: When we say “men’s fall outfits,” this is pretty much exactly what we’re talking about.

Besides, it would not be fall if I didn’t tell you to wear fall colors this season.

Think: Thanksgiving cornucopia when you are choosing the colors you should be adding to your fall wardrobe. If it’s not on your Thanksgiving table spread, save the color for next season. 

Day 30: Go with a high waist

Kevin Jonas style, men's fall outfits
IG: @kevinjonas

Wear it well: Okay, okay, we’ve been ragging on Kevin Jonas, but truly, all three JoBros have been looking good lately.

He’s certainly doing something with those high waisted pants. The flattering waistline has made its way to mens fashion, so jump on it and embrace it. 

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