10 Men’s Fall Outfits For Every Setting 

By  Emily Konatella

LAST UPDATED - December 11, 2023

The best men's fall outfits revolve around one thing, and one thing only: practical layering pieces. For the fashion-forward guys, fall is an opportunity to step up the style game and a chance to express your personal style through Fall fashion.

Fluctuating temperatures and unpredictable weather conditions are no match for versatile wardrobe staples. A fall closet filled with layerable tees and turtlenecks, cozy sweaters, and lightweight jackets will keep you warm on crisp autumn mornings and comfortable during unseasonably warm afternoons.

In this men's fall fashion guide, we will share some of the style advice. The ten men's fall outfit ideas below will teach you how to layer up these must-have pieces for any setting.

10 Casual, Work-Appropriate, & Adventure-Ready Fall Outfits for Men

Blazer, Basic Short-Sleeve Tee, and Chinos

For a Business Casual Office

Semi-casual work outfits are the new norm in today's post-pandemic workplace. Consider a basic tee— perhaps a classic white cotton crewneck or sleek black v-neck— and chinos will be your new go-to combination for a regular day at the office. The timeless pairing works with virtually any blazer and professional shoe in your wardrobe.

Throw on a watch and white leather sneakers, and you're ready to head off on your morning commute. Swap your short sleeves for long sleeves and your sneakers for boots as the temperatures start to drop.

Matching Sweatsuit and Statement Sneakers

For A Work-From-Home Day

Working from calls for a casual outfit that keeps you feeling put together and, as a result, more productive too. Something as simple as changing out of your pajamas before logging on can make a major impact throughout the day.

Instead of reaching for any old loungewear, use a monochrome color palette to transform a basic sweatshirt and sweatpants into something far more polished. Pair them together one day, then mix and match each piece individually with other styles in your casual fall wardrobe. Keep a blazer nearby to throw on top should an important video call come your way.

Bomber Jacket And Tee

For Date night

Date night outfits are easy to overthink, so when in doubt, stick with what you know. A classic crewneck or v-neck tee and dark-wash jeans or chino pants should do the trick for almost any romantic restaurant, daytime outing, or dimly-lit cocktail bar. Add a satin bomber or other types of leather jacket that is a tasteful watch to impress your date with your refined taste.

Color psychologists recommend sticking with black, red, or white— three colors generally associated with romance, passion, and excellent date night style. No matter the setting, steer clear of bright colors and obnoxious prints.

Denim Jacket and Tees

For Game Day

Fall equals football season. For an easy game day outfit, layer a denim jacket over a tee or sweatshirt from your favorite sports team. Whether headed to the stadium, a local sports bar or hosting a watch party at home, the fail-proof pairing provides the warmth needed for a crisp morning tailgate and the adaptability for a sunny afternoon celebrating in the stands. Prove your unwavering loyalty by completing your look with sneakers in your team's colors.

Puffer Vest, Fleece, and Tech Joggers

For Outdoor Activities

For outdoor activities, try technical textiles designed to wick sweat and keep you warm without overheating. Designed to transition from outdoor adventures to everyday life, garments made from fleece, ripstop nylon, stretch polyester, and other performance fabrics can tackle any weather autumn throws your way. Plus, these shirts, jackets, and casual pants typically come equipped with plenty of pockets.

A fleece quarter-zip jacket and technical joggers make an excellent pairing for hikes, apple picking, beach days, or trips to the dog park. Add a beanie and a puffer vest to stay cozy on chillier days. Look for outerwear pieces labeled as 'packable' that can be stored compactly in your backpack when the sun comes out.

Cozy Sweater and Khaki Pants

For Smart Casual Settings

A dinner party or fancy restaurant is the perfect setting for a cozy soft woven fabric. It's worth splurging on one or two basic cashmere sweaters that'll carry you through the fall season. The humble wardrobe staple can be layered over a collared shirt, under a lightweight jacket, and as an added layer of warmth on cold winter days. Stick with a versatile solid color like black or navy to maximize your fall outfit options.

The beauty of a good knitwear piece is that it can be paired with almost any pants you own. For smart casual settings, stick with khakis, neutral chino pants, or dark wash denim. Complete your look with a pair of leather loafers or polished ankle boots.

Flannel Shirts and Distressed Denim

For Casual Days

Every man's fall wardrobe needs a few flannels. Woven from wool or cotton, the timeless layering piece toes the line between shirt and jacket. In addition to a classic plaid shirt, snag a 'shacket' in a solid, neutral color like tan or charcoal grey. Needless to say, the plaid pattern is a fall classic, and flannel is a style you'll keep coming back to year after year.

On warmer days, style it over a graphic tee or hoodie as a lightweight outerwear piece. Later in the season, wear it under a chore coat or quilted jacket in place of oxford cloth button-downs. Lean into the grungy feel of your plaid flannel by finishing your look with distressed jeans and lug-sole combat boots.

Windbreaker and Cargo Pants

For Rainy Days

Don't let wet fall weather ruin your plans. With the right windbreaker, you won't miss a beat. Lightweight, layerable, and often waterproof, a trusty raincoat will carry you through unpredictable fall and spring weather in style. For maximum water resistance, look for outerwear styles made from GORE-TEX or another type of coated nylon.

Keep an outdoorsy feel on the bottom with one of this fall's biggest fashion trends for men: cargo pants. Equipped with practical pockets and adventure-ready design details, the functional style is ideal for days on the go. A pair made from tech fabric provides all the benefits without making you feel like someone's unfashionable dad.

Suits with Added Texture

For formal occasions

For a fall wedding or formal event, opt for suits made from heavier materials like wool, velvet, and corduroy. Offered in rich jewel tones and earthy hues, these cold-weather-friendly fabrics have a distinctly autumnal feel.

Save your pastel button-up shirts for spring, and stick with something in crisp, classic white. Should the occasion call for a tie, choose fall colors that come across as sophisticated and seasonally appropriate. A pumpkin orange, rust brown, or rich maroon will fit right in at an outdoor ceremony.

Sweater Vest or Cardigan and Comfortable Pants

For Holiday Gatherings

The holiday season is right around the corner, so now's the time to start brainstorming this year's Thanksgiving dishes (and outfit options). For fall gatherings, opt for sumptuously soft knitwear pieces like sweater vests, cardigans, and turtlenecks. Knit from a blend of cashmere, merino wool, or cotton, it'll feel just as comfortable as your favorite hoodie— only you'll look far more presentable.

Balance out the preppy vibe on top with a nice pair of joggers, chinos, or corduroy pants and leather sneakers. For fancier occasions, finish your look with comfortable trousers and dress shoes. But no matter where you're headed, be sure to wear a waistband with plenty of giving.

About the author

Emily is a fashion consultant, designer and creative director with more than 15 years experience creating, designing and developing clothing & jewelry. From managing pageant shows to turning concepts into actual designs, she has experience with almost all fabric types and jewelry designs and is in touch with the latest fashion trends.