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24 First Day of Fall Outfit Ideas for Men to Welcome the Autumnal Equinox

24 First Day of Fall Outfit Ideas for Men to Welcome the Autumnal Equinox
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As the crisp air of autumn settles in, it’s time to refresh your wardrobe with outfits that blend comfort and style. Whether you’re heading to the office or enjoying a weekend outing, finding the right pieces can elevate your look. From cozy knit sweaters to rugged jackets, you’ll discover a range of options designed to keep you warm while looking sharp. Immerse yourself in these 24 outfit ideas to find your perfect fall ensemble that captures the essence of the season.

Cozy Knit Sweater and Chinos

cozy sweater and chinos

A cozy knit sweater paired with chinos is the perfect fall outfit for men, balancing comfort and style.

Opt for a soft, textured sweater in earthy tones like olive green or burnt orange to embrace the season’s palette.

Chinos in a complementary shade, such as khaki or navy, provide a sophisticated touch.

Complete the look with ankle boots or casual sneakers for an effortlessly stylish ensemble that works for both casual outings and office settings.

Denim Jacket With Flannel Shirt

classic denim and flannel

A classic denim jacket paired with a flannel shirt is a perfect fall outfit for men.

This combination offers warmth and style, making it ideal for changing weather. Opt for a light wash denim jacket and a plaid flannel in earthy tones such as burgundy or forest green.

Complete the look with chinos or dark jeans, and finish with rugged boots for a laid-back, yet fashionable vibe.

Layered Henley With Overshirt

stylish autumn layered outfit

A layered henley with an overshirt is a stylish and versatile choice for the fall season.

Start with a comfortable, fitted henley in a rich, autumnal color as your base layer, then add a relaxed-fit overshirt in denim or flannel for added warmth and texture.

This combination not only keeps you cozy but also allows for easy adjustments as the temperature fluctuates, making it perfect for casual outings or laid-back gatherings.

Classic Field Jacket and Turtleneck

timeless fall outfit combination

The classic field jacket paired with a turtleneck is a timeless fall outfit for men that effortlessly blends style and functionality.

The ruggedness of the field jacket adds an adventurous touch, while the turtleneck offers warmth and sophistication.

Choose earthy tones for a seasonal vibe, and layer with chinos or dark jeans for a polished look.

Complete the ensemble with ankle boots for a dash of refinement.

Tailored Wool Blazer Over T-Shirt

polished casual fall outfit

A tailored wool blazer over a t-shirt is the perfect way to achieve a polished yet casual look for fall. The blazer adds sophistication, while the soft t-shirt keeps it relaxed and comfortable.

Pair this ensemble with dark jeans or chinos and some stylish sneakers or loafers for a balanced outfit that’s suitable for both day outings and evening gatherings.

Layer with a scarf for extra warmth and style.

Plaid Scarf With Long Sleeve Tee

scarf and tee combination

A plaid scarf paired with a long sleeve tee is a stylish and practical choice for fall.

The scarf adds a pop of color and texture to your outfit while providing warmth on cooler days. Opt for a long sleeve tee in a neutral shade to let the scarf shine.

This combination is perfect for casual outings or relaxed weekends, blending comfort with a touch of sophistication.

Lightweight Puffer Vest and Hoodie

lightweight fall layering style

A lightweight puffer vest paired with a hoodie is the perfect combination for fall, offering warmth without bulk.

Opt for a versatile color palette, like navy or olive, to easily mix and match. The vest adds insulation while keeping your arms free, perfect for layering over your favorite hoodie.

Complete the look with casual jeans and stylish sneakers for a comfortable, trendy ensemble that’s ideal for brisk autumn days.

Checkered Suit With Casual Boots

checkered suit casual boots

A checkered suit paired with casual boots strikes the perfect balance between formal and relaxed.

Opt for a slim or tailored fit to maintain a polished look, while the checkered pattern adds a touch of personality.

Select boots in neutral tones like brown or black to complement the suit.

This ensemble is ideal for autumn events, offering both style and comfort as you navigate the season.

Pair it with a simple turtleneck or a fitted shirt for a cohesive outfit.

Bomber Jacket and Slim Fit Jeans

bomber jacket slim fit jeans

The bomber jacket paired with slim fit jeans is a timeless fall outfit that effortlessly combines style and comfort.

The bomber jacket adds a touch of rugged charm, while its lightweight material makes it perfect for layering. Slim fit jeans offer a modern silhouette, complementing the jacket’s relaxed vibe.

This combination is versatile enough for a casual day out or a night on the town, making it a must-have in any man’s fall wardrobe.

Cashmere Cardigan Over Button-Up

effortless fall layering style

A cashmere cardigan layered over a button-up shirt is the epitome of effortless sophistication for fall. This combination offers both warmth and style, allowing for easy adjustments as temperatures fluctuate.

Opt for a neutral-colored cardigan to complement patterned or solid button-ups, creating a refined yet relaxed look. Pair it with tailored trousers or dark jeans, and finish with classic loafers or ankle boots for a polished ensemble suitable for any occasion.

Utility Jacket and Cargo Pants

rugged fall outdoor style

The utility jacket paired with cargo pants creates a rugged yet stylish fall outfit perfect for outdoor adventures or a casual day out.

The utility jacket, often featuring multiple pockets and a durable fabric, adds functionality while keeping you warm.

Cargo pants, with their relaxed fit and ample storage, provide comfort and versatility.

Together, this combination is ideal for layering and steering through the cooler autumn weather seamlessly.

Long Sleeve Polo With Dark Jeans

timeless fall outfit combination

A long sleeve polo paired with dark jeans is a timeless fall outfit that strikes the perfect balance between smart and casual.

The polo offers a polished look, while the dark jeans add a relaxed vibe, making it ideal for a variety of occasions.

Opt for earthy tones or classic colors like navy or burgundy for the polo to enhance your autumn aesthetic.

Complete the look with leather boots for a stylish touch.

Thermal Layering Top With Jeans

comfortable fall layering outfit

A thermal layering top paired with jeans is a classic fall outfit that combines comfort and style.

Opt for a fitted thermal shirt that provides warmth without bulk, making it perfect for layering.

Dark or light wash jeans add a versatile touch, while a neutral or bold color thermal can make a statement.

Complete the look with sturdy boots or sneakers for a casual yet polished appearance, ideal for any autumn outing.

Linen Shirt With Lightweight Chinos

linen shirt lightweight chinos

A linen shirt paired with lightweight chinos is a perfect blend of comfort and style for fall.

The breathable fabric of the linen shirt keeps you cool during warmer days, while the lightweight chinos offer a relaxed yet polished look.

Opt for earthy tones or muted hues to embrace the season’s aesthetic.

Complete the outfit with casual loafers or stylish sneakers for an effortlessly chic appearance.

Suede Jacket and White T-Shirt

suede jacket white t shirt

The suede jacket paired with a white t-shirt is a classic fall look that effortlessly combines style and comfort.

The rich texture of the suede adds a touch of sophistication, while the crisp white t-shirt serves as a versatile base layer.

Complete the outfit with dark jeans and ankle boots for a polished yet relaxed vibe, perfect for autumn outings.

This combination shifts seamlessly from day to evening, making it a go-to choice for menswear.

Oversized Sweater With Joggers

cozy oversized sweater joggers

An oversized sweater paired with joggers creates the perfect balance of comfort and style for fall.

This relaxed ensemble allows for easy layering, making it ideal for fluctuating temperatures.

Opt for a chunky knit sweater in earthy tones, complemented by tapered joggers for a more polished look.

Finish off with stylish sneakers or ankle boots to effortlessly shift from day to night while keeping it cozy and fashionable.

Trench Coat With Tailored Trousers

sophisticated fall outfit combo

The trench coat paired with tailored trousers creates a sophisticated and timeless look perfect for fall.

Opt for a classic beige or sleek black trench to layer over a smart-casual shirt or knit sweater. Tailored trousers in a complementary shade add a polished touch, making this outfit suitable for both business and casual occasions.

Complete the look with leather boots for an elegant finish that stands out in cooler weather.

Nature-Inspired Printed Shirt and Shorts

nature inspired fall outfit

Embrace the outdoors with a nature-inspired printed shirt paired with comfortable shorts for a stylish yet relaxed fall look.

Choose a shirt adorned with earthy tones and botanical motifs that reflect the season’s changing palette. Opt for lightweight, breathable fabrics to guarantee comfort during daytime outings.

Complete the outfit with casual sneakers or loafers, making it perfect for weekend adventures or casual gatherings.

Down Jacket Over Graphic Tee

layered fall casual style

For a stylish yet casual fall look, layer a down jacket over a graphic tee.

Opt for a fitted down jacket to add warmth without bulk, while the graphic tee injects personality into your outfit.

Pair this combination with tapered chinos or dark denim and ankle boots for a balanced vibe.

Accessorize with a beanie or scarf for extra flair, making this ensemble perfect for cooler days.

Sport Coat With a Knit Tie

sophisticated fall attire blend

A sport coat paired with a knit tie is a sophisticated yet relaxed option for fall events.

The textured fabric of the knit tie adds warmth and character, perfectly complementing the structured silhouette of the sport coat.

Opt for earthy tones or deep hues to align with the season’s palette.

This combination effortlessly elevates a casual ensemble, making it ideal for a dinner out or a smart-casual workplace look.

Quilted Vest Over Flannel

classic fall layering style

A quilted vest over a flannel shirt is a classic fall outfit choice for men, combining warmth and style effortlessly.

The vest adds a layer of insulation without bulk, making it perfect for unpredictable weather.

Pair a neutral-colored vest with a plaid flannel for an on-trend look, and enhance the ensemble with dark jeans and leather boots.

This combination balances comfort and sophistication, ideal for casual outings or outdoor adventures.

Vintage Baseball Jacket and Slim Fit Shorts

retro jacket modern shorts

A vintage baseball jacket paired with slim fit shorts creates a stylish yet relaxed fall outfit for men.

The jacket adds a retro flair with its bold colors and iconic patches, while the slim fit shorts keep the look modern and tailored.

Opt for classic sneakers or slip-ons to complete the ensemble, making it perfect for a casual outing or weekend brunch.

Layer with a simple tee or crewneck for added warmth.

Shawl Collar Cardigan With Dress Pants

sophisticated shawl cardigan ensemble

A shawl collar cardigan paired with dress pants creates a sophisticated yet relaxed look perfect for fall.

The cardigan’s soft texture adds warmth, while its elegant shawl neck elevates the outfit.

Opt for neutral or rich autumnal colors to enhance your style.

Complete the ensemble with leather shoes and a crisp shirt for a refined appearance that’s suitable for both casual and formal occasions.

Classic Raincoat and Ankle Boots

stylish raincoat and ankle boots

A classic raincoat paired with sleek ankle boots is perfect for fall, balancing functionality and style.

Choose a tailored raincoat in a neutral color, like navy or beige, to easily layer over your favorite sweater.

Ankle boots in leather or suede not only add elegance but also keep your feet dry and warm.

This ensemble is ideal for both casual outings and more polished events, ensuring you stay comfortable whatever the weather.

Conclusion

As you step into fall, let these outfit ideas inspire your seasonal wardrobe. Embrace the cozy warmth of knit sweaters and the rugged charm of layered looks that keep you stylish and comfortable. Experiment with earthy tones and versatile textures, all while standing out in any crowd. Whether you’re heading to work or enjoying a weekend adventure, these ensembles keep you effortlessly chic. Welcome autumn with confidence and flair — the perfect outfits await you!

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