The Complete Men’s Fall Fashion Guide with the Best Outfits

Are you looking to up your style this fall? We’ve got your back with the perfect men’s guide to autumn fashion. From comfortable knits to versatile outerwear, we’re collecting tips and trends to keep you looking sharp on all occasions.

Man Wearing a Cardigan Outfit Styles

As the crisp autumn breeze sweeps through, it’s time to say goodbye to the lightweight fabrics of summer and welcome the rich textures and warm hues of fall. Men’s fall fashion is a blend of comfort, style, and functionality. This guide will provide you with practical tips and the best outfits on how to dress flawlessly this fall.


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How to Dress This Fall as a Man

Master Layering

One of the most crucial aspects of fall fashion is mastering the art of layering. This not only adds depth to your outfit but also allows for adaptability in changing weather conditions.

Men's Fall Fashion Guide

Start with a lightweight base layer, such as a well-fitted t-shirt or a breathable long-sleeved shirt. Layer on top with items like cardigans, sweaters, and lightweight jackets. Finish with a versatile outer layer like a classic trench coat or a rugged field jacket.

Wear Fall Colors

Fall is synonymous with a warm and earthy color palette. Embrace shades like deep burgundy, forest green, mustard yellow, and rich browns – and never forget about blacks, grays, and blues, as they are some of the classiest colors to choose from.

Men's Fall Fashion Guide

These colors not only complement the season but also add depth and sophistication to your overall look. Don’t be afraid to experiment with different color combinations to create a unique and personal style.

Invest in Quality Outerwear

A well crafted outer layer such as a leather jacket, denim jacket, or trench coat is a men’s fall fashion wardrobe essential. That’s why you should consider investing in a high quality jacket or coat that not only keeps you warm but also elevates your style.

Men's Fall Fashion Guide

Options like a tailored wool coat, a rugged leather jacket, or a versatile quilted jacket can be dressed up or down, making them versatile additions to your fall wardrobe.

Consider Textures and Patterns

Fall fashion offers a diverse range of textures that add depth and visual interest to your outfits. Opt for fabrics like tweed, corduroy, flannel, and wool. These not only protect against the cooler temperatures but also help you achieve a refined and polished look.

Men's Fall Fashion Guide
Matthew McConaughey as Mickey Pearson in © The Gentlemen, 2019

Wear Denim for Versatility

A well-fitted pair of jeans is a timeless staple in any fall wardrobe. Dark-wash or raw denim jeans can be effortlessly paired with a variety of tops and outerwear. They can transition seamlessly from casual outings to semi-formal events, making them a versatile choice for the season.

Men's Fall Fashion Guide

Consider Your Footwear Selection

Choosing the right footwear is essential for both style and comfort during fall. Opt for boots like Chelsea boots, desert boots, or rugged work boots. These not only protect against the weather but also add a rugged, masculine touch to your overall look.

Men's Fall Fashion Guide

Don’t Forget About Accessories

Accessories are the finishing touches that can elevate your fall outfits. Consider adding items like scarves, gloves, and beanies in complementary colors and textures. A well-chosen belt and a quality watch can also up your overall look.

But, if you want to make your suit outfit even more special, buy a pair of cufflinks and a suitable shirt for them. Always remember that accessories play a crucial role in elevating men’s fall fashion, from scarves to stylish boots.

Men's Fall Fashion Guide

Pay Attention to Fit

Regardless of the season, proper fit is key. Tailored clothing not only looks more polished but also ensures comfort and ease of movement. Invest time in finding brands and styles that suit your body type and consider consulting a tailor for any necessary adjustments.

We often say that semi-bespoke attire will always look much better on you than an off-the-rack designer one, regardless of the price.

Men's Fall Fashion Guide

Best Outfits for Men for Fall

1. Casual Sweater with Chinos

Embrace a relaxed look with slim-fit dark jeans or navy pants paired with a burgundy crew-neck sweater, complemented by brown leather Chelsea boots – or white sneakers for a warmer fall day. Top it off with a wool-blend pea coat and a patterned scarf.

Men's Fall Fashion Guide: Burgundy Sweater Navy Pants White Sneakers Outfit
Burgundy Sweater with Navy Chinos and White Sneakers

2. Turtleneck with a Blazer

Make a statement at the workplace by combining charcoal dress pants with a sleek black turtleneck, a navy blazer, and polished black leather Chelsea boots. Accessorize with a classic silver wristwatch for a polished and professional look.

Men's Fall Fashion Guide: Navy Blazer Gray Dress Pants Black Turtleneck Black Leather Chelsea Boots
Navy Blazer with Black Turtleneck Gray Dress Pants and Chelsea Boots

3. Henley and Cargo Pants

Gear up for outdoor fun by wearing olive green cargo pants and a long-sleeve thermal Henley shirt, pairing them with waterproof hiking boots, a utility jacket featuring multiple pockets, and a cozy hat.

Men's Fall Fashion Guide: Hiking Boots Olive Cargo Pants Navy Henley Outfits

4. Sweater with Shirts

Impress your date with a pair of dark washed jeans, some crisp white shirt underlayers, and a navy V-neck sweater. Finish the look with a stylish leather band watch and brown leather dress shoes or boots.

Layering is a key technique in achieving a polished look in men’s fall fashion.

Men's Fall Fashion Guide: Navy V Neck Sweater Jeans Outfit
Navy Blue V-Neck Sweater with a White Shirt Dark Washed Jeans and Derbies

5. Double Breasted Navy Suit

Be the best-looking man in any room by wearing a slim-fit tailored navy suit. Pair it with a crisp white oxford shirt, a stylish necktie, and a pair of oxford dress shoes. Finish the outfit with a stainless steel wristwatch.

Optionally, if you want a more relaxed vibe, skip the necktie, unbutton the top two buttons, and change the oxfords for some leather loafers.

Men's Fall Fashion Guide: Massimo Dutti Wool Double Breasted Navy Blue Suit
Massimo Dutti Wool Double Breasted Navy Blue Suit

6. Denim Jacket with Flannels

Keep warm and rugged with a denim jacket over a flannel shirt, paired with dark jeans, rugged work boots, and a cozy knit beanie.

Men's Fall Fashion Guide: Denim Jacket Men Flannel Shirt Outfit
Denim Jacket Flannel Shirt and Jeans

7. Denim Shirts with Jeans

Navigate the city streets in style with a pair of dark jeans, a denim shirt as an overlay, leather sneakers or boots, and optionally, a field jacket boasting multiple pockets.

My personal recommendation is to have a contrasting shirt and jeans, don’t try to rock the same tone of denim.

Men's Fall Fashion Guide: Denim Shirt Overlay White T-shirt Outfit

8. Leather Bomber with Jeans

For those fall walks in the park, wear a stylish leather bomber, a pair of dark wash jeans, and some high-top sneakers. This is an outfit that you can dress up or down.

If you want to look more formal, wear a casual white shirt and some leather shoes. For a more leisurely look, wear T-shirts and sneakers.

Man Wearing Bomber Jacket Outfit
Leather Bomber Jacket with Dark Washed Jeans and Converse Sneakers


Mastering men’s fall fashion involves a thoughtful combination of layering, color coordination, and attention to detail. By embracing the season’s textures, colors, and versatile outerwear, you can create a wardrobe that’s both functional and stylish.

Remember, confidence is the ultimate accessory, so wear your fall outfits with pride and let your personal style shine through. Stay on top of the game with our curated selection of men’s fall fashion must-haves.

Men's Fall Fashion Guide: Houndstooth Sport Coat Outfit
Fall Fashion for Men: The Complete Guide for Guys
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Fall Fashion for Men: The Complete Guide for Guys
Discover the ultimate guide to men's fall fashion! Up your style with our practical tips and wardrobe essentials. Be the best-looking guy this fall!
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Midway Gentleman
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