Discover the Best Men’s Fall Shoes: 23 Stylish and Functional Ideas for Autumn

As the leaves turn and the temperatures drop, it’s time to rethink your footwear. Men’s fall shoes are not just about keeping your feet warm and dry, but also about complementing your style for the season. Whether you’re dressing for business casual, a casual day out, or a special occasion, the right shoes can make all the difference. Let’s explore some of the best options for men’s fall shoes that combine functionality with fashion.

Sleek and Casual Sneakers

These sleek, casual sneakers are perfect for a relaxed autumn day. The deep brown leather exudes a classic look while the white sole adds a modern touch. This versatile pair can easily transition from a casual day out to a more business casual setting.

• Fit: Best suited for slim to athletic figures. They provide a sleek silhouette that doesn’t overwhelm the outfit.
• Practicality: Ideal for everyday wear, offering comfort and style. Perfect for walking around the city or meeting friends for coffee.
• Occasions: Suitable for casual outings, casual Fridays at work, and relaxed weekends. Not ideal for formal events or very rainy days.
• Material: High-quality leather with a durable white rubber sole
• Color: Rich brown upper with a contrasting white sole
• Design: Lace-up closure with metal eyelets for a secure fit
• Comfort: Cushioned insole for added comfort during extended wear
• Brand: Respected designer brand known for their durable and stylish footwear

Author’s Opinion: These sneakers could be paired with dark denim jeans and a cozy sweater for an effortlessly stylish look. Avoid pairing them with overly formal attire, as they are designed for a more relaxed aesthetic.

Sophisticated Suede Loafers

These sophisticated suede loafers are a fantastic addition to any fall wardrobe. With their rich brown hue and tassel detail, they bring an element of elegance to any outfit. Perfect for both business casual and more formal settings.

• Fit: Flattering on most body types, especially those who prefer a refined look.
• Practicality: Great for indoor and mild outdoor conditions. Not suitable for wet or muddy environments.
• Occasions: Ideal for business meetings, dinners, and special events. Less suitable for casual or highly active settings.
• Material: Soft suede with a leather lining
• Color: Dark brown for a sophisticated appearance
• Design: Tassel embellishment on the vamp, slip-on style for convenience
• Comfort: Padded footbed and flexible sole for all-day comfort
• Brand: Italian designer known for luxurious, high-end footwear

Author’s Opinion: These loafers would pair beautifully with tailored trousers and a crisp shirt. Add a blazer for a polished finish. Avoid pairing them with very casual outfits or gym attire, as they are meant to elevate a more formal look.

Trendy Chelsea Boots

Chelsea boots are a fall staple, and this pair is no exception. The dark brown suede and elastic side panels offer both style and convenience, making them a must-have for any autumn wardrobe. They seamlessly blend with both casual and more classy ensembles.

• Fit: Suits all body types, offering a sleek and slimming effect.
• Practicality: Excellent for cooler weather and light rain. Easy to slip on and off.
• Occasions: Versatile enough for both casual and semi-formal events. Not ideal for heavy rain or snow.
• Material: Premium suede with elastic side panels
• Color: Dark brown with a slightly lighter sole
• Design: Classic Chelsea boot style with pull tabs for ease
• Comfort: Soft lining and cushioned footbed for comfort
• Brand: Known for stylish, durable shoes that stand the test of time

Author’s Opinion: These boots would look great with jeans and a knit sweater or with dress pants and a blazer. Avoid overly sporty or athletic outfits as these boots are meant for a more polished look.

Rugged Leather Boots

For a more rugged look, these leather boots are perfect. Their sturdy design and rich brown color make them ideal for outdoor adventures while still being stylish enough for casual outings. They offer excellent protection and warmth for colder days.

• Fit: Suitable for all body types, especially those who prefer a more robust and rugged style.
• Practicality: Great for colder weather and rougher terrains. Provides good protection and warmth.
• Occasions: Ideal for casual outings, hiking, and outdoor activities. Not suitable for formal events.
• Material: Durable leather with a rugged sole
• Color: Rich brown with a textured finish
• Design: Lace-up closure with metal eyelets, reinforced toe and heel
• Comfort: Padded collar and tongue for added comfort
• Brand: Renowned for their tough, high-quality boots

Author’s Opinion: These boots would pair well with jeans and a flannel shirt for a rugged, outdoorsy look. They might not blend well with formal wear, so it’s best to reserve them for more casual and outdoor settings.

Polished Dress Boots

These polished dress boots are a perfect blend of sophistication and practicality. Their sleek design and shiny finish make them ideal for both business and formal settings. They offer a classic look that never goes out of style.

• Fit: Suitable for all body types, offering a slimming and elongating effect.
• Practicality: Great for formal and business settings. Offers good protection against light rain.
• Occasions: Perfect for business meetings, formal events, and dressy occasions. Not ideal for casual or highly active settings.
• Material: High-shine leather with a smooth finish
• Color: Deep brown with a polished sheen
• Design: Lace-up closure, sleek and elegant silhouette
• Comfort: Cushioned footbed and supportive sole for long wear
• Brand: Famous for their elegant and high-quality footwear

Author’s Opinion: These boots would look excellent with a tailored suit or dress pants and a button-down shirt. They are best avoided with casual jeans or very sporty attire, as they are meant to complement more formal outfits.

Versatile Suede Chukkas

These versatile suede chukkas are the perfect addition to any fall wardrobe. Their light brown color and simple design make them a great choice for both casual and semi-formal occasions.

• Fit: Ideal for most body types, offering a balanced and stylish look.
• Practicality: Suitable for dry weather and light activity. Not recommended for wet or muddy conditions.
• Occasions: Perfect for casual outings, weekend gatherings, and relaxed office settings. Not ideal for formal events or strenuous activities.
• Material: Soft suede with a sturdy rubber sole
• Color: Light brown with a natural finish
• Design: Lace-up closure with metal eyelets, minimalist design
• Comfort: Cushioned insole and flexible sole for all-day wear
• Brand: Known for producing high-quality, stylish footwear

Author’s Opinion: Pair these chukkas with dark jeans and a flannel shirt for a casual yet polished look. They can also be worn with chinos and a sweater for a more refined outfit. Avoid pairing them with overly formal attire or gym clothes.

Retro-Inspired Sneakers

These retro-inspired sneakers bring a touch of nostalgia to your fall footwear collection. The white and black color scheme is timeless and versatile, making these sneakers a great choice for everyday wear.

• Fit: Suitable for most body types, offering a comfortable and stylish fit.
• Practicality: Great for casual outings and light physical activity. Not ideal for wet conditions or formal settings.
• Occasions: Perfect for casual days out, weekend activities, and relaxed office environments. Not recommended for formal events or heavy exercise.
• Material: High-quality leather and synthetic materials with a durable rubber sole
• Color: White with black and beige accents
• Design: Classic lace-up closure with retro styling
• Comfort: Padded collar and cushioned insole for added comfort
• Brand: Renowned for their stylish and durable athletic footwear

Author’s Opinion: These sneakers look great with cuffed jeans and a casual tee or hoodie. They can also be paired with joggers for a sporty look. Avoid wearing them with very formal attire or in muddy conditions.

Rugged Work Boots

These rugged work boots are built to withstand the elements while keeping you stylish. Their robust design and tan suede make them perfect for outdoor activities and casual wear.

• Fit: Suitable for all body types, offering a rugged and durable look.
• Practicality: Excellent for outdoor activities, providing warmth and protection. Not ideal for formal events.
• Occasions: Ideal for hiking, outdoor work, and casual outings. Not suitable for formal or business casual settings.
• Material: Durable suede with a tough rubber sole
• Color: Tan with contrasting laces and stitching
• Design: Lace-up closure with metal eyelets, reinforced toe and heel
• Comfort: Padded collar and cushioned insole for comfort
• Brand: Known for their durable and functional footwear

Author’s Opinion: These boots would pair well with jeans and a flannel shirt for an outdoorsy look. They are perfect for weekend adventures or casual days out. Avoid pairing them with formal or office attire, as they are designed for a rugged, casual aesthetic.

Sleek Leather Sneakers

These sleek leather sneakers are a stylish choice for the fall season. Their rich tan color and modern design make them a versatile option for both casual and semi-formal occasions.

• Fit: Ideal for most body types, offering a clean and streamlined look.
• Practicality: Suitable for dry weather and light activity. Not recommended for wet or muddy conditions.
• Occasions: Perfect for casual outings, weekend gatherings, and relaxed office settings. Not ideal for formal events or strenuous activities.
• Material: High-quality leather with a durable rubber sole
• Color: Rich tan with a white sole
• Design: Lace-up closure with a minimalist design
• Comfort: Cushioned insole and flexible sole for all-day wear
• Brand: Known for producing high-quality, stylish footwear

Author’s Opinion: Pair these sneakers with dark jeans and a casual sweater for a stylish fall look. They can also be worn with chinos and a button-down shirt for a more refined outfit. Avoid pairing them with overly formal attire or gym clothes.

Sporty Camouflage Sneakers

These sporty camouflage sneakers add a touch of edge to your fall wardrobe. The mix of green and brown tones makes them a standout piece that can elevate any casual outfit.

• Fit: Suitable for most body types, offering a comfortable and stylish fit.
• Practicality: Great for casual outings and light physical activity. Not ideal for wet conditions or formal settings.
• Occasions: Perfect for casual days out, weekend activities, and relaxed office environments. Not recommended for formal events or heavy exercise.
• Material: High-quality synthetic materials with a durable rubber sole
• Color: Green and brown camouflage pattern
• Design: Classic lace-up closure with a sporty design
• Comfort: Padded collar and cushioned insole for added comfort
• Brand: Renowned for their stylish and durable athletic footwear

Author’s Opinion: These sneakers look great with jeans or cargo pants and a casual tee or hoodie. They add a sporty touch to any outfit. Avoid wearing them with very formal attire or in muddy conditions.

Bold High-Top Sneakers

These bold high-top sneakers are an excellent choice for those who want to make a statement this fall. Their striking orange hue and chunky design offer both style and substance.

• Fit: Best for those with an athletic build, providing support and comfort.
• Practicality: Great for dry, cool weather. Not ideal for wet conditions or formal settings.
• Occasions: Perfect for streetwear, casual outings, and weekend activities. Not suitable for formal events or business casual settings.
• Material: High-quality suede with a durable rubber sole
• Color: Bright orange with brown accents
• Design: Lace-up closure with padded collar for added support
• Comfort: Cushioned insole and thick sole for comfort and support
• Brand: Known for their trendy and durable streetwear shoes

Author’s Opinion: These high-tops would look great with rolled-up chinos and a graphic tee for a bold, casual look. Avoid pairing them with formal or business casual attire, as they are designed for a more relaxed, streetwear style.

Elegant Brogue Boots

These elegant brogue boots are perfect for adding a touch of sophistication to any fall outfit. The intricate detailing and polished leather make them a standout piece for both casual and formal settings.

• Fit: Suitable for all body types, offering a sleek and polished look.
• Practicality: Great for cooler weather and light rain. Not ideal for very wet or muddy conditions.
• Occasions: Ideal for business casual settings, dinners, and formal events. Versatile enough for more relaxed outings as well.
• Material: High-shine leather with detailed brogue patterns
• Color: Rich brown with a polished finish
• Design: Slip-on style with elastic side panels for ease
• Comfort: Cushioned insole and supportive sole for long wear
• Brand: Renowned for their elegant and high-quality footwear

Author’s Opinion: Pair these brogue boots with tailored trousers and a button-down shirt for a sophisticated look. They can also be worn with dark jeans and a blazer for a more relaxed yet polished outfit. Avoid very casual or sporty attire as these boots are meant to elevate your style.

Sturdy Hiking Boots

These sturdy hiking boots are built for both style and function. Their rugged design and rich brown leather make them a versatile option for outdoor activities and casual wear.

• Fit: Suitable for all body types, providing a robust and durable look.
• Practicality: Excellent for outdoor activities and cooler weather. Provides good protection and warmth.
• Occasions: Ideal for hiking, outdoor work, and casual outings. Not suitable for formal events or highly active sports.
• Material: Durable leather with a tough rubber sole
• Color: Deep brown with contrasting laces
• Design: Lace-up closure with metal eyelets and reinforced toe
• Comfort: Padded collar and cushioned insole for comfort during long wear
• Brand: Known for their reliable and durable outdoor footwear

Author’s Opinion: These hiking boots pair perfectly with jeans and a flannel shirt for an outdoorsy look. They are great for weekend adventures or casual days out. Avoid pairing them with formal or business casual attire, as they are designed for rugged, outdoor settings.

Classic Combat Boots

These classic combat boots are a timeless addition to any fall wardrobe. Their sleek black leather and durable design make them a versatile choice for various outfits and occasions.

• Fit: Suitable for all body types, offering a tough and stylish look.
• Practicality: Great for cooler weather and light rain. Provides excellent protection and durability.
• Occasions: Ideal for casual outings, streetwear, and outdoor activities. Not suitable for formal events or business casual settings.
• Material: High-quality black leather with a durable sole
• Color: Jet black with contrasting stitching
• Design: Lace-up closure with metal eyelets and reinforced toe
• Comfort: Cushioned insole and padded collar for comfort
• Brand: Renowned for their stylish and durable combat boots

Author’s Opinion: These combat boots would look great with black jeans and a leather jacket for a tough, stylish look. They add an edge to any outfit and are perfect for casual outings. Avoid pairing them with very formal or business attire, as they are meant for a more rugged aesthetic.

Polished Chukka Boots

These polished chukka boots are a sophisticated choice for the fall season. Their sleek design and shiny finish make them ideal for both casual and semi-formal settings.

• Fit: Suitable for most body types, offering a clean and streamlined look.
• Practicality: Suitable for dry weather and light activity. Not recommended for wet or muddy conditions.
• Occasions: Perfect for casual outings, business casual settings, and relaxed office environments. Not ideal for formal events or strenuous activities.
• Material: High-quality leather with a polished finish
• Color: Rich tan with a sleek appearance
• Design: Lace-up closure with minimalist detailing
• Comfort: Cushioned insole and flexible sole for all-day wear
• Brand: Known for producing high-quality, stylish footwear

Author’s Opinion: Pair these chukka boots with chinos and a button-down shirt for a refined fall look. They can also be worn with dark jeans and a casual sweater for a more relaxed outfit. Avoid pairing them with very formal attire or gym clothes.

Stylish Desert Boots

These stylish desert boots are a versatile addition to any fall wardrobe. Their taupe color and clean lines make them a great choice for both casual and semi-formal occasions.

• Fit: Suitable for most body types, providing a balanced and stylish look.
• Practicality: Great for dry weather and light activity. Not recommended for wet or muddy conditions.
• Occasions: Perfect for casual outings, business casual settings, and relaxed office environments. Not ideal for formal events or strenuous activities.
• Material: High-quality suede with a durable rubber sole
• Color: Taupe with a natural finish
• Design: Lace-up closure with minimalist detailing
• Comfort: Cushioned insole and flexible sole for all-day wear
• Brand: Known for producing high-quality, stylish footwear

Author’s Opinion: Pair these desert boots with dark jeans and a casual sweater for a stylish fall look. They can also be worn with chinos and a button-down shirt for a more refined outfit. Avoid pairing them with very formal attire or gym clothes.

Modern Moc Toe Boots

These modern moc toe boots combine style and durability, making them a perfect choice for fall. The light beige suede and sturdy design make them suitable for various casual and outdoor settings.

• Fit: Suitable for most body types, offering a robust and stylish look.
• Practicality: Excellent for cooler weather and light outdoor activities. Provides good protection and durability.
• Occasions: Ideal for casual outings, outdoor activities, and relaxed weekends. Not suitable for formal events or highly active sports.
• Material: Durable suede with a tough rubber sole
• Color: Light beige with contrasting laces
• Design: Lace-up closure with reinforced stitching and moc toe detailing
• Comfort: Padded collar and cushioned insole for long wear
• Brand: Known for their reliable and stylish outdoor footwear

Author’s Opinion: These moc toe boots pair perfectly with jeans and a flannel shirt for a rugged, outdoorsy look. They are great for weekend adventures or casual days out. Avoid pairing them with formal or business casual attire, as they are designed for rugged, outdoor settings.

Refined Suede Derby Shoes

These refined suede derby shoes are a sophisticated choice for fall. Their rich brown color and sleek design make them ideal for both casual and semi-formal settings.

• Fit: Suitable for most body types, offering a clean and polished look.
• Practicality: Suitable for dry weather and light activity. Not recommended for wet or muddy conditions.
• Occasions: Perfect for casual outings, business casual settings, and relaxed office environments. Not ideal for formal events or strenuous activities.
• Material: High-quality suede with a polished finish
• Color: Rich brown with a sleek appearance
• Design: Lace-up closure with minimalist detailing
• Comfort: Cushioned insole and flexible sole for all-day wear
• Brand: Known for producing high-quality, stylish footwear

Author’s Opinion: Pair these derby shoes with chinos and a button-down shirt for a refined fall look. They can also be worn with dark jeans and a casual sweater for a more relaxed outfit. Avoid pairing them with very formal attire or gym clothes.

Classic Chukka Boots

These classic chukka boots are a staple for any fall wardrobe. Their sleek design and rich brown leather make them a versatile option for both casual and semi-formal occasions.

• Fit: Suitable for most body types, offering a balanced and stylish look.
• Practicality: Great for dry weather and light activity. Not recommended for wet or muddy conditions.
• Occasions: Perfect for casual outings, business casual settings, and relaxed office environments. Not ideal for formal events or strenuous activities.
• Material: High-quality leather with a durable rubber sole
• Color: Rich brown with a sleek appearance
• Design: Lace-up closure with minimalist detailing
• Comfort: Cushioned insole and flexible sole for all-day wear
• Brand: Known for producing high-quality, stylish footwear

Author’s Opinion: Pair these chukka boots with dark jeans and a casual sweater for a stylish fall look. They can also be worn with chinos and a button-down shirt for a more refined outfit. Avoid pairing them with very formal attire or gym clothes.

Rugged Work Boots

These rugged work boots are built to withstand the elements while keeping you stylish. Their robust design and rich brown leather make them ideal for outdoor activities and casual wear.

• Fit: Suitable for all body types, providing a robust and durable look.
• Practicality: Excellent for outdoor activities and cooler weather. Provides good protection and warmth.
• Occasions: Ideal for hiking, outdoor work, and casual outings. Not suitable for formal events or highly active sports.
• Material: Durable leather with a tough rubber sole
• Color: Deep brown with contrasting laces
• Design: Lace-up closure with metal eyelets and reinforced toe
• Comfort: Padded collar and cushioned insole for comfort during long wear
• Brand: Known for their reliable and durable outdoor footwear

Author’s Opinion: These work boots pair perfectly with jeans and a flannel shirt for an outdoorsy look. They are great for weekend adventures or casual days out. Avoid pairing them with formal or business casual attire, as they are designed for rugged, outdoor settings.

Sleek Black Hiking Boots

These sleek black hiking boots combine style and functionality, making them a perfect addition to any fall wardrobe. Their minimalist design and durable build make them ideal for various casual and outdoor settings.

• Fit: Suitable for all body types, offering a robust and stylish look.
• Practicality: Excellent for outdoor activities and cooler weather. Provides good protection and durability.
• Occasions: Ideal for hiking, outdoor work, and casual outings. Not suitable for formal events or highly active sports.
• Material: High-quality leather with a tough rubber sole
• Color: Jet black with matching laces
• Design: Lace-up closure with metal eyelets and reinforced toe
• Comfort: Padded collar and cushioned insole for comfort during long wear
• Brand: Renowned for their reliable and durable outdoor footwear

Author’s Opinion: These hiking boots pair perfectly with black jeans and a casual sweater for a stylish yet functional look. They are great for weekend adventures or casual days out. Avoid pairing them with formal or business casual attire, as they are designed for rugged, outdoor settings.

Casual Brown Leather Shoes

These casual brown leather shoes are a versatile and stylish choice for fall. Their rich brown color and sturdy design make them suitable for both casual and semi-formal settings.

• Fit: Suitable for most body types, offering a comfortable and stylish look.
• Practicality: Great for dry weather and light activity. Not recommended for wet or muddy conditions.
• Occasions: Perfect for casual outings, business casual settings, and relaxed office environments. Not ideal for formal events or strenuous activities.
• Material: High-quality leather with a durable rubber sole
• Color: Rich brown with a natural finish
• Design: Lace-up closure with minimalist detailing
• Comfort: Cushioned insole and flexible sole for all-day wear
• Brand: Known for producing high-quality, stylish footwear

Author’s Opinion: Pair these shoes with chinos and a button-down shirt for a refined fall look. They can also be worn with jeans and a casual sweater for a more relaxed outfit. Avoid pairing them with very formal attire or gym clothes.

Sporty Suede Sneakers

These sporty suede sneakers are a trendy addition to any fall wardrobe. Their light beige color and comfortable design make them a great choice for everyday wear.

• Fit: Suitable for most body types, offering a comfortable and stylish fit.
• Practicality: Great for casual outings and light physical activity. Not ideal for wet conditions or formal settings.
• Occasions: Perfect for casual days out, weekend activities, and relaxed office environments. Not recommended for formal events or heavy exercise.
• Material: High-quality suede with a durable rubber sole
• Color: Light beige with white accents
• Design: Lace-up closure with a sporty design
• Comfort: Padded collar and cushioned insole for added comfort
• Brand: Renowned for their stylish and durable athletic footwear

Author’s Opinion: These sneakers look great with jeans or joggers and a casual tee or hoodie. They add a sporty touch to any outfit. Avoid wearing them with very formal attire or in muddy conditions.