Outfits

22 Ideas Stylish Men’s Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Fall is the perfect season to experiment with layers and textures, offering endless possibilities for men’s casual fall outfits. Whether you’re aiming for a laid-back street style or a more classy approach, this guide has you covered. Are you wondering how to stay trendy while keeping warm? Let’s dive into some of the best outfit ideas and see how you can incorporate them into your wardrobe.

Olive Green Utility Jacket and Brown Chinos

For a relaxed yet stylish look, this outfit combines an olive green utility jacket with brown chinos, perfect for a street style enthusiast. This outfit is ideal for 40 year old men’s fashion enthusiasts who appreciate both style and practicality. It’s great for casual outings, but might not be suitable for more formal events.

  • Olive Green Utility Jacket: This piece is not only stylish but also practical, featuring multiple pockets that are great for carrying essentials. The utility jacket’s olive green color is versatile and complements a variety of other colors, making it a staple for any man’s wardrobe.
  • Brown Chinos: Comfortable and versatile, these chinos can be dressed up or down depending on the occasion. The brown color adds warmth to the outfit and pairs well with the olive jacket.
  • Light Purple Shirt: Adds a subtle pop of color that complements the earthy tones of the outfit. The light purple hue is soft and not overpowering, making it suitable for various settings.
  • Tan Suede Shoes: These shoes provide a casual touch that ties the entire look together. The tan color blends well with both the chinos and the jacket, creating a cohesive look.

This outfit is practical for cooler fall days due to the layered elements. It would be appropriate for a casual day out, running errands, or meeting friends for coffee. However, it may not be suitable for formal events or business meetings where a more polished look is required. To elevate this look, consider adding a classic leather watch or a vintage scarf. Avoid pairing this with overly formal shoes as it could detract from the casual vibe.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Plaid Shirt and Cream Turtleneck

Embrace the country western look with a plaid shirt and cream turtleneck combination. This outfit works well for a variety of settings, from casual office wear to a dinner date. It’s not ideal for overly formal occasions like a wedding.

  • Plaid Shirt: A fall staple, the plaid shirt adds a rustic touch to any outfit. The red and brown tones in the plaid pattern are quintessential fall colors that evoke the feeling of the season.
  • Cream Turtleneck: Keeps you warm while adding a layer of sophistication. The turtleneck is a classic piece that can be worn on its own or layered under shirts and jackets.
  • Beige Trousers: Neutral trousers that balance the boldness of the plaid shirt. The beige color is versatile and can be paired with many different tops and jackets.
  • Black Loafers: Adds a touch of elegance, making the outfit suitable for more than just casual settings. The loafers are comfortable and stylish, ideal for a smart-casual look.
  • Black Leather Bag: Perfect for carrying essentials, adding to the mens business look. The bag is both functional and stylish, making it a great accessory for work or travel.

This look is perfect for fall days when you need to transition from casual to slightly more formal settings. It’s great for a day at the office followed by a dinner out. To enhance this outfit, you could add a flannel jacket for extra warmth. Avoid overly casual shoes like sneakers, which could clash with the overall smart aesthetic.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Tweed Blazer and Navy Chinos

For those who love a mix of vintage and modern styles, this combination is a winner. This outfit is suitable for business casual settings, office wear, or even a casual dinner. It’s not ideal for very casual events like a beach outing.

  • Tweed Blazer: Brings a touch of old-world charm, perfect for the fall season. The tweed material is thick and warm, making it ideal for cooler temperatures.
  • Navy Chinos: Sleek and modern, providing a great contrast to the tweed blazer. The navy color is a great alternative to black, offering a softer look.
  • Chambray Shirt: Adds texture and depth, making the outfit more interesting. The chambray fabric is light and comfortable, perfect for layering.
  • Brown Loafers: Completes the look with a touch of elegance. The brown color ties in well with the earthy tones of the tweed blazer.
  • Green Pocket Square: A small but impactful accessory that adds a pop of color. The pocket square is a great way to add personality to the outfit without overwhelming it.

This outfit is perfect for the modern man who appreciates classic styles with a contemporary twist. It’s suitable for work, casual business meetings, or a sophisticated evening out. To enhance this look, consider adding a smart leather belt. Avoid adding too many colors or patterns, which could make the outfit look too busy.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Navy Coat and Floral Scarf

Combine warmth and style with this navy coat and floral scarf ensemble. This look is perfect for casual outings, street styles, and even semi-formal events. It’s not suited for very formal occasions like business meetings.

  • Navy Coat: A classic piece that never goes out of style, providing warmth and sophistication. The coat’s dark color is versatile and can be paired with many different outfits.
  • Floral Scarf: Adds a pop of color and pattern, making the outfit stand out. The floral pattern is playful and adds a touch of personality to the look.
  • White Shirt: A basic essential that complements the bold scarf. The white color provides a clean, crisp backdrop for the other elements of the outfit.
  • Blue Jeans: Keeps the look casual and comfortable. The jeans are a classic piece that can be dressed up or down depending on the occasion.
  • Brown Suede Shoes: Adds a touch of earthiness, grounding the outfit. The brown color works well with the navy coat and blue jeans, creating a cohesive look.

This look is perfect for a day out in the city, whether you’re shopping, meeting friends, or exploring new places. To elevate this look, you could add a vintage watch. Avoid overly casual items like graphic tees, which could clash with the sophisticated elements of the outfit.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Olive Green Corduroy Suit

For a unique and stylish fall outfit, try this olive green corduroy suit. This outfit is great for casual days out and about, but might not be suitable for very formal occasions.

  • Olive Green Corduroy Suit: A bold choice that combines texture and color perfectly. The corduroy fabric is thick and warm, making it ideal for fall.
  • Beige Shirt: Neutral enough to let the suit stand out while adding a layer of warmth. The beige color complements the olive green suit well.
  • Yellow Beanie: Adds a playful touch to the outfit, making it perfect for casual settings. The beanie is a great accessory for keeping warm and adding a pop of color.
  • Brown Suede Shoes: Completes the look with a touch of class. The brown color ties in well with the earthy tones of the suit and shirt.

This outfit is perfect for casual settings, such as a day out shopping or a casual lunch. It’s stylish and unique, making it a great choice for those who want to stand out. To enhance this look, consider adding a classic leather bag. Avoid overly flashy accessories, which could detract from the simplicity and elegance of the outfit.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Casual Fall Look with Utility Jacket and Khakis

This outfit showcases a comfortable yet stylish fall look, perfect for everyday wear.

  • Olive Green Utility Jacket: Practical and trendy, this jacket features multiple pockets, making it ideal for casual outings or street style looks.
  • White T-Shirt: A basic essential that provides a clean backdrop for the rest of the outfit.
  • Tan Khaki Pants: Versatile and comfortable, these pants are great for both casual and semi-formal settings.
  • Brown Leather Belt: Adds a touch of class and structure to the outfit.
  • Brown Loafers: Perfect for adding a dressy element to an otherwise casual look.
  • Patterned Scarf: A stylish accessory that adds a pop of color and personality.

This outfit is suitable for a range of casual settings, from a coffee date to a weekend brunch. It might not be appropriate for formal events like a business meeting or wedding. To enhance this look, consider adding a classic wristwatch. Avoid pairing this outfit with overly casual footwear, like sneakers, to maintain its semi-dressy appeal.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Sophisticated Fall Outfit with Overcoat and Knit Sweater

This sophisticated ensemble combines an overcoat with a knit sweater, perfect for cooler fall days.

  • Navy Overcoat: Elegant and timeless, this coat adds a layer of sophistication and warmth.
  • Green Knit Sweater: Provides a pop of color and texture, making the outfit stand out.
  • Gray Trousers: Neutral and versatile, these trousers complement the bold sweater.
  • White Sneakers: Add a modern, casual touch, balancing the formality of the overcoat.
  • Sunglasses: A stylish accessory that adds a cool factor to the outfit.

This look is ideal for business casual settings, such as office wear or a dinner date. It’s not suitable for very casual or sporty activities. To elevate this outfit, you could add a classic leather briefcase. Avoid overly formal shoes like dress shoes, which might make the outfit too stiff for casual settings.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Vintage-Inspired Look with Plaid Cardigan and Jeans

For a cozy and vintage-inspired look, this outfit features a plaid cardigan and jeans.

  • Plaid Cardigan: Warm and stylish, the plaid pattern adds a vintage touch.
  • Navy Turtleneck: Provides warmth and a sleek base layer that complements the cardigan.
  • Blue Jeans: Casual and comfortable, perfect for a relaxed day out.
  • Black Leather Shoes: Add a polished finish to the look.
  • Beret: A chic accessory that enhances the vintage vibe.

This outfit is perfect for casual outings, such as a day at the park or a casual lunch. It might not be suitable for formal events or work settings. To enhance this look, consider adding a vintage watch. Avoid pairing this outfit with overly casual footwear, like flip-flops, to maintain its polished appearance.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Urban Street Style with Hoodie and Cargo Pants

This urban street style look features a hoodie and cargo pants, perfect for a laid-back fall day.

  • Olive Green Jacket: Adds a military-inspired touch and warmth.
  • Gray Hoodie: Comfortable and casual, perfect for layering.
  • Black Cargo Pants: Practical and stylish, with multiple pockets for functionality.
  • Black Sneakers: Keep the look casual and grounded.
  • White T-Shirt: A basic layer that adds comfort and versatility.

This outfit is great for casual outings, such as running errands or hanging out with friends. It might not be suitable for formal or business settings. To enhance this look, consider adding a street style cap. Avoid overly formal accessories, which could clash with the casual vibe of the outfit.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Grunge-Inspired Look with Graphic Tee and Cardigan

For a grunge-inspired fall look, this outfit pairs a graphic tee with a cozy cardigan.

  • Gray Cardigan: Adds warmth and a relaxed, grunge-inspired vibe.
  • Graphic Tee: A statement piece that adds personality and a pop of color.
  • Light Gray Jeans: Casual and comfortable, perfect for a laid-back look.
  • White Sneakers: Keep the outfit casual and easygoing.
  • Necklace: Adds a subtle accessory that enhances the grunge aesthetic.

This outfit is perfect for casual settings, such as concerts or casual outings with friends. It might not be suitable for formal or professional environments. To enhance this look, consider adding a vintage beanie. Avoid pairing this outfit with overly formal shoes, which could detract from its casual, grunge appeal.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Plaid Bomber Jacket and Light Wash Jeans

This look combines a bold plaid bomber jacket with light wash jeans for a stylish and modern fall outfit.

  • Plaid Bomber Jacket: The oversized plaid pattern in shades of green and beige makes a strong style statement. The bomber style keeps the look casual and trendy.
  • Plaid Shirt: Adds an extra layer and texture to the outfit, keeping it coordinated with the jacket.
  • Light Wash Jeans: These jeans offer a relaxed fit and provide a contrast to the bold upper layers, balancing the outfit.
  • White Sneakers: A classic choice that complements the light tones in the outfit and keeps the look casual.

This outfit is perfect for a casual day out or a relaxed weekend. It’s comfortable and stylish, ideal for activities like shopping or meeting friends. However, it may not be suitable for formal events. To enhance this look, consider adding a vintage watch. Avoid pairing with overly formal shoes, which could disrupt the casual vibe.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Neutral Tone Puffer Jacket and Corduroy Pants

A cozy and stylish fall outfit, this look features a neutral-tone puffer jacket paired with corduroy pants.

  • Beige Puffer Jacket: Keeps you warm while maintaining a minimalist, chic look. The puffer style is perfect for fall and winter.
  • Cream Hoodie: Adds a layer of comfort and warmth, perfect for casual settings.
  • Cream Corduroy Pants: The corduroy texture adds an interesting element to the outfit, making it more visually appealing.
  • White Sneakers: Complement the neutral tones of the outfit, keeping it cohesive and casual.
  • Blue Beanie: Adds a pop of color and keeps the head warm, making the outfit perfect for cooler weather.

This outfit is suitable for casual outings, such as a walk in the park or a casual lunch. It may not be appropriate for formal occasions. To enhance this look, consider adding a smart leather backpack. Avoid overly colorful accessories, which could clash with the neutral palette.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Laid-Back Outdoor Look with Hoodie and Work Boots

This outfit is perfect for outdoor activities, combining practicality with style.

  • Gray Wool Jacket: Offers warmth and a rugged look, perfect for outdoor settings.
  • Gray Hoodie: Adds a layer of comfort and casualness.
  • Green Cargo Pants: Practical and stylish, with plenty of pockets for functionality.
  • Beige Work Boots: Sturdy and stylish, perfect for an outdoor adventure.
  • Gray Beanie: Keeps the head warm and adds a cohesive touch to the outfit.

This look is ideal for outdoor activities like hiking or camping. It’s practical and stylish but may not be suitable for urban settings or formal events. To enhance this look, consider adding a country western style belt. Avoid pairing with overly formal accessories, which could disrupt the rugged aesthetic.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Monochromatic Street Style with Oversized Hoodie

A monochromatic outfit that’s perfect for a laid-back, urban street style.

  • Brown Oversized Hoodie: Provides comfort and a relaxed fit, perfect for streetwear.
  • Beige Cargo Pants: Add functionality and style, with multiple pockets for utility.
  • Beige Sneakers: Keep the look cohesive and casual.
  • Brown Cap: Completes the monochromatic theme and adds a stylish touch.

This outfit is great for casual outings, running errands, or hanging out with friends. It might not be suitable for formal or business settings. To enhance this look, consider adding a vintage watch. Avoid overly colorful accessories, which could clash with the monochromatic theme.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Preppy Look with Blue Jacket and Khakis

For a preppy and stylish fall outfit, this look pairs a blue jacket with khakis.

  • Blue Jacket: Adds a pop of color and a structured look.
  • Striped Shirt: Provides a classic and timeless element to the outfit.
  • Khaki Pants: Neutral and versatile, perfect for balancing the bold blue jacket.
  • Red Belt: Adds a fun and unexpected pop of color.
  • White Sneakers: Keep the look casual and modern.
  • Patterned Socks: Add a subtle yet playful element to the outfit.

This outfit is ideal for smart-casual settings, such as a casual office environment or a dinner date. It’s stylish yet comfortable, making it versatile for various occasions. To enhance this look, consider adding a classic leather bag. Avoid overly casual accessories, which could detract from the preppy aesthetic.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Classic Look with Polo Shirt and Gray Trousers

This classic fall look combines a polo shirt with gray trousers for a sophisticated yet casual outfit.

  • Black Bomber Jacket: Adds a touch of modernity and keeps the look sleek.
  • White Polo Shirt: A timeless piece that adds a bit of formality while keeping it casual.
  • Gray Trousers: The pleated trousers add a classic element to the outfit, making it suitable for various occasions.
  • Sneakers: Keep the outfit casual and comfortable.
  • Black Cap: Adds a sporty touch and ties the look together.

This outfit is perfect for smart-casual settings, such as a casual office day or a weekend brunch. It might not be suitable for very formal events. To enhance this look, consider adding a classic wristwatch. Avoid pairing this outfit with overly casual accessories, which could detract from its refined appeal.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Cozy Outdoor Look with Puffer Vest

This outfit is perfect for a day spent outdoors, combining comfort and style.

  • Olive Green Puffer Vest: Adds warmth and a touch of style, perfect for layering.
  • Gray Hoodie: Keeps you comfortable and warm, making it ideal for casual settings.
  • Beige Chinos: Versatile and comfortable, perfect for a relaxed look.
  • Gray Sneakers: Complement the color palette and keep the outfit casual.
  • Beige Beanie: Adds warmth and a cozy touch to the outfit.

This look is great for outdoor activities like gardening or a casual day out. It might not be suitable for formal events. To enhance this look, consider adding a country western style hat. Avoid overly formal shoes, which could clash with the casual, outdoor vibe.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Denim Jacket and White Pants

A stylish fall outfit that pairs a denim jacket with white pants, perfect for a laid-back day.

  • Blue Denim Jacket: A classic piece that adds a touch of casual coolness.
  • Green Hoodie: Adds warmth and a pop of color under the denim jacket.
  • White Pants: Keep the look fresh and modern, providing a great contrast to the darker jacket and hoodie.
  • Black Shoes: Add a touch of sophistication and ground the outfit.
  • Orange Beanie: Adds a fun pop of color and warmth.

This outfit is suitable for casual outings, such as a day out shopping or meeting friends. It might not be ideal for formal settings. To enhance this look, consider adding a vintage leather belt. Avoid overly sporty accessories, which could detract from the stylish, casual appeal.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Patterned Sweater Vest and Cargo Pants

This outfit combines a patterned sweater vest with cargo pants for a unique fall look.

  • Olive Green Jacket: Adds warmth and a utilitarian touch.
  • Patterned Sweater Vest: Adds a pop of color and pattern, making the outfit stand out.
  • White Shirt: Keeps the look crisp and clean.
  • Black Cargo Pants: Practical and stylish, with multiple pockets for functionality.
  • Black Shoes: Ground the outfit and add a polished touch.

This look is perfect for a casual day out or a trip to the park. It might not be suitable for formal occasions. To enhance this look, consider adding a vintage watch. Avoid overly formal accessories, which could clash with the casual, patterned aesthetic.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Brown Suede Jacket and Gray Jeans

A sophisticated fall outfit that pairs a brown suede jacket with gray jeans, perfect for a polished yet casual look.

  • Brown Suede Jacket: Adds texture and warmth, making it perfect for fall.
  • Gray Sweater: Provides a neutral base that complements the jacket.
  • Gray Jeans: Keep the look monochromatic and modern.
  • Black Boots: Add a touch of ruggedness and sophistication.
  • Minimal Accessories: Keep the look clean and uncluttered.

This outfit is suitable for smart-casual settings, such as a dinner date or a casual office day. It might not be ideal for very formal events. To enhance this look, consider adding a classic leather belt. Avoid overly casual accessories, which could detract from the polished appeal.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Green Field Jacket and Beige Pants

A casual fall outfit that pairs a green field jacket with beige pants, perfect for a laid-back yet stylish look.

  • Green Field Jacket: Adds a military-inspired touch and warmth.
  • Beige Button-Up Shirt: Keeps the look classic and sophisticated.
  • Beige Pants: Versatile and comfortable, perfect for a relaxed look.
  • Brown Leather Boots: Add a rugged touch and complement the earthy tones of the outfit.
  • Minimal Accessories: Keep the look clean and functional.

This outfit is ideal for casual outings, such as a day out in the city or a weekend brunch. It might not be suitable for formal settings. To enhance this look, consider adding a vintage leather bag. Avoid overly sporty accessories, which could clash with the casual, military-inspired aesthetic.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

Sporty Look with Half-Zip Pullover

A sporty and comfortable fall outfit featuring a half-zip pullover and joggers.

  • Green Half-Zip Pullover: Adds warmth and a sporty touch, perfect for casual settings.
  • Cream Turtleneck: Provides an extra layer of warmth and sophistication.
  • Gray Joggers: Keep the look casual and comfortable, ideal for a laid-back day.
  • White Sneakers: Complement the sporty vibe and keep the outfit cohesive.
  • Minimal Accessories: Keep the look clean and functional.

This outfit is great for casual outings, running errands, or lounging at home. It might not be suitable for formal or business settings. To enhance this look, consider adding a smart cap. Avoid overly formal accessories, which could detract from the sporty, casual appeal.22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

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22 Ideas Stylish Men's Casual Fall Outfits: Trends, Street Styles, and Classic Looks

John Roberts

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