It’s time to switch from summer basics to chic, fall wardrobe pieces as the cool autumn air blows in. The option to layer in a way that combines warmth, comfort, and style is ideal for fall fashion. These outfit suggestions, which range from stylish overcoats to textured knits and adaptable boots, will make fall dressing simple and confident. These 35 best men’s fall ensembles that will keep you looking smart throughout the season, whether your style leans toward traditional tailored styles, laid-back weekend wear or a combination of the two.
1. Leather Jacket & Turtleneck
A classic leather jacket over a fitted turtleneck exudes effortless style. This combination brings both warmth and a touch of sophistication. Pair it with slim-fit jeans or chinos for a versatile look. Add boots or Chelsea boots to amp up the rugged charm. Opt for darker colors like black or brown for a timeless appeal.
Top: Leather jacket over a fitted turtleneck for a sleek, sophisticated vibe.
Bottom: Pair with slim-fit jeans or chinos, and finish with boots for a rugged look.
2. Denim Jacket & Plaid Shirt
The denim jacket is a fall staple, and pairing it with a plaid flannel shirt creates a perfect casual layer. This look is laid-back yet stylish, suitable for weekend getaways or casual meetups. Wear with dark jeans or khaki pants for a balanced ensemble. Finish with sneakers or boots for a rugged touch.
Top: A classic denim jacket layered over a plaid flannel shirt for a casual look.
Bottom: Wear with dark jeans or khakis and finish with sneakers or boots.
3. Wool Overcoat & Turtleneck Sweater
Elevate your fall wardrobe with a wool overcoat layered over a turtleneck sweater. This combination is perfect for a business casual setting or an evening out. A tailored overcoat in neutral tones like camel, charcoal, or navy pairs well with fitted trousers or dark jeans. Opt for loafers or Chelsea boots to maintain the refined aesthetic.
Top: A tailored wool overcoat over a turtleneck sweater for warmth and elegance.
Bottom: Wear with trousers or dark jeans, completed with loafers or Chelsea boots.
4. Bomber Jacket & Hoodie
For a street-style vibe, a bomber jacket layered over a hoodie is an easy win. This casual yet modern look is great for running errands or meeting friends. Choose a bomber in olive, black, or tan for a fall-friendly color palette. Pair with slim-fit joggers or jeans, and finish the look with high-top sneakers.
Top: A bomber jacket over a hoodie adds a street-style edge.
Bottom: Pair with joggers or slim jeans, finishing with high-top sneakers.
5. Cardigan Sweater & T-shirt
Layering a chunky cardigan over a plain or graphic tee is a laid-back fall look that blends comfort and style. Cardigans in neutral tones or earthy shades work well with almost any outfit. Pair it with straight-leg jeans or chinos for a cozy, casual vibe. Sneakers or loafers complete the outfit without overpowering it.
Top: A chunky cardigan over a plain or graphic tee for a relaxed, cozy look.
Bottom: Match with straight-leg jeans or chinos, and finish with sneakers or loafers.
6. Trench Coat & Sweater Vest
A trench coat layered over a sweater vest brings a modern twist to a classic look. Opt for a trench in neutral tones like beige or khaki and a fitted vest in a contrasting color. Pair this ensemble with tailored pants or dark jeans for a smart-casual look. Leather shoes or boots will add sophistication. It’s perfect for workdays or semi-formal events.
Top: A trench coat layered over a sweater vest creates a refined, modern vibe.
Bottom: Pair with tailored pants or jeans, and finish with leather shoes.
7. Shearling Jacket & Henley
Shearling jackets are perfect for fall, combining warmth and style. Pair it with a fitted Henley shirt for a rugged, masculine look. Dark-wash jeans or cargo pants complement the texture of the jacket. Boots, especially in suede or leather, will tie the outfit together. Earthy tones like brown, tan, and olive make this combo stand out.
Top: A shearling jacket over a Henley shirt for rugged, masculine style.
Bottom: Dark jeans or cargo pants with suede or leather boots complete the look.
8. Peacoat & Scarf
A peacoat is a fall essential that never goes out of style. Pair it with a thick wool scarf for a touch of class and warmth. This look works well with tailored trousers or jeans, making it versatile for both casual and semi-formal occasions. Leather boots or brogues complete the ensemble. Stick to classic colors like navy, black, or grey for a timeless appeal.
Top: A peacoat layered with a thick wool scarf offers a classic fall aesthetic.
Bottom: Wear with tailored trousers or jeans, and finish with leather boots or brogues.
9. Quilted Jacket & Chambray Shirt
A quilted jacket adds texture and warmth to your fall wardrobe. Layer it over a chambray shirt for a blend of rugged and polished style. Pair this combo with dark jeans or chinos for an effortlessly cool look. Boots or desert shoes add a grounded, masculine touch. Opt for autumnal colors like olive, burgundy, or tan.
Top: A quilted jacket paired with a chambray shirt for a textured, stylish look.
Bottom: Match with dark jeans or chinos, and finish with boots or desert shoes.
10. Shacket & Turtleneck
A “shacket” (shirt-jacket) is a perfect middle-ground between a shirt and a coat. Layer it over a fitted turtleneck for a stylish, cozy look. Pair with slim-fit jeans or chinos for a streamlined appearance. Choose muted fall colors like rust, olive, or charcoal. Finish with leather boots or sneakers, depending on the occasion.
Top: A shacket over a turtleneck creates a cozy, layered outfit.
Bottom: Pair with slim-fit jeans or chinos, and finish with leather boots or sneakers.
11. Field Jacket & Hoodie
A field jacket over a hoodie creates a layered, street-style look that’s perfect for fall. Field jackets come in rugged, military-inspired designs, often in earthy tones like olive or tan. Pair with dark jeans or joggers for a modern edge. Complete the look with high-top sneakers or casual boots.
Top: A field jacket over a hoodie adds a casual, military-inspired look.
Bottom: Wear with dark jeans or joggers, finished with boots or high-tops.
12. Tweed Blazer & Knit Sweater
A tweed blazer layered over a knit sweater is a classy yet casual fall option. The texture of the tweed adds depth to your outfit, while the knit sweater offers warmth. Pair this combo with tailored trousers or dark jeans for a smart-casual vibe. Leather brogues or boots complete the look.
Top: A tweed blazer over a knit sweater for a polished, textured fall style.
Bottom: Pair with tailored trousers or dark jeans, finished with leather brogues or boots.
13. Harrington Jacket & Striped Tee
A Harrington jacket is a lightweight yet stylish fall jacket that pairs well with a classic striped tee. This combo offers a retro vibe with a modern twist. Pair with dark jeans and casual sneakers for an effortless, everyday look. Harrington jackets come in a variety of colors, but navy, beige, or olive are great fall choices.
Top: A Harrington jacket paired with a striped tee for a cool retro vibe.
Bottom: Dark jeans and casual sneakers complete this effortless look.
14. Flannel Shirt & Puffer Vest
For a quintessential fall look, layer a flannel shirt under a puffer vest. This combination provides warmth without feeling too heavy. Pair with jeans or corduroy pants for a textured, autumnal vibe. Choose a vest in a contrasting color to make the flannel pop. Add boots or sneakers depending on the occasion. It’s perfect for apple picking, hikes, or any outdoor activity.
Top: A flannel shirt layered under a puffer vest adds warmth and texture.
Bottom: Wear with jeans or corduroy pants, finished with boots or sneakers.
15. Longline Hoodie & Slim Jeans
A longline hoodie offers a modern twist on casual streetwear. Pair it with slim jeans for a sleek silhouette. This outfit is perfect for days when comfort is a priority but you still want to look stylish. Add sneakers or boots to complete the look. Stick to neutral colors like grey, black, or olive for a minimalist vibe.
Top: A longline hoodie for a casual, streetwear-inspired look.
Bottom: Pair with slim jeans and finish with sneakers or boots.
16. Parka Jacket & Cable Knit Sweater
A parka jacket is a fall essential that combines practicality with style. Layer it over a cable knit sweater for added warmth and texture. Pair this combo with jeans or cargo pants for a rugged, outdoorsy vibe. Opt for neutral tones like olive, navy, or grey in the parka for a classic look. Boots, particularly hiking or combat styles, complete the outfit. Perfect for outdoor adventures or casual weekend errands.
Top: A parka jacket layered over a cable knit sweater for warmth and style.
Bottom: Wear with jeans or cargo pants, and finish with boots.
17. Suede Jacket & Roll Neck Sweater
Suede jackets offer a luxurious, tactile addition to your fall wardrobe. Pair one with a roll-neck sweater for a sophisticated, layered look. This outfit works well with slim-fit jeans or chinos, creating a refined, smart-casual appearance. Finish with loafers or boots for a polished touch. Great for evening outings or casual work settings.
Top: A suede jacket over a roll-neck sweater for a sophisticated, layered look.
Bottom: Match with slim jeans or chinos, completed with loafers or boots.
18. Chunky Knit Sweater & Wool Trousers
A chunky knit sweater is a cozy, stylish piece for fall. Pair it with wool trousers for a comfortable yet refined look. The contrast between the thick knit and tailored trousers adds an interesting dynamic. Choose earthy tones like olive, rust, or mustard for the sweater, and pair with grey or navy trousers. Loafers or lace-up boots elevate the ensemble.
Top: A chunky knit sweater adds comfort and a cozy texture.
Bottom: Wear with wool trousers and finish with loafers or lace-up boots.
19. Biker Jacket & Graphic Tee
For an edgy fall look, layer a leather biker jacket over a graphic tee. This combo adds a rebellious flair while keeping you warm. Pair with distressed jeans or black pants for a rocker-inspired vibe. Finish with combat boots or high-top sneakers. The graphic tee adds a personal touch, making the look more casual and laid-back.
Top: A leather biker jacket over a graphic tee for an edgy, rebellious vibe.
Bottom: Pair with distressed jeans or black pants and combat boots.
20. Sherpa Lined Denim Jacket & Hoodie
A sherpa-lined denim jacket provides extra warmth and style in fall. Layer it over a hoodie for a cozy, casual look. Pair with black or dark-wash jeans for a balanced, laid-back vibe. High-top sneakers or rugged boots complete the ensemble. Choose a denim jacket in classic blue or black for versatility, while the hoodie adds a pop of color or texture.
Top: A sherpa-lined denim jacket over a hoodie for warmth and casual style.
Bottom: Match with black or dark-wash jeans, and finish with sneakers or boots.
21. Corduroy Jacket & Oxford Shirt
Corduroy jackets add a touch of vintage charm to fall outfits. Layer one over an Oxford shirt for a smart-casual look that blends texture and sophistication. Pair this with chinos or dark jeans for a polished appearance. Choose fall-friendly colors like burgundy, tan, or olive. Complete the look with loafers or desert boots for a refined finish.
Top: A corduroy jacket over an Oxford shirt adds vintage charm.
Bottom: Pair with chinos or dark jeans, finished with loafers or desert boots.
22. Puffer Jacket & Joggers
A puffer jacket is perfect for colder fall days, offering warmth and style. Pair it with joggers for a comfortable, athleisure look. Stick to neutral or muted colors like black, grey, or olive for a sleek appearance. Add sneakers or hiking boots to maintain the casual, sporty vibe. This outfit is great for running errands or outdoor activities.
Top: A puffer jacket for cold days adds warmth and volume.
Bottom: Joggers and sneakers create a laid-back, athleisure look.
23. Plaid Overshirt & White Tee
A plaid overshirt layered over a simple white tee is an effortlessly cool fall look. The overshirt adds warmth without being too bulky, making it perfect for transitional weather. Pair with slim-fit jeans and sneakers for a laid-back vibe. Opt for plaid patterns in neutral tones like grey, navy, or red. It’s a versatile look that works for casual outings or laid-back weekends.
Top: A plaid overshirt layered over a white tee for effortless casual style.
Bottom: Pair with slim jeans and sneakers for a relaxed vibe.
24. Fleece Jacket & Cargo Pants
A fleece jacket is a great option for fall, offering warmth and comfort. Pair it with cargo pants for a functional, outdoorsy look. This combo is perfect for hiking or casual weekends. Stick to earth tones like olive, tan, or brown for a cohesive fall palette. Finish with boots or trail sneakers for a rugged touch. It’s an easy, practical outfit that doesn’t compromise on style. Add a backpack or cap for a complete outdoor look.
Top: A fleece jacket for cozy warmth, perfect for outdoor fall adventures.
Bottom: Cargo pants with hiking boots complete the functional, rugged look.
25. Double-Breasted Coat & Scarf
A double-breasted coat offers a refined, timeless look for fall. Layer it over a simple sweater and pair it with tailored trousers or dark jeans. The scarf adds both warmth and a stylish accent. Choose neutral tones like navy, grey, or camel for the coat, and add a contrasting scarf for a pop of color. Leather boots or dress shoes complete the polished look.
Top: A double-breasted coat paired with a scarf for a classic, refined look.
Bottom: Match with tailored trousers or dark jeans, and finish with leather shoes or boots.
26. Military Jacket & Henley
A military jacket brings rugged, masculine vibes to your fall wardrobe. Pair it with a Henley shirt for a laid-back yet stylish combo. Opt for jeans or cargo pants to maintain the rugged aesthetic. Earth tones like olive, brown, or khaki work best with this look. Complete with boots for an outdoorsy touch. Ideal for casual weekend plans or outdoor activities.
Top: A military jacket over a Henley for a rugged, laid-back aesthetic.
Bottom: Pair with jeans or cargo pants, and finish with boots.
27. Hooded Flannel Shirt & Vest
A hooded flannel shirt layered under a vest is a casual, cozy outfit for fall. This combination offers warmth without feeling too heavy. Pair it with jeans or chinos for a balanced, everyday look. Stick to fall colors like burgundy, olive, or grey for the flannel, and opt for a neutral-colored vest. Finish with boots or sneakers, depending on the occasion.
Top: A hooded flannel shirt layered under a vest for warmth without bulk.
Bottom: Match with jeans or chinos, and finish with boots or sneakers.
28. Wool Blazer & Turtleneck
A wool blazer layered over a turtleneck sweater is a sophisticated yet cozy look for fall. This smart-casual combo works well with tailored trousers or dark jeans. Stick to neutral tones like grey, charcoal, or navy for the blazer, and pair with a turtleneck in a contrasting color. Leather boots or dress shoes will elevate the outfit. It’s ideal for business casual settings or evening events.
Top: A wool blazer over a turtleneck for a smart-casual, refined look.
Bottom: Pair with tailored trousers or jeans, finished with leather boots.
29. Hiking Boots & Cargo Pants
For a rugged, outdoorsy look, pair sturdy hiking boots with cargo pants. This combo is perfect for fall hikes or casual weekend outings. Opt for earth tones like olive, brown, or grey to embrace the season’s color palette. A lightweight jacket or fleece rounds out the outfit.
Top: A lightweight jacket or flannel over a tee for a casual, outdoorsy feel.
Bottom: Cargo pants with hiking boots create a rugged, functional outfit.
30. Denim Shirt & Wool Sweater
A denim shirt layered under a wool sweater offers a blend of casual and polished style. Pair this combo with chinos or dark jeans for a relaxed yet put-together look. Opt for fall colors like burgundy, mustard, or forest green for the sweater, and stick to classic blue denim. Complete the look with loafers or boots.
Top: A denim shirt layered under a wool sweater for a casual-meets-polished look.
Bottom: Pair with chinos or dark jeans, and finish with loafers or boots.
31. Varsity Jacket & Jeans
A varsity jacket brings a sporty, retro vibe to your fall wardrobe. Pair it with jeans and a simple tee for an easy, casual look. Stick to neutral or classic varsity colors like navy, maroon, or black. Sneakers or boots finish the outfit, making it perfect for weekend plans or casual outings. Add a beanie or baseball cap for a complete throwback style.
Top: A varsity jacket for a sporty, retro vibe.
Bottom: Pair with jeans and sneakers for a laid-back, casual outfit.
32. Tweed Coat & Chelsea Boots
A tweed coat is a sophisticated choice for fall, offering warmth and texture. Pair it with slim-fit trousers or dark jeans for a sleek look. Chelsea boots in leather or suede will add a touch of refinement. Stick to neutral colors like grey, brown, or olive for a cohesive fall palette. Ideal for work or evening events, this outfit is both classy and practical.
Top: A tweed coat adds sophistication and texture.
Bottom: Wear with slim-fit trousers or dark jeans, and finish with Chelsea boots.
33. Fisherman Sweater & Peacoat
A fisherman sweater paired with a peacoat is a warm, stylish option for fall. This look blends texture with classic tailoring. Opt for jeans or chinos to keep the outfit casual, and finish with boots for a rugged touch. Choose neutral tones like navy, grey, or beige for the peacoat, while the sweater adds a cozy vibe.
Top: A fisherman sweater layered under a peacoat for warmth and texture.
Bottom: Pair with jeans or chinos, finished with boots for a rugged touch.
34. Quilted Vest & Henley Shirt
A quilted vest layered over a Henley shirt is a versatile, lightweight option for fall. This combination offers warmth without bulk. Pair with jeans or chinos for a simple, casual look. Choose earth tones like olive, tan, or grey for the vest. Finish with boots or sneakers for a laid-back vibe. It’s perfect for weekend outings or casual workdays.
Top: A quilted vest layered over a Henley shirt for warmth without bulk.
Bottom: Pair with jeans or chinos, and finish with boots or sneakers.
35. Blazer & Jeans
For a smart-casual fall look, pair a blazer with dark jeans. This combo is easy to style and works well for various occasions. Opt for a fitted blazer in neutral tones like grey or navy, and pair it with a simple shirt or turtleneck underneath. Complete the look with boots or loafers. Perfect for business casual settings or dinner dates.
Top: A fitted blazer over a shirt or turtleneck for a smart-casual look.
Bottom: Wear with dark jeans, finished with boots or loafers.