37 Fall Classy Outfits Men

Reflect the elegance of fall with hues that perfectly resonate with its warm and peaceful energy. Experiment with layered clothing or textured options and put together a classy fall outfit that is certain to turn heads. 

This guide will help you explore the 37 best classy fall outfits for men, ensuring you strike the right balance between style and elegance. 

1. Tweed Blazer with Button-Down

Nothing offers a classy and sophisticated appearance better than a tweed blazer. Go for a classic look this fall with a tweed suit styled with Oxford shoes or derbies that uplift the overall elite tones of the fit, making it an absolute stunner.

Shirt: A button-down shirt with a tie topped with a tweed blazer, offering a formal and refined topwear. 

Pants: A pair of matching dress pants complement the topwear with unmatched class and beauty. 

Footwear: A pair of leather Oxfords complete the outfit, making it more appealing and eye-catching. 

A smart look with a tweed blazer and button-down.
@hespokestyle

2. Wool Overcoat 

To keep it stylish yet warm and comfortable, opt for a wool overcoat. Top the overcoat with a turtleneck and pants or boots to complete the outfit with unmatched beauty, making it perfect for semi-formal and casual settings.

Shirt: A dark turtleneck with a button-down and dark sweater layered with a wool overcoat in sleek hues, presenting a polished look.

Pants: A pair of sleek dress pants in a dark tone complement the formal topwear, offering an overall exclusive look. 

Footwear: A pair of high-top leather shoes complete the outfit, making the outfit perfect for formal fall settings. 

A cool look with a wool overcoat.
@arketofficial

3. Leather Jacket 

Leather jackets are known for their exemplary appearance while providing warmth. Top it over your favorite undershirt and style it with jeans and sneakers or running shoes, presenting an outfit that’s a certain head-turner.

Shirt: A button-down in bright hues topped with a leather jacket in dark tones, presenting a balanced topwear. 

Pants: A pair of slim-fit jeans in dark tones complement the similarly-shaded jacket with unmatched beauty. 

Footwear: A pair of high-to sneakers in dark tones complete the outfit, adding a comfy and sporty touch to it. 

A bold look with a leather jacket.
@zumo_menswear

4. Cardigan Sweater 

Nothing offers a lightweight yet warm and cozy outfit better than a cardigan sweater. Wear the sweater with jeans or trousers and sneakers, completing the outfit that’s perfectly styled for a walk around the city block.

Shirt: A bright-toned shirt topped with a cardigan sweater in dark tones, presenting a cool and chic topwear. 

Pants: A pair of relaxed-fit denim jeans in comparatively light hues balance out the dark shades of the cardigan with perfection. 

Footwear: A pair of sneakers in a similar shade as the cardigan complete the outfit, making it perfect for casual and relaxed settings. 

A classy look with a cardigan sweater.
@ecabieses

5. Peacoat with Turtleneck

For the perfect blend of sophistication and warmth, go for a peacoat with turtleneck. The duo is expected to be flawlessly styled with jeans or pants and Derbies or Oxford shoes, maintaining the elite appearance of the outfit, making it an absolute stunner.

Shirt: A calm-toned turtleneck topped with a peacoat in refined hues, offering a smart topwear. 

Pants: A pair of dress pants in a shade similar to the topwear complete the outfit, making it offer a classy look. 

A formal look with a peacoat and turtleneck.
@ralphlauren

6. Flannel Shirt with Quilted Vest

Go for a flannel shirt and quilted vest to offer an outfit that’s perfect for its vibrant yet classy look. Pair the duo with pants and sneakers or running shoes to skillfully enhance the look of the fit, making it perfect for your evening strolls.

Shirt: A flannel shirt in a vibrant appearance topped with a quilted vest in relaxed tones, presenting a balanced look. 

Pants: A pair of denim jeans complete the outfit, adding a relaxed and carefree look to the overall attire. 

A contemporary look with a quilted vest and flannel shirt.
@outbacktradingco

7. Trench Coat with Dress Shirt

Keep it smart and stylish yet warm with a trench coat uplifted perfectly with a dress shirt. Style the duo with jeans or pants and sneakers or boots to attain an attire that’s a certain eye-catcher in casual settings.

Shirt: A crisp collar shirt with a sweater tipped with a trench coat in bold shades, presenting a classy and edgy topwear.

Pants: A pair of dark-shaded relaxed-fit pants balance out the comparatively light-shaded topwear with perfection. 

Footwear: A pair of clean white sneakers complete the outfit, adding a sporty and carefree touch to it. 

A cool look with a trench coat and dress shirt.
@watchingnewyork

8. Corduroy Blazer

This fall, opt for a corduroy blazer, giving off a smooth and smart appearance while sparing enough room for comfort. Style the blazer with jeans or pants and loafers or Oxford shoes to maintain an overall sophisticated and polished appearance that’s a certain eye-catcher.

Shirt: A crisp collar shirt styled with a scarf topped with a corduroy blazer in appealing hues, offering a classy and exclusive look. 

Pants: A pair of dress pants in a sleek and unique shade complete the outfit, adding a calm and peaceful look to the overall attire. 

Footwear: A pair of dark-shaded loafers in a refined look complete the fit with elegance and sophistication.  

A cool look with a corduroy blazer.
@whyweweardotcom

9. Vertical Vest with Plaid Shirt

Ensure a striking appearance this fall with a vertical vest topped over a plaid shirt, offering a vibrant and stylish look. Style it with jeans or pants and boots to attain an attire that’s perfect for the breezy season.

Shirt: A plaid shirt topped with a patterned vertical vest, presenting a cool and smart topwear. 

Pants: A pair of dark-shaded pants balance out the patterned topwear, offering a put-together look. 

Footwear: A pair of refined Chelsea boots complete the outfit, adding unmatched refinement and boldness to it. 

A bold look with a vertical vest and plaid shirt.
@efe.efeturi

9. Plaid Wool Shirt Jacket

Nothing offers a colorful and fancy appearance better than a plaid wool shirt jacket. Top the jacket over an undershirt and wear it with jeans or pants and sneakers or running shoes for added refinement, making it perfect for your evening strolls.

Shirt: A bright corduroy undershirt topped with a plaid wool shirt jacket in a vibrant look, presenting a sleek yet relaxed look. 

Pants: A pair of neutral-toned pants complete the outfit, making it perfect for casual and easygoing settings. 

A warm look with a plaid wool shirt jacket.
@richtergoods

10. Double-Breasted Blazer with Dress Shirt

For a refined and polished yet warm outfit, opt for a double-breasted blazer with a dress shirt. Ensure a distinguished look this fall by styling the duo with pants and loafers or Oxford shoes to complete a fit that’s an absolute stunner in your semi-formal and friendly settings.

Shirt: A bright dress shirt topped with a double-breasted blazer in neutral tones, offering a smart and classy topwear. 

Pants: A pair of dark-shaded pants complete the outfit, balancing out the calm hues of the topwear with perfection. 

Footwear: A pair of suede espadrilles complete the outfit, making it perfect to be opted for both formal and semi-formal occasions. 

A polished look with a double-breasted blazer and dress shirt.
@finnerz.uk

11. Herringbone Jacket 

Attain a visually appealing and polished look this season with a herringbone jacket. Pair the jacket with pants and Oxford shoes or loafers, uplifting the overall smart appearance and making it an absolute eye-catcher wherever you go.

Shirt: A crisp collar shirt with a tie and V-neck patterned sweater topped with a herringbone jacket, offering a warm and formal topwear. 

Pants: A pair of matching dress pants complement the similar herringbone jacket with ultimate perfection. 

Footwear: A pair of dark-shaded loafers complete the outfit, making it suitable for formal and semi-formal settings. 

A refined look with a herringbone jacket.
@serizawa_ryosuke

12. Suede Bomber Jacket

With a suede bomber jacket, you’re all set for a privileged and polished yet comfy outfit. Enhance your look by styling it with jeans or pants and boots or loafers, offering an elite appearance with a hint of carefree tones and make it certain to grab attention.

Shirt: A crisp collar shirt topped with a suede bomber jacket, presenting a sleek and smart topwear.

Pants: A pair of straight denim jeans adds a contrasting element to the attire, making it more eye-catching and appealing. 

Footwear: A pair of Derbies in a dark tone complete the outfit, making it perfect to be styled for casual and relaxed settings. 

A refined look with a suede bomber jacket.
@drakesdiary

13. Shawl Collar Cardigan 

For a classic and warm addition to your wardrobe this fall, opt for a shawl collar cardigan. Put on the cardigan and dress it up and down with jeans or pants and loafers or Oxford shoes, maintaining the classic outlook and making it certain to turn heads.

Shirt: A bright undershirt with a checkered button-down topped with a shawl collar cardigan in dark hues, presenting a warm yet exclusive topwear.

Pants: A pair of khaki pants balance out the dark-shaded topwear, adding to its refined and polished look. 

Footwear: A pair of dark-shaded tassel loafers complete the outfit, uplifting it with perfection. 

A cool look with a shawl collar cardigan.
@randomwalkshop

14. Field Jacket with Turtleneck 

There’s nothing better than a field jacket with a turtleneck for a comfortable and warm yet stylish appearance. Dress the duo with jeans or pants and loafers or Oxford shoes for added refinement and class, making it a certain eye-catcher in semi-formal settings.

Shirt: A turtleneck in relaxed and calm hues topped with a field jacket in a similar but darker shade, offering a harmonious and classy topwear. 

Pants: A pair of bright dress pants balance out the dark hues of the field jacket, making the outfit more polished and sleek. 

Footwear: A pair of dark-shaded loafers complete the outfit with refinement and class, making it perfect for both formal and semi-formal settings. 

A contemporary look with field jacket and turtleneck.
@carlos_domord

15. Denim Jacket with Hoodie

Ensure a striking appearance this fall with a denim jacket and hoodie. The combination keeps it flawlessly trendy while sparing enough room for comfort and warmth, making it suitable for casual outings in the breezy evenings.

Shirt: A hoodie in neutral tones topped with a denim jacket, offering a warm yet bold look. 

Pants: A pair of jeans in dark shades complement the topwear, making the outfit more relaxed and easygoing. 

Footwear: A pair of suede Derbies complete the outfit, perfectly adding the element of refinement and boldness. 

A smart look with a denim jacket and hoodie.
@trav_white_

16. Puffer Vest with Casual Tee

To keep it infinitely lightweight and comfy yet stylish, go for a puffer vest topped over your favorite tee. Style the combination with jeans or pants and running shoes or sneakers, maintaining an overall relaxed fit, perfect for a walk around the city block.

Shirt: A right casual tee topped with a puffer vest in bright shades as well, presenting a harmonious topwear. 

Pants: A pair of cargo pants in a distinctive shade balances out the lively look of the topwear, making the outfit perfect for casual fall settings. 

A cool look with a puffer vest and casual tee.
@mdm_for_men

17. Overshirt with Button-Down

All you need is an overshirt paired with a button-down, and you’re all set to make a bold statement this fall. Pair the topwear with jeans or pants and sneakers or running shoes for a complete refined outfit. 

Shirt: A bright-toned turtleneck with a khaki button-down topped with a patterned overshirt, presenting a smart and unique topwear. 

Pants: A pair of jeans in dark shades complement the engaging topwear, offering a harmonious attire. 

Footwear: A pair of high-top sneakers complete the outfit, making it perfect to be opted for casual fall settings. 

A cool look with an overshirt and button-down.
@threadability

18. Camel Coat

For a sleek and stylish yet cozy outfit, go with a camel coat. Style your fall coat outfit with pants or jeans and sneakers or boots to thoroughly uplift the outfit with elegance, making it an absolute head-turner in semi-formal settings.

Shirt: A patterned shirt topped with a camel coat, offering the perfect blend of comfort and class. 

Pants: A pair of fleece pants add to the comfort and relaxed look of the attire with unmatched beauty. 

Footwear: A pair of dark-shaded sneakers complete the outfit, making it perfect for casual and semi-formal fall settings. 

A bold look with a camel coat.
@poloralphlauren

19. Military Jacket

There’s nothing better than a military jacket to ensure a striking and distinguished appearance. Dress it up and down with jeans or pants and boots or running shoes to complete your outclass outfit, best suited for your evening strolls.

Shirt: A bright button-down topped with a military jacket in unique hues, offering a classy topwear. 

Pants: A pair of dress pants in refined hues balance out the relaxed tones of the military jacket with perfection. 

Footwear: A pair of dark-shaded loafers complete the outfit, making it more appealing and eye-catching. 

A bold look with a military jacket.
@antonmasko

20. Shearling Jacket 

Shearling jackets are the perfect embodiment of warmth and comfort while keeping it fancy. Throw on the jacket and dress it up and down with jeans and boots or running shoes, completing the classy fit that’s a fool-proof way to grab attention in casual outings.

Shirt: A bright undershirt topped with a shearling jacket, presenting a bold yet relaxed topwear. 

Pants: A pair of denim jeans complement the look of the jacket, making the outfit more appealing and eye-catching. 

Footwear: A pair of boots complete the outfit, uplifting it with class and refinement. 

A unique look with a shearling jacket.
@modestmanstyle

21. Tweed Blazer with Chambray Shirt

Go for a tweed blazer coupled with a chambray shirt this fall for a creative and timelessly stylish duo. Style it with jeans or pants and boots or loafers for an overall outclass yet classy appearance, making it an absolute stunner for your light brunches.

Shirt: A chambray shirt topped with a tweed blazer, offering a sleek and smart topwear. 

Pants: A pair of bright-toned jeans balance out the engaging hues of the topwear, presenting a harmonious attire. 

Footwear: A pair of suede Derbies complete the outfit, uplifting its overall appearance like none other. 

A cool look with a tweed blazer and chambray shirt.
@drakesdiary

22. Parka Jacket with Sweater

Nothing offers a classy yet warm outfit better than a parka jacket topped over a sweater. Combine the two with jeans and boots to attain an outfit that’s an absolute eye-catcher, perfect for your evening strolls.

Shirt: A sweater in attractive hues layered with a parka jacket in comparatively lighter shades, offering a warm and cozy topwear. 

Pants: A pair of khaki pants balance out the bold shades of the topwear, making the outfit eye-catching and alluring. 

Footwear: A pair of leather Derbies in dark shades complete th outfit, adding a polished and refined touch to it. 

A cool look with a parka jacket and sweater.
@modestmanstyle

23. Turtleneck with Wool Coat

For a visually appealing yet warm addition to your fall wardrobe, go with a turtleneck with a wool coat. Pair the duo with jeans or pants and loafers or Oxford shoes, maintaining the overall distinguished outlook, best suited for semi-formal and casual settings.

Shirt: A bright turtleneck topped with a wool coat in refined hues, offering a smart and classy attire. 

Pants: A pair of dress pants in a bright tone complete the outfit, making it perfect to be styled for both semi-formal and formal settings. 

A cool look with a turtleneck and wool coat.
@jeffreyscottclothing

24. Houndstooth Blazer with Fine-Knit Sweater

Opt for an attractive yet warm fit this season with a houndstooth blazer and fine-knit sweater. Style the duo with pants and loafers or Oxford shoes for added poise and sleekness, making it a perfect head-turner in those semi-formal and casual outings you’ve planned.

Shirt: A dark-shaded undershirt topped with a fine knit sweater, presenting a sleek and formal topwear. 

Pants: A pair of dark-shaded jeans complement the similarly-shaded undershirt with perfection, offering a put-together attire. 

Footwear: A pair of dark-shaded tassel loafers complete the outfit, adding a chic and bold look to it. 

A refined look with a houndstooth blazer with fine-knit sweater.
@theanthology

25. Quilted Cotton Jacket 

For a visually appealing yet warm addition to your fall wardrobe, go for a quilted cotton jacket. Throw on the jacket with pants or jeans and running shoes or boots to thoroughly uplift the refined yet sporty outfit, perfect for your casual outings.

Shirt: A bright undershirt topped with a dark quilted cotton jacket, offering a warm look that is perfect to be styled for fall. 

Pants: A pair of cargo pants in a vibrant shade completes the outfit, contrasting the topwear with unmatched beauty. 

A smart look with a quilted cotton jacket.
@rothco_brand

26. Fleece Jacket

Nothing offers comfort and warmth better than a fleece jacket. Style your fleece jacket with jeans or pants and boots or running shoes for added functionality, obtaining an outfit that’s best suited for the breezy evenings and chilly nights of fall.

Shirt: A bright undershirt topped with a fleece jacket in neutral tones, offering a chic and warm topwear. 

Pants: A pair of chinos in a matching tone as the jacket complements its appearance like none other. 

Footwear: A pair of dark-shaded sneakers complete the outfit, making it offer a sporty yet classy look. 

A unique look with a fleece jacket.
@claudiobreitscheidel

27. Quilted Vest and Hoodie

There’s nothing better than the combination of a quilted vest and a hoodie, keeping it warm and cozy yet convenient. Pair the duo with jeans or trousers and boots or running shoes, skillfully maintaining an overall trendy and classy fit, well suited for your routine strolls.

Shirt: A  bright-shaded hoodie topped with a quilted vest in relaxed yet refined shades, offering an eye-catching topwear. 

Pants: A pair of dark-shaded pants complete the outfit, adding a contrasting yet sleek element to the overall look. 

A cool look with a quilted vest and hoodie.
@ecologyst_

28. Blouson Jacket

Opt for a lightweight and carefree look this fall with a blouson jacket. Style the jacket with jeans or pants and sneakers or running shoes, ensuring a lightweight outfit that’s sure to make a bold statement.

Shirt: A bold-hued undershirt with a patterned zip-up jacket topped with a blouson jacket, offering a smart layered topwear. 

Pants: A pair of track pants in shades similar to the topwear complement it with perfection, adding a harmonious touch to the outfit.  

Footwear: A pair of sneakers in calm and relaxed tones complete the outfit, making it perfect to be styled for fall. 

A cool look with a blouson jacket.
@kosukehayashi

29. Overcoat and Roll Neck Sweater

Keep it elegant and poised with the outclass combination of an overcoat and a roll-neck sweater. Wear the two with pants and loafers or boots to skillfully complete the polished and refined appearance, making it an absolute head-turner.

Shirt: A bright-toned turtleneck topped with an overcoat in polished shades, offering a classy and exclusive topwear. 

Pants: A pair of calm-hued dress pants complement the formal topwear, adding to the refined look of the overall attire. 

Footwear: A pair of chic suede tassel loafers complete the outfit, complementing the shades of the overcoat like none other. 

A bold look with an overcoat and roll-neck sweater.
@huntervought

30. Varsity Jacket and Hoodie

Offer a contemporary and stylish appearance with a varsity jacket uplifted perfectly with an equally trendy hoodie. Put on the duo and skillfully enhance the fit with trousers or pants and sneakers or running shoes, and you’re all set for the afternoon brunch you’ve planned.

Shirt: A bright-toned hoodie topped with a varsity jacket in dark shades, presenting a chic topwear. 

Pants: A pair of dark-shaded cargo pants add a dark look to the outfit while maintaining its relaxed and classy look. 

Footwear: A pair of clean white sneakers complete the outfit, making it more comfy and carefree. 

A smart look with a varsity jacket with hoodie.
@shaquillewynter_

31. Chore Jacket with Henley

Nothing better than the sturdy yet classy appearance of a chore jacket. Put on the jacket topped over Henley and dress it up and down with jeans and running shoes or boots, uplifting the polished and refined look of the fit, making it an absolute stunner.

Shirt: A Henley shirt in appealing tones topped with a chore jacket in comparatively lighter shades, offering a balanced topwear. 

Pants: A pair of khaki pants balance out the hues of the topwear, adding refinement and class to the overall outfit. 

Footwear: A pair of Derbies in a sleek and unique look complete the outfit, making it perfect to be styled for both casual and semi-formal occasions. 

A smart look with a chore jacket with henley.
@modestmanstyle

32. Padded Vest 

Nothing can go wrong with a lightweight yet trendy padded vest. Put on the vest with jeans or trousers and boots or running shoes to attain an attire that keeps it not only comfy and convenient but also classy, making it perfect for your routine evening strolls.

Shirt: A bright button-down topped with a padded vest in dark hues, offering a contrasting yet balanced topwear. 

Pants: A pair of bright drawstring pants complement the bright button-down, making the attire more appealing. 

A cool look with a padded vest.
@bogartman

33. Cropped Jacket 

For a lightweight and edgy addition to your fall wardrobe, opt for a cropped jacket. Pair the jacket with jeans or pants and running shoes or boots to effortlessly uplift the chic and trendy appearance of the whole fit, making it the perfect eye-catcher.

Shirt: A cropped jacket in dark appealing hues, offering a cozy yet classy topwear. 

Pants: A pair of cargo pants in a similar shade as the topwear complements it like none other. 

Footwear: A pair of dark-shaded running shoes complete the outfit, adding a bold and classy touch to it. 

A cool look with a cropped jacket.
@ludjero.closet

34. Toggle Coat with Denim Jacket

Nothing can go wrong with the outclass and warm combination of a toggle coat and denim jacket. Wear the combo and dress it up and down with jeans and running shoes or boots to uplift the timelessly classy yet warm outfit thoroughly.

Shirt: A neutral-toned turtleneck with a denim jacket layered with a toggle coat in dark hues, offering a sleek and classy topwear. 

Pants: A pair of straight denim jeans uplifts the outfit, complementing the similar denim jacket with refinement. 

Footwear: A pair of dark-shaded boots complete the attire, making it certain to stand out. 

A cool look with a toggle coat with denim.
@play5230

35. Raincoat with Hoodie

Ensure your safety on the stormy days of the fall by pairing a raincoat with your comfiest hoodie. The combination offers warmth while keeping it attractive when styled with jeans and boots or running shoes, perfect for unexpected fall pours.

Shirt: A bright-toned hoodie topped with a raincoat in dark hues, offering a balanced topwear. 

Pants: A pair of bright-shaded pants complete the outfit, balancing out the dark hues of the raincoat with unmatched perfection. 

A smart look with a raincoat with hoodie.
@nordic_scott

36. Sherpa-Lined Denim Jacket 

To keep it classy yet trendy this fall, top your Sherpa-lined denim jacket with your favorite tee. Wear the duo with jeans and sneakers or running shoes to add a refined yet sporty finish to your outfit, making it a perfect eye-catcher.

Shirt: A calm-hued tee topped with a sherpa-lined denim jacket, presenting a casual yet timeless appearance. 

Pants: A pair of slim-fit jeans complete the outfit, highlighting the wearer’s build with perfection. 

Footwear: A pair of clean white sneakers uplift the overall look, making it certain to grab attention. 

A cool look with a sherpa-lined denim jacket.
@youraverageguystyle

37. Down Jacket with Mock-Neck

There’s nothing better than a down jacket coupled with a mock-neck sweater, giving a uniquely stylish look while keeping it soft and warm. The duo can be conveniently styled with jeans and sneakers or running shoes, completing the comfy and polished outfit.

Shirt: A mock-neck shirt in bright hues topped with a down jacket in dark shades, offering a balanced topwear. 

Pants: A pair of jeans in dark shades complete the outfit, perfectly adding to its relaxed and easygoing look. 

A cool look with a down jacket and mock neck.
@hisootd

Conclusion

Whether it’s for a casual coffee run or a refined dinner night, fall without classy fits doesn’t sound right. From a turtleneck paired with an overcoat to a tweed blazer offering a polished look, each style is unique in its own way. With this guide, offer the perfect classy fall fit and make a bold statement wherever you plan to go!

Leave a Comment