35 Old Money Fall Outfits Men

Old money style is never running out of fashion anytime soon! With rich textures and sophisticated layers, style a chic and classy fall outfit and make a bold statement wherever you go!

This guide will help you explore the 35 best fall outfits for men, ensuring you offer a sleek fall look with elegance and perfection. 

35 Ideas for Old Money Fall Outfits

1. Navy Wool Overcoat 

There’s nothing better than a navy wool peacoat for keeping it classy and stylish while sparing adequate room for comfort and warmth. Dress it up and down with jeans or pants and loafers or boots, and flawlessly complete your outfit with refinement.

Shirt: A dark-shaded turtleneck topped with a navy wool coat, offering a harmonious and sleek topwear. 

Pants: A pair of dark-shaded pants in similar tones as the topwear complete the outfit, making it perfect to be styled for formal and semi-formal gatherings. 

A classy look with a Navy wool overcoat.
@puroego

2. Camel Cashmere Coat

This fall opt for a sophisticated and warm addition to your wardrobe with a camel cashmere coat. The neutral-toned fit can be styled with jeans or pants and Oxford shoes or boots, creating an outfit that’s an absolute stunner in semi-formal settings.

Shirt: A neutral-toned turtleneck topped with a camel cashmere sweater in similar tones, presenting a calm and relaxed topwear. 

Pants: A pair of patterned dress pants complete the outfit, adding a formal and uplifted touch to it. 

Footwear: A pair of dark-shaded Chelsea boots elevate the outfit perfectly, making it more appealing and attractive. 

A classy look with a camel cashmere coat.
@hamdeeb

3. Quilted Jacket 

To keep it warm yet contemporarily outclass, go with a quilted jacket. The jacket can be dressed up and down with jeans or pants and boots or Derbies for a stylish yet comfy outfit that’s perfect for grabbing attention.

Shirt: A dark-toned sweater topped with a quilted jacket in relaxed and easy-going tones, presenting a chic topwear. 

Pants: A pair of bright-hued pants balance out the dark-shaded topwear with unmatched beauty and perfection. 

Footwear: A pair of boots in a unique refined tone complete the outfit, making it perfect for semi-formal settings. 

A smart look with a quilted jacket.
@petermillar

4. Houndstooth Blazer

Nothing can go wrong with a Houndstooth blazer that gives off a visually appealing fit while keeping it warm. Style your houndstooth blazer with jeans or pants and boots or Oxford shoes for a thoroughly refined and elegant appearance that’s an absolute head-turner.

Shirt: A crisp collar shirt with a bowtie topped with a houndstooth blazer, offering a sleek and smart topwear with perfection. 

Pants: A pair of dark-shaded formal pants complete the outfit, making it perfect to be styled for semi-formal and formal settings. 

A smart look with a Houndstooth blazer.
@houndstoothtailors

5. Tweed Blazer 

Tweed blazer with its textured appearance offers a unique yet timelessly chic fit. Pair the tweed blazer with pants or jeans and loafers or boots to effortlessly uplift the outfit with the utmost refinement and sleekness, that’s an absolute head-turner.

Shirt: A collared shirt in bright tones topped with a tweed blazer, presenting a sleek and chic topwear. 

Pants: A pair of dress pants in neutral tones balance out the engaging topwear, making it offer a harmonious touch. 

Footwear: A pair of unique-toned tassel loafers complete the outfit, uplifting it like none other. 

A unique look with a tweed blazer.
@adamgonon

6. Wool Peacoat 

Go for a wool peacoat this fall for an elegant and smart appearance while keeping it warm. Dress it up and down with jeans or pants and loafers or boots to attain an attire that’s best suited for semi-formal settings.

Shirt: A crisp collar shirt with a tie topped with a wool peacoat, offering a refined and polished topwear. 

Pants: A pair of patterned dress pants balance out the plain look of the topwear, making the outfit more engaging and alluring. 

Footwear: A pair of dark-shaded monk strap shoes complete the outfit, making it ideal for semi-formal and formal settings. 

A unique look with a wool peacoat.
@hardyamies.au

7. Olive Field Jacket

Keep it casual yet fancy this fall with an olive field jacket. Ensure a distinguished yet carefree appearance by styling it with jeans or pants and loafers or sneakers for flawlessly completing the outfit, and you’re all set for your routine evening strolls.

Shirt: A bright-toned button-down topped with an olive field jacket, presenting a contrasting yet chic topwear. 

Pants: A pair of straight pants in a bright yet relaxed tone complete the outfit, adding an easygoing look to it. 

Footwear: A pair of leather loafers complete the outfit, elevating it with refinement and class.

A unique look with an olive field jacket.
@mrarchive

8. Brown Suede Jacket 

There’s nothing better suited than a brown suede jacket for a classy and privileged look. Opt for a fail-safe way of turning heads with a brown suede worn with jeans or pants and running shoes or boots for an outfit that’s perfectly suited for your light brunches.

Shirt: A bright turtleneck topped with a brown suede jacket, presenting a sleek and smart look. 

Pants: A pair of slim-fit dark-shaded jeans balance out the unique-toned topwear with class. 

Footwear: A pair of dark-shaded running shoes complete the outfit, making it offer a sporty and appealing look. 

A refined look with a brown suede jacket.
@hollo_men

9. Sartorial Coat 

Add a visually appealing and polished option to your wardrobe this fall with a sartorial coat. Dress the coat up and down with jeans or pants and loafers or sneakers for a timelessly elegant look that’s well-suited for semi-formal settings.

Shirt: A dark-hued turtleneck topped with a sartorial coat, presenting a bold and sleek look with perfection. 

Pants: A pair of straight dress pants in dark shades complement the topwear with unmatched beauty. 

Footwear: A pair of loafers in a dark and appealing look complete the outfit, uplifting it like none other. 

A classy look with a sartorial coat.
@carlos_domord

10. Glen Plaid Blazer 

There’s nothing better than a glen plaid blazer and pants for a uniquely distinctive and classic suit. The suit can be worn with Oxford shoes or Derbies for added refinement and class, creating an outfit that’s best suited for formal settings.

Shirt: A crisp collar shirt with a vibrant tie topped with a vest and glen plaid blazer, offering a refined topwear.  

Pants: A pair of matching glen plaid pants complete the look, making the outfit offer a polished look. 

A classy look with a glen plaid blazer.
@3piecesuitguy

11. Turtleneck with Jacket 

For a contemporary yet sophisticated appearance, opt for a turtleneck and jacket this fall. Combine the duo with jeans and sneakers or running shoes to make a bold statement in your friendly circle.

Shirt: A bright turtleneck topped with a leather jacket in dark hues, offering a contrasting yet balanced topwear. 

Pants: A pair of dress pants in unique and vibrant hues balance out the simple shades of the topwear, making the outfit certain to grab attention. 

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

A classy look with a cable knit sweater.
@meetposer

12. Cable Knit Sweater

Nothing offers comfort and style better than a cable knit sweater, giving a neat appearance. This fall, ensure a poised yet warm outfit with a cable knit sweater worn with jeans or pants and loafers or sneakers for an outfit that’s perfect for your casual outings.

Shirt: A collared shirt topped with a cable knit sweater in carefree hues, offering an elegant topwear. 

Pants: A pair of dress pants in a sleek tone complements the calm topwear with unmatched perfection. 

@jcrewmens

13. V-Neck Cardigan

Opt for a V-neck cardigan to keep it lightweight yet warm and fancy. Put on a cardigan this fall and dress it up and down with jeans and sneakers or running shoes for added refinement and obtain an outfit that’s certain to stand out.

Shirt: A bright undershirt topped with a V-neck cardigan in dark hues, offering a balanced topwear. 

Pants: A pair of relaxed-fit denim jeans in lighter shades, presenting a smart and classy attire. 

Footwear: A pair of sneakers in tones similar to the cardigan, making the outfit certain to turn heads. 

A classy look with a cardigan sweater.
@ecabieses

14. V-Neck Sweater 

Nothing is better than a V-neck sweater for a lightweight yet warm outfit. Ensure a laid-back yet stylish look this fall with a V-neck sweater when styled with jeans and loafers or sneakers, completing the appearance that’s perfect for your day out in the breezy season.

Shirt: A crisp collar bright-toned shirt topped with a V-neck sweater in bold hues, offering an edgy yet refined topwear. 

Pants: A pair of straight light wash denim jeans complement and highlight the bold hues of the topwear like none other. 

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

A smart look with a V-neck sweater.
@harrytoohey

15. Zip-Up Cardigan 

Zip-up cardigan modifies the traditional cardigan with style and class. This fall, spice up the fashion game with a zip-up cardigan, wear jeans or pants and sneakers or boots for a carefree or sophisticated appearance respectively.

Shirt: A bright-toned tee topped with a zip-up cardigan in calm tones, offering an elegant topwear. 

Pants: A pair of straight bright-toned pants complete the similar topwear, making the outfit more 

Footwear: A pair of clean white sneakers complement the overall look, presenting a lively and chic look. 

A unique look with a zip-up cardigan.
@albertoortizrey

16. Fair Isle Sweater 

The bold hues and colorful pattern of a fair isle sweater make it unique yet classic. Style the sweater with jeans and Oxford shoes or loafers for a refined appearance while keeping it relaxed and carefree, well suited for your evening strolls.

Shirt: A collared shirt topped with a fair isle sweater which is layered with a jacket in dark tones, presenting a classy topwear. 

Pants: A pair of denim jeans in a relaxed fit completes the outfit, making it ideal for casual and semi-formal settings. 

Footwear: A pair of loafers in dark shades add a refined look to the overall attire with perfection. 

A unique look with a fair isle sweater.
@tailorandbarber

17. Chunky Knit Sweater 

Present a relaxed and laid-back yet comfortable outfit this autumn with a chunky knit sweater. Pair the sweater with jeans and running shoes or boots, and you’re all ready for the friendly outing you’ve been postponing.

Shirt: A calm-toned chunky knit sweater, presenting a sleek and smart look.

Pants: A pair of slim-fit jeans add a relaxed and casual touch to the overall appearance with perfection. 

Footwear: A pair of Chelsea boots in a refined look completes the outfit, making it ideal for casual and semi-formal settings. 

A cool look with a chunky knit sweater.
@mylesleask

18. Crew Neck Sweater 

Crew neck sweaters are not running out of fashion soon! Attain a contemporary and easy-going attire with a crew neck sweater when styled with jeans and boots or running shoes, and you’re all set for your casual outings in the fall.

Shirt: A dark-shaded crewneck sweater, presenting a warm and cozy look. 

Pants: A pair of similarly-shaded jeans, complementing the hues of the topwear with unmatched beauty. 

Footwear: A pair of boots in a unique tone complete the outfit, making it ideal for casual and semi-formal settings. 

A classy look with a crewneck sweater.
@billietoddco

19. Alpaca Wool Sweater 

For a warm and cozy yet classy outfit, opt for an alpaca wool sweater. The sweater can be skillfully combined with jeans or pants and running shoes or boots, and create an outfit that’s styled skillfully to fight the breezy fall evenings.

Shirt: A dark-shaded alpaca wool sweater, offering a relaxed and calm topwear. 

Pants: A pair of dark-shaded dress pants in a relaxed fit complement the tones of the topwear while adding a formal touch to the outfit.  

Footwear: A pair of derbies in a unique tone complete the outfit, elevating its overall appearance like none other. 

A classy look with an alpaca wool sweater.
@highsnobiety

20. Striped Mohair Sweater 

Keep it warm and stylish this fall with a striped mohair sweater. Style the sweater with jeans or pants and sneakers or running shoes for an outfit that’s an absolute stunner and certainly an eye-catcher wherever you go.

Shirt: A striped mohair sweater in bright tones, offering a sleek and sophisticated topwear. 

Pants: A pair of denim shorts in dark tones balance out the bright look of the topwear, adding a relaxed and carefree look to the outfit. 

Footwear: A pair of sneakers in both dark and bright tones complete the outfit, making it perfect for casual fall settings. 

A classy look with a striped mohair sweater.
@mnml.la

21. Harbor Sweater Jacket

Nothing can go wrong with the smart and unique look of a harbor sweater jacket. The formal yet distinctive look of this jacket makes it perfect to be styled with jeans or dress pants, making it ideal for both formal and semi-formal settings. 

Shirt: A bright-toned undershirt topped with a harbor sweater jacket in appealing tones, presenting an eye-catching topwear. 

Pants: A pair of denim jeans in a relaxed fit completes the outfit, adding to its carefree look.

Footwear: A pair of leather loafers add refinement to the outfit, making it certain to grab attention. 

A unique look with a harbor sweater jacket.
@taylorstitch

22. Safari Jacket

What’s better than a safari jacket that offers infinite poise and balance? The elegant yet laid-back tones given off by the jacket can be enhanced thoroughly with jeans or pants and sandals or loafers to complete the carefree outfit that’s suitable for casual settings.

Shirt: A dark-shaded tee topped with a safari jacket in comparatively lighter shades, offering a sleek yet balanced topwear.

Pants: A pair of relaxed-fit bright-toned jeans balance out the hues of the topwear, making it more appealing and eye-catching. 

Footwear: A pair of tassel loafers complete the outfit, complementing the similarly-shaded topwear like none other. 

A classy look with a safari jacket.
@giorgiogiangiulio

23. Oxford Button-Down

With an Oxford button-down, opt for a fool-proof way to keep it elegant yet breathable. Wear the button-down and dress it up and down with shorts or pants and sneakers or boots, offering a casual or sophisticated look respectively, making it an absolute head-turner.

Shirt: A sleek Oxford button-down, presenting a chic and sophisticated topwear. 

Shorts: A pair of unique-toned cargo shorts add an appealing look to the outfit, making it more alluring. 

Footwear: A pair of running shoes in calm and carefree tones complete the outfit, making it perfect for warmer fall days. 

A unique look with an Oxford button-down.
@oxfordclothbuttondown

24. Crisp White Dress Shirt 

Ace the fashion game this fall with a crisp white dress shirt, presenting an elegant yet lightweight fit. Dress it up and down with shorts or pants and sneakers or loafers for a casual or sophisticated look respectively, ensuring a striking appearance.

Shirt: A crisp white dress shirt, presenting a chic and formal topwear like none other. 

Pants: A pair of dress pants in a sleek and refined tone complement the dress shirt with unmatched beauty. 

Footwear: A pair of white sneakers complete the outfit, offering both comfort and class in the best way possible. 

A unique look with a dress shirt.
@menstylewith

25. Linen-Cotton Blend Shirt 

Offer infinite class and refinement this fall with a linen-cotton blend shirt. Pair the shirt with jeans or pants and loafers or sandals for maintaining a breathable yet distinct outlook, that’s a sure eye-catcher wherever you go.

Shirt: A linen-cotton blend shirt in a dark yet formal look, offering a sleek and smart look. 

Pants: A pair of bright-toned dress pants complete the outfit, balancing out the hues of the topwear like none other. 

Footwear: A pair of tassel leather loafers complete the outfit, making it perfect to be styled for semi-formal and formal settings. 

A smart look with a linen cotton shirt.
@giorgiogiangiulio

26. Pinstripe Shirt

For a visually appealing and polished appearance, opt for a smart pinstripe shirt. Pair the shirt with jeans or pants and loafers or sneakers for a refined and sophisticated look that’s a certain head-turner for semi-formal and casual settings.

Shirt: A pinstripe shirt in bright hues, offering a sleek and appealing topwear. 

Pants: A pair of dress pants in a dark shade balances out the bright tones of the pinstripe shirt with beauty and class. 

Footwear: A pair of dark-shaded loafers complete the outfit, adding refinement to it. 

A unique look with a pinstripe shirt.
@giuse_laguardia

27. Chambray Shirt 

With the cool and calm tones of a chambray shirt, you’ll have it all figured for your light brunches. Pair the topwear with jeans and sneakers or boots for added refinement and class.

Shirt: A striped tee topped with a chambray shirt in calm tones, offering a unique and classy topwear. 

Pants: A pair of straight denim jeans complement the bright tones of the chambray shirt with unmatched class. 

Footwear: A pair of Oxfords in a dark shade complete the outfit, uplifting it like none other. 

A cool look with a chambray shirt.
@troy.c1219

28. Gingham Shirt 

Beautify your wardrobe this fall with a visually appealing gingham shirt. Put on the shirt and style it with jeans or pants and sneakers or boots, and complete the low-maintenance and classy outfit that’s best suited for your evening strolls or a walk around the city block.

Shirt: An undershirt topped with a bright gingham shirt, layered with a sleeveless jacket, presenting an appealing topwear. 

Pants: A pair of pants in a unique shade balances out the bright hues of the topwear with unmatched perfection. 

Footwear: A pair of leather derbies complete the outfit, making it perfect for casual and semi-formal settings. 

A classy look with a gingham shirt.
@drakesdiary

29. Denim Shirt 

This fall, offer the perfect blend of class and elegance while keeping it convenient with a denim shirt. Pair the shirt with jeans or pants and loafers or boots, ensuring you leave a sparkle wherever you go.

Shirt: A smart denim shirt, presenting a bold and chic topwear. 

Pants: A pair of dark-shaded dress pants balance out the hues of the topwear with perfection. 

Footwear: A pair of glossy boots complete the outfit, making it certain to grab attention. 

A unique look with a denim shirt.
@trrendo

30. Twill Shirt 

There’s nothing better than a twill shirt to keep it lightweight and convenient while adding style. Complete your look with jeans or pants and loafers or sneakers for added refinement, creating an outfit that’s perfect for friendly outings.

Shirt: A dark-shaded twill shirt, offering the perfect blend of comfort and relaxedness. 

Pants: A pair of straight pants in dark shades complement the similarly-shaded topwear like none other. 

Footwear: A pair of dark-shaded loafers complete the outfit, adding refinement and sleekness to it with unmatched beauty. 

A smart look with a twill shirt.
@the__urban__sikh

31. Herringbone Shirt 

A herringbone shirt is fool-proof way of adding versatility to your wardrobe. Style it with pants or shorts and loafers or Oxford shoes for skillfully designing your outfits for a range of occasions from relaxed to semi-formal gatherings, ensuring a striking appearance.

Shirt: A unique-hued herringbone shirt, offering a sleek and smart topwear with perfection.

Pants: A pair of refined dress pants in shades similar to the topwear, presenting a harmonious and put-together appearance.

Footwear: A pair of formal dress shoes complete the outfit, making it perfect to be styled for fall.

A smart look with a herringbone shirt.
@belafonte_ragtime_clothing

32. Button-Up Cotton Shirt 

Present a unique and distinct appearance this fall with a button-up cotton shirt. Style the shirt with jeans or pants and sneakers or sandals for a flawlessly styled outfit, providing a striking appearance wherever you go.

Shirt: A bright-toned button-up cotton shirt, offering a lively and uplifted topwear.

Pants: A pair of straight dark-shaded pants balance out the bright hues of the topwear like none other. 

Footwear: A pair of clean white sneakers complete the outfit, perfectly adding comfort and smartness.

A unique look with a cotton shirt.
@vasualise

33. Popover Shirt 

A popover shirt with its relaxed yet stylish look is perfect for casual and semi-formal settings. Pair the shirt with jeans or pants and loafers or sneakers for a laid-back yet refined look, that’s an absolute eye-catcher.

Shirt: A multi-toned popover shirt in a patterned look, presenting a sleek and chic topwear. 

Pants: A pair of straight pants in a unique tone complement the shades of the popover shirt with unmatched refinement. 

Footwear: A pair of suede loafers complete the outfit, making it perfect to be styled for casual and semi-formal settings. 

A classy look with a popover shirt.
@randomwalkshop

34. Plaid Shirt

Plaid shirts are a sureshot way to attain an outfit that offers vibrant hues while keeping it lightweight and timelessly chic. Pair the shirt with jeans and sandals or sneakers and maintain the overall carefree yet polished look of the fit, perfect for the occasional brunches.

Shirt: A dark-shaded plaid shirt, presenting a classy appealing topwear.

Pants: A pair of bright-toned cargo pants balance out the visually appealing and engaging lok of the topwear with perfection. 

Footwear: A pair of dark-shaded sandals complete the outfit, adding a casual and nonchalant vibe to the overall look. 

A unique look with a plaid shirt.
@flannel_him

35. Silk Blend Shirt 

For a timelessly chic and stylish look, go for a silk blend shirt. The lightweight yet vibrant-hued outfit can be perfectly uplifted with shorts or jeans and sneakers or boots for a refined appearance that’s certain to make a bold statement.

Shirt: A patterned silk blend shirt in a vibrant look, offering a chic and fashionable topwear. 

Pants: A slim-fit bottomwear topped with a skirt in bright hues, balancing out the vibrant shades of the topwear with perfection. 

Footwear: A pair of dark-shaded Derbies complete the outfit, adding a dark and sleek touch to it.  

A classy look with a silk blend shirt.
@_naushadali_

Conclusion

From sophisticated sweaters to bold gingham shirts, old-money styles are all you need to make a bold statement this fall. Whether it’s for a casual day out or a refined dinner night, old-money styles are here to the rescue. With this guide, offer the best old-money fall outfits that complement you and your style like none other. 

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