1920’s Mens Clothing

1920s mens clothing how to

Six 1920’s Men’s Looks- Click to View

From the Great Gatsby to Downton Abbey and Boardwalk Empire  1920’s men’s fashion is making a comeback on and off screen. You can get the vintage twenties look with the right selection of modern clothing. A striped or plaid 3 button suit, white collar dress shirt, necktie, two tone shoes and a felt or straw hat is all you need for an upper class gentlemen. Tweed pants, vest, dress shirt and a newsboy cap is an easy look for working class men.

We handpick some of the best vintage inspired 1920’s men’s clothing online here. For even more options look at these shop pages for: 1920s suits, shirtspants, vests, ties, formal wear and accessories. Shop new 1920s mens hats and shoes too.

Read about 1920’s Mens Fashion History before you shop.

1920s Bollman Collection Fedora
 

1920s Bollman Collection Fedora

$100.00

Buy at: Hats.com

1920's Dot Bow Tie
 

1920's Dot Bow Tie

$19.99

Buy at: Jos. A. Bank

1920s Style Mens Plaid Summer Suit
 

1920s Style Mens Plaid Summer Suit

$180.00

Buy at: Stacy Adams

Non-Iron 2-Ply 100% Cotton Broadcloth Straight Collar French Cuff Dress Shirt
 

Non-Iron 2-Ply 100% Cotton Broadcloth Straight Collar French Cuff Dress Shirt

$40.00

Buy at: Paul Fredrick MenStyle

Stacy Adams Men's Silver Two-button Vested Suit
 

Stacy Adams Men's Silver Two-button Vested Suit

$117.99

Buy at: Overstock.com

Signature Gold 2-Button Wool Suit- Tan Plaid
 

Signature Gold 2-Button Wool Suit- Tan Plaid

$495.00

Buy at: Jos. A. Bank

Signature Gold 2-Button Wool Suit- Blue/Grey Fashion Plaid
 

Signature Gold 2-Button Wool Suit- Blue/Grey Fashion Plaid

$495.00

Buy at: Jos. A. Bank

Big and Tall Tallia Orange Formal 3-Pc Chalk Stripe Suit
 

Big and Tall Tallia Orange Formal 3-Pc Chalk Stripe Suit

$748.00

Buy at: Destination XL

100% Wool Two-Button Notch Lapel Stripe Sport Coat
 

100% Wool Two-Button Notch Lapel Stripe Sport Coat

$170.00

Buy at: Paul Fredrick MenStyle

2-Button Seersucker Tailored Fit Suit
 

2-Button Seersucker Tailored Fit Suit

$118.50

Buy at: Jos. A. Bank

Jones New York Men's Trent 2 Btn Shadow Stripe Suit
 

Jones New York Men's Trent 2 Btn Shadow Stripe Suit

$219.99

Buy at: Overstock.com

3pc Vested Suit
 

3pc Vested Suit

$126.90

Buy at: Stacy Adams

Sharkskin Skinny Suit
 

Sharkskin Skinny Suit

$149.90

Buy at: Stacy Adams

Vanetti Brown Shadow Stripe 4 Button Suit
 

Vanetti Brown Shadow Stripe 4 Button Suit

$107.00

Buy at: Buy.com (dba Rakuten.com Shopping)

Banker Stripe 3 PC. Men's Suit - Black(shown) - 42L
 

Banker Stripe 3 PC. Men's Suit - Black(shown) - 42L

$299.00

Buy at: Womensuits.com

Thomas Pink dobson pinstripe suit waistcoat Navy
 

Thomas Pink dobson pinstripe suit waistcoat Navy

$420.00

Buy at: Thomas Pink

Stacy Adams Men's Turquoise Plaid 3-piece Vested Suit
 

Stacy Adams Men's Turquoise Plaid 3-piece Vested Suit

$149.99

Buy at: Overstock.com

Lauren by Ralph Lauren Suit Total Comfort 2-Button Navy Stripe Wool
 

Lauren by Ralph Lauren Suit Total Comfort 2-Button Navy Stripe Wool

$299.99

Buy at: macys.com

2 Button Vested Suit
 

2 Button Vested Suit

$115.90

Buy at: Stacy Adams

Gold herringbone Pennine tweed hacking jacket
 

Gold herringbone Pennine tweed hacking jacket

$349.00

Buy at: Charles Tyrwhitt

Stacy Adams Men's Grey Stripe 3-piece Vested Suit
 

Stacy Adams Men's Grey Stripe 3-piece Vested Suit

$119.99

Buy at: Overstock.com

Thomas Pink somers suit waistcoat, grey/blue Grey/Blue
 

Thomas Pink somers suit waistcoat, grey/blue Grey/Blue

$520.00

Buy at: Thomas Pink

Perry Ellis Portfolio Suit Comfort Stretch Charcoal Stripe Slim Fit
 

Perry Ellis Portfolio Suit Comfort Stretch Charcoal Stripe Slim Fit

$139.99

Buy at: macys.com

100% Linen Stripe D-ring Pleated Pants
 

100% Linen Stripe D-ring Pleated Pants

$45.00

Buy at: Paul Fredrick MenStyle

100% Linen Windowpane D-ring Pleated Pants
 

100% Linen Windowpane D-ring Pleated Pants

$45.00

Buy at: Paul Fredrick MenStyle

Ben Sherman Tailoring Slim Fit British Tweed Suit Jacket
 

Ben Sherman Tailoring Slim Fit British Tweed Suit Jacket

£250.00

Buy at: John Lewis

100% Cotton Denim D-ring Flat Front Pants
 

100% Cotton Denim D-ring Flat Front Pants

$36.00

Buy at: Paul Fredrick MenStyle

100% Linen Windowpane D-ring Pleated Pants
 

100% Linen Windowpane D-ring Pleated Pants

$40.00

Buy at: Paul Fredrick MenStyle

Golf Pants Work Great as 1920s Style Mens Pants
 

Golf Pants Work Great as 1920s Style Mens Pants

$37.50

Buy at: Jos. A. Bank

JB Stetson Cap - The Hatteras Linen Newsboy
 

JB Stetson Cap - The Hatteras Linen Newsboy

$75.00

Buy at: Hartford York, Fine Hats & Accessories

High End Men's Scala Straw Boater Hat - The Boater Hat
 

High End Men's Scala Straw Boater Hat - The Boater Hat

$195.00

Buy at: Hartford York, Fine Hats & Accessories

1900s Bollman Collection Homburg
 

1900s Bollman Collection Homburg

$100.00

Buy at: Hats.com

Chaplin Panama Bowler
 

Chaplin Panama Bowler

$125.00

Buy at: Hats.com

Stetson Fur Felt Dress Hat - The Homburg
 

Stetson Fur Felt Dress Hat - The Homburg

$235.00

Buy at: Hartford York, Fine Hats & Accessories

Wigens Ivy Cap - The Harris Tweed Hans Ivy
 

Wigens Ivy Cap - The Harris Tweed Hans Ivy

$150.00

Buy at: Hartford York, Fine Hats & Accessories

1890s Bollman Collection Bowler
 

1890s Bollman Collection Bowler

$100.00

Buy at: Hats.com

Indiana Jones Fur Felt Fedora - The Texas Indy
 

Indiana Jones Fur Felt Fedora - The Texas Indy

$90.00

Buy at: Hartford York, Fine Hats & Accessories

Biltmore Fur Felt Derby - The Winston
 

Biltmore Fur Felt Derby - The Winston

$195.00

Buy at: Hartford York, Fine Hats & Accessories

Bailey Cashlux Fedora - The Benny
 

Bailey Cashlux Fedora - The Benny

$150.00

Buy at: Hartford York, Fine Hats & Accessories

Scala - Fedora WF536 (Men's) - Black
 

Scala - Fedora WF536 (Men's) - Black

$40.95

Buy at: Shoebuy.com

Scala - Derby WF506 (Men's) - Charcoal
 

Scala - Derby WF506 (Men's) - Charcoal

$42.95

Buy at: Shoebuy.com

Godfather Homburg
 

Godfather Homburg

$90.00

Buy at: Hats.com

Bailey Cashlux Homburg - The Herbert
 

Bailey Cashlux Homburg - The Herbert

$143.00

Buy at: Hartford York, Fine Hats & Accessories

Men's Christys' London Fur Felt Bowler Hat - The Chaplin
 

Men's Christys' London Fur Felt Bowler Hat - The Chaplin

$295.00

Buy at: Hartford York

Makins Fur Felt Hat - The Olive Salome Homburg
 

Makins Fur Felt Hat - The Olive Salome Homburg

$250.00

Buy at: Hartford York, Fine Hats & Accessories

Stetson Fur Felt Fedora - The Degas
 

Stetson Fur Felt Fedora - The Degas

$240.00

Buy at: Hartford York, Fine Hats & Accessories

Bailey Cashlux Fedora - The Delbert
 

Bailey Cashlux Fedora - The Delbert

$138.00

Buy at: Hartford York, Fine Hats & Accessories

Men's Borsalino Beaver Fur Felt Fedora Hat - The Ultimo
 

Men's Borsalino Beaver Fur Felt Fedora Hat - The Ultimo

$295.00

Buy at: Hartford York, Fine Hats & Accessories

Makins Fur Felt Hat - The Dark Charcoal Salome Homburg
 

Makins Fur Felt Hat - The Dark Charcoal Salome Homburg

$250.00

Buy at: Hartford York, Fine Hats & Accessories

Derby Hat
 

Derby Hat

$90.00

Buy at: Hats.com

Larsey Cap Toe Shoe by Johnston & Murphy
 

Larsey Cap Toe Shoe by Johnston & Murphy

$135.00

Buy at: Jos. A. Bank

Boardwalk Empire Leather Wingtip Oxford Shoes
 

Boardwalk Empire Leather Wingtip Oxford Shoes

$655.00

Buy at: FORZIERI.com

Gangster Handmade Light Brown Italian Leather Wingtip Dress Shoes
 

Gangster Handmade Light Brown Italian Leather Wingtip Dress Shoes

$498.00

Buy at: FORZIERI.com

Big and Tall Allen Edmonds® Strand Cap-Toe Oxford Dress Shoes
 

Big and Tall Allen Edmonds® Strand Cap-Toe Oxford Dress Shoes

$385.00

Buy at: Destination XL

Boardwalk Empire Two-tone Wingtip Oxford Shoes
 

Boardwalk Empire Two-tone Wingtip Oxford Shoes

$630.00

Buy at: FORZIERI.com

Lambskin Leather Gloves
 

Lambskin Leather Gloves

$24.99

Buy at: Blair

Navy with White Dots Pre-Tied Bow Tie by Principessa Regale - Navy blue Silk
 

Navy with White Dots Pre-Tied Bow Tie by Principessa Regale - Navy blue Silk

$25.00

Buy at: Ties.com

Dots Woven Silk Pre-Tied Bow Tie
 

Dots Woven Silk Pre-Tied Bow Tie

$33.00

Buy at: Paul Fredrick MenStyle

Scoula Self Tie Bow Tie by Principessa Regale - Gold Silk
 

Scoula Self Tie Bow Tie by Principessa Regale - Gold Silk

$30.00

Buy at: Ties.com

100% Linen Six-Button Notch Lapel Plaid Vest
 

100% Linen Six-Button Notch Lapel Plaid Vest

$40.00

Buy at: Paul Fredrick MenStyle

100% Linen Six-Button Notch Lapel Windowpane Vest
 

100% Linen Six-Button Notch Lapel Windowpane Vest

$35.00

Buy at: Paul Fredrick MenStyle

100% Linen Six-Button Notch Lapel Stripe Vest
 

100% Linen Six-Button Notch Lapel Stripe Vest

$35.00

Buy at: Paul Fredrick MenStyle

100% Linen Six-Button Notch Lapel Windowpane Vest
 

100% Linen Six-Button Notch Lapel Windowpane Vest

$40.00

Buy at: Paul Fredrick MenStyle

Italian Leather & Canvas Oxford Shoe
 

Italian Leather & Canvas Oxford Shoe

$150.00

Buy at: Paul Fredrick MenStyle

Silk Satin Solid Suspenders
 

Silk Satin Solid Suspenders

$50.00

Buy at: Paul Fredrick MenStyle

Italian Wool & Leather Wingtip Oxford Shoe
 

Italian Wool & Leather Wingtip Oxford Shoe

$160.00

Buy at: Paul Fredrick MenStyle

Men's Mezlan 'Ranieri' Spectator Shoe
 

Men's Mezlan 'Ranieri' Spectator Shoe

$425.00

Buy at: NORDSTROM.com

Men's Lloyd 'Medias' Spectator Shoe
 

Men's Lloyd 'Medias' Spectator Shoe

$229.00

Buy at: NORDSTROM.com

100% Wool Flannel Windowpane Vest
 

100% Wool Flannel Windowpane Vest

$110.00

Buy at: Paul Fredrick MenStyle

Velvet Five-Button Shawl Collar Paisley Vest
 

Velvet Five-Button Shawl Collar Paisley Vest

$110.00

Buy at: Paul Fredrick MenStyle

100% Wool Double Breasted Shawl Collar Herringbone Vest
 

100% Wool Double Breasted Shawl Collar Herringbone Vest

$120.00

Buy at: Paul Fredrick MenStyle

Joseph 2 Button Wool Vested Suit with Plain Front Trousers
 

Joseph 2 Button Wool Vested Suit with Plain Front Trousers

$298.50

Buy at: Jos. A. Bank

Joseph 2 Button Wool Vested Suit with Pleated Trousers- Light Grey Windowpane
 

Joseph 2 Button Wool Vested Suit with Pleated Trousers- Light Grey Windowpane

$298.50

Buy at: Jos. A. Bank

Cotton Sweater Argle Vest
 

Cotton Sweater Argle Vest

$109.50

Buy at: Jos. A. Bank

100% Wool Six-Button Notch Lapel Suit Separate Vest
 

100% Wool Six-Button Notch Lapel Suit Separate Vest

$100.00

Buy at: Paul Fredrick MenStyle

100% Wool Six-Button Notch Lapel Suit Separate Vest
 

100% Wool Six-Button Notch Lapel Suit Separate Vest

$100.00

Buy at: Paul Fredrick MenStyle

100% Cotton Velvet Six-Button Notch Lapel Pindot Vest
 

100% Cotton Velvet Six-Button Notch Lapel Pindot Vest

$70.00

Buy at: Paul Fredrick MenStyle

THOMAS WAISTCOAT VEST
 

THOMAS WAISTCOAT VEST

$159.00

Buy at: Pendleton

THOMAS WAISTCOAT VEST
 

THOMAS WAISTCOAT VEST

$159.00

Buy at: Pendleton

Dockers Mens's Black Striped 5-button Suit Separates Vest
 

Dockers Mens's Black Striped 5-button Suit Separates Vest

$36.99

Buy at: Overstock.com

Woven navy & red club stripe tie
 

Woven navy & red club stripe tie

$49.00

Buy at: Charles Tyrwhitt

John Lewis Micro Dot Tie
 

John Lewis Micro Dot Tie

£25.00

Buy at: John Lewis