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7 Easy 1920s Men’s Costumes Ideas

So you have a prohibition era 1920s event to dress up for and you don’t know what to wear? Here are 7 men’s 1920s costumes you can make from clothing you may already have or can attain from a thrift store, new clothing store or online retailer. How “easy” it will depend on what you can find and how much you want to spend. Unfortunately, there is not a single store that carries these looks as complete outfits, although Paul Fredrick comes close.  We collected these costumes over a few years of looking, so don’t be dismayed if you can’t find the “perfect” look the first time out.

For easy 1920s women’s costumes, look here. 

how to make 1920s mens costumes

1920’s Men’s Costumes

 

1920s Working Class Men’s Costume

1920s mens costume boardwalk empire

A casual or working class 1920’s men’s costume

One of the easiest 1920s looks is a working class or casual men’s style. Poor or working class men couldn’t afford fancy three-piece suits, nor were they practical in labor intensive jobs. Men simply wore a pair of pants, suspenders, vest, shirt, shoes, and hat. Colors were a bit drab in brown, grey, and navy blue. Texture was a big thing in the 20s, so most materials was a rough wool or thick tweed. The fabric had a defined pattern, too, such as plaid, stripes, and herringbone.

Find men's vintage style suspender braces at VintageDancer.com

Shop vintage style men’s suspender/ braces

When shopping for 1920s pants, you want to find flat front, high-waisted pants (no modern skinny or low waist trousers). The early ’20s had a classic width leg, while the mid and late ’20s had a very wide leg. Wide legs will be harder to find with flat fronts. To get a higher waist get, pants one or two sizes up and use your suspenders to hold them up. For that extra ’20s touch, cuff your pants legs  2-3 inches (not shown here.)

Next, add a coordinating vest. It doesn’t have to match, but it should be in the same color family. 1920s vests had lapels and usually buttoned up high on the chest. Shop for 1920s style vests here. 

The shirt can be white or a striped, colored dress shirt with or without a collar. Any dress shirt you already have will work fine. Roll up the sleeves for that working class touch. A collarless or mandarin collar shirt will make you look like you couldn’t afford a detachable white collar and is also very period appropriate. If you want to wear a necktie go ahead. Working class ties were thin strips of fabric or hand knit ties. Both are popular styles right now, so they will be easy to shop for.

Your shoes should be basic, plain, lace up Oxfords in brown or black. Lace up boots would be OK too. A cap toe was the most common detail on shoes at the time. A working class man couldn’t afford fancier wingtips or two tone shoes. Buy 1920s style men’s shoes here.  Learn about 1920s men’s  shoe history here. 

The 1920s style cap is a must for your costume. The style at the time is what’s called an 8 panel cap or newsboy cap today. It’s not sleek and form-fitting like the ’30s styles, instead it is wide and floppy.  Common fabrics were tweed, textured wool, felt, leather, and corduroy for winter, linen or cotton in summer. Buy 1920s style hats and caps here. 

Men's Vintage Workwear- 1900-1940s- striped overalls, wool flannel shirt, denim jacket, cap, gloves and sturdy work boots.

Men’s Vintage Workwear– 1900-1940s- striped overalls, wool flannel shirt, denim jacket, cap, gloves and sturdy work boots.

More vintage men’s workwear clothing history. 

  • 7 Easy 1920s Men’s Costumes Ideas Frederick Fedora $60.00 AT vintagedancer.com

    Frederick Fedora

    $60.00Hatscom

  • 7 Easy 1920s Men’s Costumes Ideas Reinsman 2X Bowler Hat $90.00 AT vintagedancer.com

    Reinsman 2X Bowler Hat

    $90.00Hatscom

  • 7 Easy 1920s Men’s Costumes Ideas 1900s Bollman Collection Homburg $100.00 AT vintagedancer.com

    1900s Bollman Collection Homburg

    $100.00Hatscom

  • 7 Easy 1920s Men’s Costumes Ideas Mens Stacy Adams SAW536 Fedora Size L 22 58 Grey $54.00 AT vintagedancer.com

    Mens Stacy Adams SAW536 Fedora Size L 22 58 Grey

    $54.00shoescom

1920s Business Class Men’s Costume

make 1920s mens costume suit

Business Class Brown Suit

A step above the working class man is the business class man.  He is nicely dressed with an affordable suit that may be a few years old but not out of date.

1920s, 1930s Art Deco era mens look- Fedora hat, plaid suit, two tone shoes. Find it at VintageDancer.com/1920s

Art Deco Era Men’s Look- Fedora hat, plaid suit, two tone shoes.

Suit: A matching 2 or 3 piece suit is ideal, but if you can’t get one, then choose at least pants and a jacket that are the same color. In this picture, the pants are flat fronts from the ’70s, and the jacket is a brown and white striped wool. Underneath is the same brown vest from the above costume. Ideally, a 1920s suit should button up higher but the striped jacket is an ideal ’20s pattern. New 1920s style suits here. 

Shirt: The shirt is a subtle striped dress shirt with a detachable white club (round) collar. A white shirt or solid pastel shirt would be fine, too, but stripes were the “in” thing to wear. An attached white collar shirt will be easier to find. A colored collar shirt is also OK for a late ’20s look. Learn about men’s shirtsand where to buy detachable collars. Buy 1920s style shirts here. 

Tie: A necktie in paisley, small pattern or horizontal wide stripes are the semi formal tie option. A bow tie is also another fun and period-correct alternative. Wear a polka dot tie for something unique and very ’20s.   Learn about and shop for men’s ties. 

1920s men's hats at vintagedancer.com

1920s Men’s Hat Styles

Hat: Several kinds of hats can be worn by business class men. The Bowler or Derby (pictured) was a carry over from the previous decades. It’s most noteworthy fan was Charley Chaplin. Men also wore high crown fedoras, rolled edge Homburgs and straw hats like the Boater, Skimmer or Panama in the summer. Learn about men’s hat styles here. 

Shoes: A brown suits needs brown lace up Oxfords or boots. A grey or navy suit needs black oxfords. Cap toes or wingtips were a good men’s shoe. Learn about 1920s men’s shoe history. 

Shop men’s 1920s style shoes:

  • 7 Easy 1920s Men’s Costumes Ideas Mens Stacy Adams Madison 00012 $119.95 AT vintagedancer.com

    Mens Stacy Adams Madison 00012

    $119.95shoescom

  • 7 Easy 1920s Men’s Costumes Ideas Mens Stacy Adams Madison 00015 Size 8.5 E Black Kidskin $134.95 AT vintagedancer.com

    Mens Stacy Adams Madison 00015 Size 8.5 E Black Kidskin

    $134.95shoescom

  • 7 Easy 1920s Men’s Costumes Ideas Boardwalk Empire Italian Handcrafted Two-tone Wingtip Oxford Shoes $660.00 AT vintagedancer.com

    Boardwalk Empire Italian Handcrafted Two-tone Wingtip Oxford Shoes

    $660.00FORZIERIcom

  • 7 Easy 1920s Men’s Costumes Ideas Premium Cotton Button Spats Historical Emporium Mens $31.95 AT vintagedancer.com

    Premium Cotton Button Spats Historical Emporium Mens

    $31.95Amazon

  • 7 Easy 1920s Men’s Costumes Ideas Nunn Bush Norcross Cap Toe Dress Casual Oxford Brown Mens Lace Up Cap Toe Shoes $85.00 AT vintagedancer.com

    Nunn Bush Norcross Cap Toe Dress Casual Oxford Brown Mens Lace Up Cap Toe Shoes

    $85.00Zapposcom

  • 7 Easy 1920s Men’s Costumes Ideas Cole Haan Lenox Hill Cap Ox British Tan Mens Lace up casual Shoes $140.00 AT vintagedancer.com

    Cole Haan Lenox Hill Cap Ox British Tan Mens Lace up casual Shoes

    $140.00Zapposcom

  • 7 Easy 1920s Men’s Costumes Ideas Cotton Button Spats by Historical Emporium $31.95 AT vintagedancer.com

    Cotton Button Spats by Historical Emporium

    $31.95Amazon

  • 7 Easy 1920s Men’s Costumes Ideas Argyle Golf Socks: Over-The-Calf (AAA-ZZZ) AT vintagedancer.com

    Argyle Golf Socks: Over-The-Calf (AAA-ZZZ)

    Amazon

 

1920s Men’s Upper Class Suit / Gangster/ Bootlegger Suit

1920s mens gangster costume

Upper Class Men’s Costume

For a well-to-do man, like the Great Gatsby or Al Capone and his band of bootleggers, a complete head to toe look is important. They were the fashion leaders of the day.

Suit: Striped or plaid suits in brighter colors started to appear around 1923-4. They can be a challenge to find today but are well worth it when you find one. We found ours at Dillard’s in the early summer made by Perry Ellis. It is a linen blue with white shadow stripes (wider than pinstripes). Stripes and plaid should be noticeable, not subtle. Single- or double-breasted styles are both common. Pants should be flat front, not pleated, and cuffed at the ankle. Buy new 1920s style suits here. 

Shirt and tie: Same as above costume. This time add a coordinating pocket square to the jacket (oops, we forgot to do this!). Another thing we could have added was a collar bar. Learn about shirts and collar bars here. 

Hat: Same as above. For this summer look we put on a straw boater hat, which was very popular for spring and summer. A straw Panama hat is another wealthy man’s summer hat. For a casual look, a white 8 panel cap would also look well.

Men's 1920s shoe styles you can buy today. Wear them for a great Gatsby, Downton Abbey, or Boardwalk Empire style. Find these at VintageDancer.com/1920s

1920s Men’s Shoe Styles

Shoes: Now you can bring out your two tone shoes.Wingtips, saddle shoes, or cap toes with brown and cream patterns. Black and white is less common. Otherwise, a solid pair of black or brown wingtips will look dapper when worn with a pair of white spats, too.

Accessories: Gloves in a color to compliment, but not necessarily match, the suit is an appropriate addition. A pocket watch on a chain is another, although you won’t see it unless you take your jacket off. A walking cane is an upper class accessory that will set you apart from the business class men. Buy 1920s mens accessories here. 

1920s Gangster look - Black homburg hat, dark grey striped suit, two tone shoes, leather gloves and a walking cane (or is it a weapon?) Get these at VintageDancer.com/1920s

1920s Gangster look – Black homburg hat, dark grey striped suit,two tone shoesleather gloves and a walking cane (or is it a weapon?)

More 1920s style men’s suits

  • 7 Easy 1920s Men’s Costumes Ideas Perry Ellis 3 Piece Brown Birdseye Suit $425.00 AT vintagedancer.com

    Perry Ellis 3 Piece Brown Birdseye Suit

    $425.00PerryEllis

  • 7 Easy 1920s Men’s Costumes Ideas Mens Elegant White pinstripe 3 Button Zoot Suit $139.00 AT vintagedancer.com

    Mens Elegant White pinstripe 3 Button Zoot Suit

    $139.00MensUSAcom

  • 7 Easy 1920s Men’s Costumes Ideas Black Full Dress TailCoat Notch Collar White lapeled Vest $275.00 AT vintagedancer.com

    Black Full Dress TailCoat Notch Collar White lapeled Vest

    $275.00MensUSAcom

  • 7 Easy 1920s Men’s Costumes Ideas Mens Charcoal Gray Pinstripe 2 Button Vested 3 Piece three piece suit Jacket Pants Vest $139.00 AT vintagedancer.com

    Mens Charcoal Gray Pinstripe 2 Button Vested 3 Piece three piece suit Jacket Pants Vest

    $139.00MensUSAcom

  • 7 Easy 1920s Men’s Costumes Ideas Mens 3 Piece Pinstripe Black three piece suit $149.00 AT vintagedancer.com

    Mens 3 Piece Pinstripe Black three piece suit

    $149.00MensUSAcom

  • 7 Easy 1920s Men’s Costumes Ideas CCXO Men’s Slim Plaid Modern Fit One Button 3-Piece Suit Blazer Dress Suit Jacket Tux Vest & Trousers $79.99 AT vintagedancer.com

    CCXO Men’s Slim Plaid Modern Fit One Button 3-Piece Suit Blazer Dress Suit Jacket Tux Vest & Trousers

    $79.99Amazon

  • 7 Easy 1920s Men’s Costumes Ideas Mens Tail Tuxedo 3pc Tailcoat suit in Gray Suit Jacket Vest Suit Pants GEORGE BRIDE Premium $79.00 AT vintagedancer.com

    Mens Tail Tuxedo 3pc Tailcoat suit in Gray Suit Jacket Vest Suit Pants GEORGE BRIDE Premium

    $79.00Amazon

  • 7 Easy 1920s Men’s Costumes Ideas Perry Ellis Slim Fit Pindot Suit Jacket $215.00 AT vintagedancer.com

    Perry Ellis Slim Fit Pindot Suit Jacket

    $215.00PerryEllis

1920s Men’s White Summer Suits

Mens 1920s white summer suit

White Summer Suit

In the summer, for upper class men, white was the color to be seen in. White or ivory was worn at garden parties, summer house parties and at outdoor sporting events.

Suit: A white or ivory linen suit is nice and cool in summer. We found this white dinner jacket less prone to wrinkling than pure linen. A white dress shirt and summery gold tie complete this easy look on the left.

1920s mens costume pink shirt

Pink! Bright pastel colors were trendy in the ’20s.

On the right we used a pink shirt and an “Art Deco” print grey tie. Pink was a bold new color that many trendy men were wearing (including the Great Gatsby).

Hat: Again, straw hats are a must in spring and summer. Here we used our straw boater again. Good Panamas are quite expensive. We have gone through a few cheap ones fast. Don’t skimp if you can afford it.

Shoes: White suits need white shoes. In the latest Great Gatsby movie, Gatsby wore grey and white two-tone shoes with his look. While I have never seen this option elsewhere, I believe it is period correct.

1920s Golf Costume

1920s mens golf costume

The Sporty Look with Cable Knit Sweater

Golf, tennis, hiking, hunting…. any kind of sport in the 1920s had its own fashion. In the 1920s, most sports and casual sporty outfits embraced cropped pants called plus fours. They are similar to knickers, except you don’t see the cuff band around the knee because the pant leg bags over it 4 inches (or more). While you can buy new golf knickers, it’s easy enough to make a pair. The simplest technique is to buy a  pair of wide leg pants and either pin or sew in elastic to the cuff, then pull it up to your knee. For good sewers try this or this video tutorial. 

1920s mens costume golf sport

Sporty Costume with Pullover Vest

Next, add a pair of tall argyle socks (or any geometric pattern) and some two tone Oxfords. Bring back your newsboy cap from the working class look and you are now in the upper class golf league. This look also works for newsboys, teens and other casual men’s occupations or hobbies.

For your top, you can wear a chunky cable knit sweater(pictured left/above) or a button up dress shirt and pullover vest with shirt and tie (pictured right). Vests were either solid colors or crazy patterns, like argyle and fair isle. The sporting look is one style that loved to combine mismatched patterns, colors and textures. Have fun, be wild and crazy and you will look the ’20s part.

A look made popular by tennis stars was to wear white pants, shirt and pullover vest or sweater. Don’t forget to carry a vintage wood tennis racket to complete the look.

Casual men's 1920s look can be worn with or without a pullover vest. VintageDancer.com/1920s

Casual 1920s look can be worn with or without a pullover vest.

Alissa and Ed sporting casual '20s costumes

Alissa and Ed sporting casual ’20s costumes

Men’s 1920s style vests and pullovers:

  • 7 Easy 1920s Men’s Costumes Ideas London Knitwear Gallery Retro Vintage Knitwear Tanktop Sleeveless Golf Sweater £19.99 AT vintagedancer.com

    London Knitwear Gallery Retro Vintage Knitwear Tanktop Sleeveless Golf Sweater

    £19.99AmazonUK

  • 7 Easy 1920s Men’s Costumes Ideas Hanayome Mens Gentleman Top Design Casual Waistcoat Business Suit Vest VS17 $28.50 AT vintagedancer.com

    Hanayome Mens Gentleman Top Design Casual Waistcoat Business Suit Vest VS17

    $28.50Amazon

  • 7 Easy 1920s Men’s Costumes Ideas Argyle V-Neck Golf Sweater Vest Of Various Colors $29.70 AT vintagedancer.com

    Argyle V-Neck Golf Sweater Vest Of Various Colors

    $29.70Amazon

  • 7 Easy 1920s Men’s Costumes Ideas Perry Ellis Textured Button-Front Sweater Vest $69.50 AT vintagedancer.com

    Perry Ellis Textured Button-Front Sweater Vest

    $69.50PerryEllis

 

1920s Seersucker Suit

1920s mens costumes summer

Blue and White Striped Seersucker Suit Costume

The seersucker striped suit goes back to the early 20th century but remained popular into the 1920s. The lightweight cotton seersucker material was perfect for summer suits. The small blue and white, grey and white, and even pink and white stripes fit right into the colorful patterns of most 1920s menswear.

For our seersucker costume, we choose a double-breasted suit with matching vest from Paul Fredrick. A single-breasted suit would have also been perfect for this ’20s look. We added a pink shirt with white collar (a great combination!) and blue bow tie, two tone shoes, straw boater hat, white gloves, and a walking cane.  Snazzy!

A common alternative to a full striped suit is to wear a striped jacket/blazer over white pants. It was a signature yachting uniform and popular costume for barbershop quartets.

 

1920s summer suits costumes

Seersucker suit on the left; Ivory linen suit on the right. Both are perfect for hot summer events, from PaulFredrick.com

1920s Men’s Formal Suit

1920s mens tuxedo tailcoat

1920s white tie formal suit

For an after 6pm dinner party, evening at the opera or grooms wedding, dressing in men’s white tie suits was a requirement. Black tie was a semi formal look acceptable for immediate family dinners, and upper middle-class men. White tie means the vest and bow tie are also white. Black or white tie was also worn by waiters, bartenders, and nightclub party goers at upscale establishments.

This picture was taken for our 1890s themed wedding. Men’s white tie formal wear remained unchanged through the early ’20s. The mid ’20s saw more men wearing the casual dinner jacket, called a tuxedo today. The variations between tuxedo’s back then and now are minimal. If you have a tuxedo in your closet, by all means, wear it or rent one locally. Learn the history of men’s formalwear here and how to pull off the 1920s look using modern tuxedos here:

 

Morning Suits worn at the first Downton Abbey wedding

Another formal suit was the traditional morning suit. It was worn by upper class gentlemen and important chaps like Senators and prominent businessmen. It was also typical groom attire for 1920s weddings which took place in the morning or early afternoon.  Men who had the budget to buy or borrow a morning suit would wear it on their wedding day along with groomsmen and fathers.

What is a morning suit? A pair of high waisted grey and black narrow striped pants were worn with a white wingtip collar dress shirt, cravat tie and vest (grey or black), morning coat, white or grey gloves, white pocket square, black patent leather shoes, white spats (optional), black top hat and cane. It is a very regal outfit. It is not surprising that men are opting to wear this traditional wedding attire over a tuxedo again today. Learn more about men’s wedding attire here. 

To get this look you might be able to rent a complete look otherwise there are a few choices online. The best selection is in the UK where the morning suit is still worn to high fashion events like Ascot and royal affairs.  Shop morning suits here.