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1920s Shoes

Our 1920s shoes bring the spirit of the Jazz Age to your 1920s outfits, pairing perfectly with original vintage, retro, and inspired-by looks for both day and evening. The 1920s were a time of flappers, fun, and freedom, an age of women's liberation and independence. Ladies were cutting their hair and showing their legs for the first time, with exciting flapper shoes to show off and catch the eye. With metallic leathers and fabrics, fancy t-straps, rhinestones and lacquered heels, 1920s shoes were the epitome of flirty footwear for evening, while dapper oxfords, two-tone spectators, and mary janes made for smart daytime looks. Our selection of 1920s shoes have been chosen to reflect these iconic details on original vintage shoes and will take your flapper dresses, Gatsby frocks, and Downton Abbey outfits to the next level.

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Alpen Retro Winter Booties (Black)

Alpen Retro Winter Booties are just the fashionable footwear you need for your winter vintage outfits. These booties are based on original Montgomery Ward overshoes, also known as galoshes, but are made as regular boots. We've stayed faithful to the velveteen upper and houndstooth wool lining, optin..

$195.00

Alpen Retro Winter Booties (Brown)

Alpen Retro Winter Booties are the perfect winter boots for your cold-weather vintage outfits. These booties are designed from original Montgomery Ward overshoes, but are made as regular boots instead of galoshes. We've kept the cozy velveteen upper and houndstooth wool lining, choosing ethically-so..

$195.00

Alpen Retro Winter Booties (Red/Black)

Alpen Retro Winter Booties are just the fashionable footwear you need for your winter vintage outfits. These booties are based on original Montgomery Ward overshoes, also known as galoshes, but are made as regular boots. We've stayed faithful to the velveteen upper and houndstooth wool lining, optin..

$195.00

Greta Retro Side-Button Shoes (Green)

Greta Retro Side-Button Shoes are beautiful 1930s/1940s shoes with a historical twist. Historicism in footwear was popular in these decades, with side-button shoes and boots harkening back to the Victorian era, complete with the experience of buttoning your shoes with a button hook! The Gretas have ..

$168.00

Astoria 1920s Shoes by American Duchess (Black)

A true early 20th century reproduction, Astoria 1920s Shoes by American Duchess offer glamour and interest for 1920s day and evening attire. Designed by independent historic footwear designer American Duches, the Astoria vintage shoes are the perfect addition to an old-fashioned wardrobe. Astoria fe..

$175.00

Camille Boots by American Duchess (Black/Black)

Camille Boots are the very definition of sexy and historical all rolled into one. These amazing boots are based on original historic example and are constructed of high quality leather and velveteen, with an adjustable lace-up closure, 3" / 7.6 cm French heel, and leather soles.The Camille Boots are..

$220.00

Camille Boots by American Duchess (Burgundy/Black)

Camille Boots are the very essence of sexy and historical all rolled into one. These amazing boots are based on original historic example and are constructed of high quality leather and velveteen, with an adjustable lace-up closure, 3" / 7.6 cm French heel, and leather soles.The Camille Boots are na..

$220.00

Colette Button Boots by American Duchess (Black)

Colette Button Boots are every 1920's society vamp's dream boots come true. The straps, the cutouts, the curvaceous heel - Colettes are saucy, sassy, but also oh-so-classy.Made of top-grade leather, fully lined in leather, and with leather soles, the Colette boots feature a 2 in / 5 cm custom-made F..

$230.00

Gibson Teardrop 1920s Shoes by American Duchess (Black)

A true vintage reproduction designed by historic shoemaker American Duchess, the Gibsons are fantastic early 1920s shoes, featuring a pointed toe, teardrop cutouts, lace closure, and a sturdy 2" Louis heel...

$175.00

Greta Retro Side-Button Shoes (Black)

Greta Retro Side-Button Shoes are beautiful 1930s/1940s shoes with a historical twist. Historicism in footwear was popular in these decades, with side-button shoes and boots harkening back to the Victorian era, complete with the experience of buttoning your shoes with a button hook! The Gretas have ..

$155.00

Greta Retro Side-Button Shoes (Garnet)

Greta Retro Side-Button Shoes are beautiful 1930s/1940s shoes with a historical twist. Historicism in footwear was popular in these decades, with side-button shoes and boots harkening back to the Victorian era, complete with the experience of buttoning your shoes with a button hook! The Gretas have ..

$155.00

Maria Retro Bow Pumps (Green)

Meet the quintessential Art Deco era pumps - Maria. These luscious, deep green shoes offer sophisticated design, a little fun, and a perfect fit. Made in pine green smooth leather paired with suede teardrop toes, Maria sports a standing tongue and a leather bow. The 2.4 in / 6 cm Spanish heel is per..

$165.00

Maria Retro Bow Pumps (Red)

Meet the iconic Art Deco era pumps - Maria. These gorgeous, rich red shoes offer elegant design, a little fun, and a perfect fit. Made in deep red smooth leather paired with suede teardrop toes, Maria sports a standing tongue and leather bow. The 2.4 in / 6 cm Spanish heel is perfectly balanced for ..

$165.00

Poppy Retro Oxfords (Blue)

If you're seeking sophisticated design, look no further than Poppy Retro Oxfords. Tone-on-tone suede and smooth leather pair with a dash of bright red in the shoe lace (matching blue laces are also included), creating an eye-catching contrast. You'll love the subtle broguing and teardrop toes of Pop..

$170.00

Poppy Retro Oxfords (Red)

If you're seeking sophisticated design, you'll find it in spades with Poppy Retro Oxfords. Tone-on-tone suede and smooth leather pair with a dash of bold blue in the shoe lace (matching red laces are also included), creating an eye-catching contrast. You'll love the subtle broguing and teardrop toes..

$170.00

Evelyn Retro Oxfords by Royal Vintage (Tan/Brown)

How better to complete a 1920s or 1930s sporty ensemble than with a perfect pair of Evelyn oxfords in the ever-popular tan and brown combo? These retro spectator oxfords are made of tan canvas combined with a rich brown leather on a 2 3/8" / 6 cm Spanish heel and insole arch support. Evelyn's dapper..

$150.00

Gatsby Two-Tone T-Straps (Black/White) -$51.00

Gatsby Two-Tone T-Straps (Black/White)

What is more classic than a great pair of 1920s black and white t-strap shoes? Our new Gatsby T-straps have all the hallmarks of this iconic style of retro shoe - a sophisticated black and white pairing of real patent and matte leather, an elegant and comfortable Spanish heel, and an adjustable buck..

$150.00 $99.00

Gatsby Two-Tone T-Straps (Red/White) -$51.00

Gatsby Two-Tone T-Straps (Red/White)

What is more iconic than a fun pair of 1920s red and white t-strap shoes? TThe all-new Gatsby T-straps feature the hallmarks of this classic vintage style - a whimsical red and white combination of real patent and matte leather, an elegant and comfortable Spanish heel, and an adjustable buckle strap..

$150.00 $99.00

Lillian Retro Spectator Shoes (Yellow/Ivory)

1920s and 1930s shoes were well-known for being flashy, flirty, and fashionable, with eye-catching details and interesting color combinations. Our Lillian holds these style ideals close at heart, with two-tone spectator styling in a summery Art Deco colorway of butter yellow and soft ivory. The Lill..

$160.00

Lillian Retro Spectator Shoes by Royal Vintage (Navy/Ivory)

There's little else as iconic as a spectator shoe, except perhaps the classic 1920s Mary Jane style. Why settle for a boring character shoe when the sporty, yet elegant, Lillian is calling your name? Made in real leather in the popular navy blue and ivory colorway, these 1920s/1930s shoes offer a re..

$160.00