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Vintage style shoes from the 1920s, 1930s, and 1940s on sale. Get amazing deals on beautiful retro shoes here.

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Addie 1940s Pumps by Miss L Fire (Dark Blue) -$73.00

Addie 1940s Pumps by Miss L Fire (Dark Blue)

Elegant, comfortable, attractive, and sturdy. These are the hallmarks of great vintage shoes. The Addie in Dark Blue, by Miss L Fire, embody all of these elements, with beautiful suede and embossed leather uppers, comfortable manmade soling, a well-balanced 1940s heel, and all put together in a love..

$168.00 $95.00

Addie 1940s Pumps by Miss L Fire (Rust) -$73.00

Addie 1940s Pumps by Miss L Fire (Rust)

Sturdy, elegant, comfortable, and attractive. These are the elements of beautiful vintage footwear. The Addie in Rust, by Miss L Fire, embody all of these requirements, with beautiful real leather uppers, comfortable rubber soling, a sturdy and well-balanced 1940s heel, and all put together in beaut..

$168.00 $95.00

Claremont 1930s Oxfords by American Duchess (Brown) -$36.00

Claremont 1930s Oxfords by American Duchess (Brown)

Sophisticated and perfectly 1930s, the Claremont vintage shoes by American Duchess feature real suede uppers trimmed in patent leather, lace-up closure, and a 2.375" reproduction Spanish heel. These gorgeous reproduction vintage shoes are faithful to original 1930s designs held in museum collections..

$135.00 $99.00

Dolores 1940s Slingback Shoes by Royal Vintage (Green) -$55.00

Dolores 1940s Slingback Shoes by Royal Vintage (Green)

Dolores 1940s Slingback Platform Shoes are an iconic 1940s style - the platform slingback - paying homage to the glamorous era of Dolores del Rio, Rita Hayworth, and Katharine Hepburn. The Dolores Slingbacks are made of real leather stamped in a faux alligator pattern, lined in leather, and soled in..

$150.00 $95.00

Gamma Mary Janes by Chelsea Crew (Burgundy) -$30.00

Gamma Mary Janes by Chelsea Crew (Burgundy)

Gamma Mary Janes are an excellent all-around shoe for all season. Perfect for 1920s but with more interesting details than a character shoe, the Gamma Mary Janes are a pretty little heel with a gently pointed toe, sweetheart vamp, thin strap with buckle, and comfortable heel height. Sticky rubber so..

$65.00 $35.00

Gatsby Two-Tone T-strap 1920s Shoes by Chelsea Crew (Black/White) -$28.00

Gatsby Two-Tone T-strap 1920s Shoes by Chelsea Crew (Black/White)

Dance a mile or two at your 1920s flapper-themed party in our iconic Gatsby two-tone t-strap vintage shoes. These cute and iconic 1920s shoes are perfect for dancing or just looking snazzy with any outfit, vintage or modern. Gatsby features patent leather brogue detail on matte leather, adjustable b..

$68.00 $40.00

Jojo Retro Sandals by Chelsea Crew (Black) -$28.00

Jojo Retro Sandals by Chelsea Crew (Black)

Unique, cute, stylish and very vintage perfectly describe the Jojo Retro Sandals by Chelsea Crew. With diamond-shaped perforations, peep toe, and adjustable lace-up closure, the Jojo sandals offer adorable retro styling to pair with your vintage or modern outfits.Jojo is also available in Bone...

$68.00 $40.00

Lana 1930s Art Deco Shoes by Chelsea Crew (Navy) -$28.00

Lana 1930s Art Deco Shoes by Chelsea Crew (Navy)

The Lana shoes in navy are a truly stunning, Art Deco-inspired pair of pumps. With wrapover straps trimmed in contrasting taupe piping, the Lana shoes offer a gorgeous silhouette, tall but stable heel, sophisticated trimmings, and adjustable closure. With all the glamour of their Old Hollywood names..

$68.00 $40.00

Lillian Retro Spectator Shoes by Royal Vintage (Sage/Ivory)(Imperfect) -$30.00

Lillian Retro Spectator Shoes by Royal Vintage (Sage/Ivory)(Imperfect)

If a few small cosmetic flaws don't bother you, snag yourself a pair of Lillians in sage/ivory for a great deal. Imperfect shoes exhibit minor flaws and don't quite meet our strict quality standards. Flaws include rubs, bumps, scuffs, cuts, pebbling, discoloration, or dirty spots on the shoes. Imper..

$150.00 $120.00

Mandy Retro Mary Jane Shoes by Chelsea Crew (Tan) -$27.00

Mandy Retro Mary Jane Shoes by Chelsea Crew (Tan)

Mandy Retro Mary Janes are full of lovely retro styling in a beautiful brogued spectator design. With a wide, adjustable strap, fancy detailing on the toe and heel, and a sturdy welted sole, the Mandy Retro Mary Jane are an excellent all-season shoe for retro, vintage, and modern outfits...

$67.00 $40.00

Marilyn 1940s Pumps by Royal Vintage (Black) -$51.00

Marilyn 1940s Pumps by Royal Vintage (Black)

Marilyn 1940s Pumps are beautiful and curvaceous, just like their namesake Marilyn Monroe. Sexy and sophisticated, the Marilyn pumps feature a round toe, original 1940s heel, and sweetheart vamp, all creating a beautiful line for the legs. Perfect for every gal from bombshell to librarian, the Maril..

$150.00 $99.00

Nico 1940s T-Strap Sandals by Miz Mooz (Cherry) -$51.00

Nico 1940s T-Strap Sandals by Miz Mooz (Cherry)

Add fun and flair to your vintage ensemble with a bright pair of Nico 1940s sandals. Our Nico shoes feature perforated vamp, scalloped trim, adjustable t-strap closure, and a 3.625"retro Cuban heel...

$130.00 $79.00

NOS 1920s Mary Janes by St Louis Queen (Nude) -$50.00

NOS 1920s Mary Janes by St Louis Queen (Nude)

An original pair of 1920s mary jane shoes is a true vintage treasure. These nude and peach round-toed shoe feature a narrow strap and button closure, leather soles, and a painted wooden heel. *Please Note - the paint on these heels is chipped in some place. The price reflects this.MeasurementsInsole..

$120.00 $70.00

NOS 1940s Fabric Slingbacks by Starlets (Black) -$50.00

NOS 1940s Fabric Slingbacks by Starlets (Black)

Cute as a button, these black serge slingbacks are ideal for casual 1940s events. With an adjustable strap and tiny peep toe, the low heel height and leather soles will keep you looking vintage chic all day and night.MeasurementsSize 6 AAInsole - 9.1" / 23 cmWidth - 3" / 7.6 cmHeel Height - 2" / 5 c..

$120.00 $70.00

NOS Vintage Fabric Sandals by Flexe-Sole (Black) -$50.00

NOS Vintage Fabric Sandals by Flexe-Sole (Black)

A cute original vintage sandal is a Summer must-have. These true vintage cuties in black fabric will go with everything.MeasurementsWidth - AAA (Extra NARROW)Heel Height - 2" / 5 cmAbout New Old Stock (NOS)New Old Stock shoes have never been worn. They are true-vintage, in as-new condition, with no ..

$120.00 $70.00

NOS Vintage Fabric Sandals by Flexe-Sole (Brown) -$50.00

NOS Vintage Fabric Sandals by Flexe-Sole (Brown)

A cute original vintage sandal will serve you well this Summer. These true vintage cuties in brown fabric will go with everything.MeasurementsWidth - AAA NARROWHeel Height - 2" / 5 cmAbout New Old Stock (NOS)New Old Stock shoes have never been worn. They are true-vintage, in as-new condition, with n..

$120.00 $70.00

Panther Retro Flats by Chelsea Crew (Black) -$20.00

Panther Retro Flats by Chelsea Crew (Black)

Panther Retro Flats are the perfect way to add a bit of retro flair to your outfit while staying cute and comfortable all day long. Made of lovely black microsuede with a rubber sole, the fringe detail on the vamp and tapered toe of the Panther Retro Flats lends that vintage feel to these versatile ..

$55.00 $35.00

Panther Retro Flats by Chelsea Crew (Red) -$20.00

Panther Retro Flats by Chelsea Crew (Red)

Panther Retro Flats are an adorable way to add a bit of retro flair to your outfit while staying cute and comfortable all day long. Made of quality microsuede with a rubber sole, the tapered toe and fringe detail on the vamp of the Panther Retro Flats gives interest and that vintage feel to these ve..

$55.00 $35.00

Petroleum Art Deco Booties by Aerosoles (Black) -$45.00

Petroleum Art Deco Booties by Aerosoles (Black)

Vintage catalogs are full of beautiful shoes with interesting details. These Art Deco elements are brought back to life in the interesting lattice design on the vamp of the Petroleum Art Deco Booties by Aerosoles. The arresting vamp, round toes, and beautiful grey microsuede combine to make the Petr..

$80.00 $35.00

Petroleum Art Deco Booties by Aerosoles (Grey) -$45.00

Petroleum Art Deco Booties by Aerosoles (Grey)

Vintage catalogs are full of beautiful shoes with interesting details. These Art Deco elements are brought back to life in the interesting "cage" design on the vamp of the Petroleum Art Deco Booties by Aerosoles. The arresting vamp, round toes, and beautiful grey microsuede combine to make the Petro..

$80.00 $35.00

Roxy 1920s Flapper Shoes by Royal Vintage (Gold) (Imperfect) -$30.00

Roxy 1920s Flapper Shoes by Royal Vintage (Gold) (Imperfect)

If a few small cosmetic flaws don't bother you, snag yourself a pair of Roxies in silver for a great deal. Imperfect shoes exhibit minor flaws and don't quite meet our strict quality standards. Flaws include rubs, bumps, scuffs, cuts, pebbling, discoloration, or dirty spots on the shoes. Imperfect s..

$150.00 $120.00

Roxy 1920s Flapper Shoes by Royal Vintage (Silver)(Imperfect) -$30.00

Roxy 1920s Flapper Shoes by Royal Vintage (Silver)(Imperfect)

If a few small cosmetic flaws don't bother you, snag yourself a pair of Roxies in silver for a great deal. Imperfect shoes exhibit minor flaws and don't quite meet our strict quality standards. Flaws include rubs, bumps, scuffs, cuts, pebbling, discoloration, or dirty spots on the shoes. Imperfect s..

$150.00 $120.00

Sally Saddle Shoes by Chelsea Crew (Black/White) -$20.00

Sally Saddle Shoes by Chelsea Crew (Black/White)

A true classic, the Sally saddle shoes are great for any decade, particularly 1940s. Pair them with bobby sox, and wear with trousers, skirts, or dresses. The Sallies are lined in leather and feature red-brown crepe rubber soles, perfect for the sock hop or soda fountain. A true American classic, Sa..

$60.00 $40.00

Shana Retro Pumps by Chelsea Crew (Burgundy) -$28.00

Shana Retro Pumps by Chelsea Crew (Burgundy)

What can be cuter than Shana for summer? These retro-inspired pumps are too cute, with perforated section and pink trim. The shaped quarters and peep toe lend interest and vintage flair while the real leather lining and reasonable 3" / 7.6 cm heel will keep you comfortably adorable all day long.Shan..

$68.00 $40.00

Shana Retro Pumps by Chelsea Crew (Green) -$28.00

Shana Retro Pumps by Chelsea Crew (Green)

Welcome to the Emerald City of beautiful retro shoes. Shana is your guide in stunning green trimmed in taupe piping and scallops. With perforated sections, peep toes, and real leather lining, these fun Summer heels will keep you stylish all season. 3" / 7.6 cm heel.Shana is also available in Burgund..

$68.00 $40.00

Shoreline 1920s Mary Janes by Aerosoles (Black) -$25.00

Shoreline 1920s Mary Janes by Aerosoles (Black)

A good 1920s style shoe can be hard to find, but we've got the perfect fit for you. The Shoreline 1920s Mary Janes are an excellent choice for a little flapper fun, day or evening. A good all-around shoe in black with a buckle strap, low heel height, comfortable and hard-wearing sole, and lovely ret..

$60.00 $35.00