1920s Shoes | Vintage Flapper Footwear – Page 8 | Retro Stage
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1920s Shoes

Gatsby-inspired 1920s shoes made for flapper dresses, beaded gowns, cocktail nights, and Jazz Age party looks.

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She finds her vintage story in this Pink Leather Bow High Heel Ankle Boots
-44%
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Pink Leather Bow High Heel Ankle Boots

$101.99 $56.99

Stripe & Polka Dots Buckled High Heel Shoes: timeless style reimagined
-42%
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Stripe & Polka Dots Buckled High Heel Shoes

$87.99 $50.99

Retro Ankle Strap High Elegant Heels - vintage shoes, retro heels
New
-53%
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Retro Ankle Strap High Kitten Heel Shoes

$139.99 $65.99

Retro Lace-up Button Décor Pointed Shoes: timeless style reimagined
-47%
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Retro Lace-up Button Décor Pointed Shoes

$108.99 $57.99

Retro Bowknot High Heels Shoes: timeless style reimagined
-38%
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Retro Bowknot High Heels Shoes

$92.99 $57.99

She finds her vintage story in this Black Bejeweling Flock Stiletto Heels Shoes
-44%
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Black Bejeweling Flock Stiletto Heels Shoes

$84.99 $47.99

Red Retro Buckle High Heels: timeless style reimagined
-48%
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Red Retro Buckle High Heels

$118.99 $61.99

Pointed-Toe Embroidered Suede Chunky Heel Shoes - vintage shoes, retro heels, elegant red
-30%
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Pointed-Toe Embroidered Suede Chunky Heel Shoes

$62.99 $43.99

Vintage Colorblock Lace-Up Kitten Heel Shoes - vintage shoes, retro heels
-42%
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Vintage Colorblock Lace-Up Kitten Heel Shoes

$96.99 $55.99

Vintage Leopard Criss-Cross Buckle Chunky Heels, vintage shoes, retro heels - perfect for women who love vintage and retro fashion
-42%
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Vintage Leopard Criss-Cross Buckle Chunky Heels

$94.99 $54.99

Brown Elastic Strap High Heel Sandals, vintage shoes, retro heels - perfect for women who love vintage and retro fashion
-44%
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Brown Elastic Strap High Heel Sandals

$70.99 $39.99

Vintage Glitter Entangled High Heel Sandals, vintage shoes, retro heels - perfect for women who love vintage and retro fashion
-46%
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Vintage Glitter Entangled High Heel Sandals

$98.99 $52.99

Retro Pointed Toe Bow High Heel Shoes: timeless style reimagined
-42%
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Retro Pointed Toe Bow High Heel Shoes

$98.99 $56.99

She finds her 1950s story in this Retro Tweed Bow Kitten Pointed Heels
-37%
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Retro Tweed Bow Kitten Pointed Heels

$86.99 $54.99

She finds her 1950s story in this Retro Ankle Strap High Heels Shoes
-34%
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Retro Ankle Strap High Heels Shoes

$87.99 $57.99

She finds her vintage story in this Black Solid Leather Stiletto Heel Shoes
-37%
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Black Solid Leather Stiletto Heel Shoes

$62.99 $39.99

Vintage Colored Stones Stiletto Heels Strappy Sandals - vintage shoes, retro heels, elegant red
-36%
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Vintage Colored Stones Stiletto Heels Strappy Sandals

$83.99 $53.99

She finds her vintage story in this Beaded Flower Hand Embroidered High Heeled Sandals
-50%
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Beaded Flower Hand Embroidered High Heeled Sandals

$131.99 $65.99

She finds her 1950s story in this Retro Polka Dot Bow Soft Sole Shoes
-44%
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Retro Polka Dot Bow Soft Sole Shoes

$61.99 $34.99

She finds her vintage story in this Round Toe Colorblock Patent Leather High Heels
-43%
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Round Toe Colorblock Patent Leather High Heels

$99.99 $56.99

She finds her 1950s story in this Vintage Denim Lace-Up High Heel Boots
-46%
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Vintage Denim Lace-Up High Heel Boots

$107.99 $57.99

She finds her 1950s story in this Retro Leather Medium Heel Lace-Up Combat Boots
-40%
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Retro Leather Medium Heel Lace-Up Combat Boots

$94.99 $56.99

Round Toe Flower Buckled Shoes, vintage shoes, retro heels - perfect for women who love vintage and retro fashion
-34%
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Round Toe Flower Buckled Shoes

$58.99 $38.99

Suede Bow Ankle Strap Pointed Toe High Heel Shoes - vintage shoes, retro heels
-42%
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Suede Bow Ankle Strap Pointed Toe High Heel Shoes

$78.99 $45.99

She finds her vintage story in this Brown Cross Strap Color Block Chunky Heels
-50%
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Brown Cross Strap Color Block Chunky Heels

$104.99 $51.99

Brown Retro Square Toe Chunky Heels, vintage shoes, retro heels - perfect for women who love vintage and retro fashion
-43%
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Brown Retro Square Toe Chunky Heels

$83.99 $47.99

She finds her 1950s story in this Retro Red Transparent Instep Heeled Sandals
-38%
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Retro Red Transparent Instep Heeled Sandals

$68.99 $42.99

She finds her vintage story in this Embroidered Chunky Heel Mid-Calf Cowboy Boots
-39%
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Embroidered Chunky Heel Mid-Calf Cowboy Boots

$126.99 $76.99

Vintage Colorblock Lace-Up Victorian Short Boots, vintage fashion, retro style - perfect for women who love vintage and retro fashion
-44%
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Vintage Colorblock Lace-Up Victorian Short Boots

$86.99 $48.99

She finds her 1950s story in this Vintage Hollow-Out Colorblock Lace-Up Heels
-43%
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Vintage Hollow-Out Colorblock Lace-Up Heels

$90.99 $51.99

Retro Bowknot High Heels Shoes: timeless style reimagined
-38%
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Retro Bowknot High Heels Shoes

$92.99 $57.99

Black Twist Beading Kitten Heels Shoes, vintage shoes, retro heels - perfect for women who love vintage and retro fashion
-52%
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Black Twist Beading Kitten Heels Shoes

$82.99 $39.99

Retro Pointed Toe Bow High Heel Shoes: timeless style reimagined
-42%
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Retro Pointed Toe Bow High Heel Shoes

$98.99 $56.99

Vintage Crossed Straps Brogue Detail High Heel Shoes - vintage shoes, retro heels
-51%
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Vintage Crossed Straps Brogue Detail High Heel Shoes

$108.99 $52.99

She finds her vintage story in this Brown Flannelette Patchwork Chunky Heel Boots
-49%
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Brown Flannelette Patchwork Chunky Heel Boots

$135.99 $68.99

She finds her vintage story in this Coffee Leather Lace-Up High Heel Ankle Boots
-45%
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Coffee Leather Lace-Up High Heel Ankle Boots

$74.99 $40.99

Bohemian Style Flip-Flop Tassel Sandals - vintage fashion, retro style, classic elegance for vintage lovers
-33%
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Bohemian Style Flip-Flop Tassel Sandals

$62.99 $41.99

She finds her vintage story in this White 3D Flower Chunky Heel Sandals
-47%
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White 3D Flower Chunky Heel Sandals

$91.99 $48.99

Red Embroidered Christmas Tree Fuzzy Snow Boots - vintage fashion, retro style, elegant red
-41%
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Red Embroidered Christmas Tree Fuzzy Snow Boots

$114.99 $67.99

She finds her 1950s story in this Retro Embroidered Flower Leather Cowboy Boots
-35%
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Retro Embroidered Flower Leather Cowboy Boots

$105.99 $68.99

Showing: 281 - 320 of 511

1920s shoes are all about movement, shine, and Jazz Age polish. The right pair can make a flapper dress, beaded gown, or Gatsby outfit feel complete from head to toe.

This collection includes T-strap heels, Mary Jane styles, embellished shoes, and party-ready retro footwear designed for dancing, photos, and special occasions. Look for straps, sparkle, metallic tones, and classic shapes that suit the mood of the decade.

  • Best for: flapper dresses, Gatsby parties, cocktail nights, weddings, dances, and vintage photoshoots.
  • Style notes: rhinestones and metallic finishes add Art Deco shine, while black or nude heels keep the look more classic.
  • Useful details: secure straps, comfortable heel heights, and polished finishes help the shoes work for long events.

How to Style 1920s Shoes

Pair 1920s-inspired shoes with fringe, sequins, beads, lace, or satin. If the dress is already heavily embellished, choose a cleaner shoe; if the dress is simple, a sparkling heel can carry more of the mood.

Why Choose This Collection

These shoes are chosen to support the glamour of 1920s styling without looking like costume accessories. They help balance elegance, movement, and comfort for events where the full outfit matters.

Complete Your Gatsby Look

Choose the pair that matches your dress color, event style, and how much Jazz Age shine you want.

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