Roaring Twenties Caps

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954 items

Item preview, The Icewoman cometh - young women delivering ice during World War I, 1918 vintage black and white photograph designed and sold by Astrid Arkhangelsky.

The Icewoman cometh - young women delivering ice during World War I, 1918 vintage black and white photograph Dad Hat

Astrid Arkhangelsky

$19.62

~~$23.09~~ (15% off)

1910 The Arcade, Cleveland, Ohio interior vintage black and white photograph Dad Hat

Astrid Arkhangelsky

$19.62

~~$23.09~~ (15% off)

Golden Art Deco Fan Pattern - Vintage Geometric Glamour Dad Hat

DEC02

$21.41

~~$25.19~~ (15% off)

Neon Green Art Deco Geometric Pattern Dad Hat

SassyArtistry

$24.98

~~$29.39~~ (15% off)

Emerald Green and Gold Art Deco Pattern Dad Hat

SassyArtistry

$24.98

~~$29.39~~ (15% off)

Chicago the Musical Dad Hat

Lyric Vault - Rock on

$21.41

~~$25.19~~ (15% off)

Glamorous Flamingo Jazz Singer Vintage Roaring Twenties Baseball Cap

Wilcox PhotoArt

$19.98

~~$24.98~~ (20% off)

Funny Work Schedule Quote (W/ Vintage Flapper) Baseball Cap

AsheDinaArt

$20.15

~~$25.19~~ (20% off)

Gold Art Deco Geometric Sunburst Dad Hat

UrbanPrts

$20.69

~~$24.35~~ (15% off)

Vintage Bathtub Gin Roaring Twenties Speakeasy Retro Cocktail Graphic | ⭐⭐⭐⭐⭐ Best Seller Baseball Cap

mayno69

$24.35

~~$30.44~~ (20% off)

Chicago the Musical Baseball Cap

Lyric Vault - Rock on

$20.15

~~$25.19~~ (20% off)

Art Deco Peacock – Emerald Gold Geometric Bird Artwork Dad Hat

AMICO77

$23.19

~~$27.29~~ (15% off)

Art Deco Peacock – Emerald Gold Geometric Bird Artwork Dad Hat

AMICO77

$23.19

~~$27.29~~ (15% off)

Art Deco Peacock – Emerald Gold Geometric Bird Artwork Dad Hat

AMICO77

$23.19

~~$27.29~~ (15% off)

Art Deco Peacock – Emerald Gold Geometric Bird Artwork Baseball Cap

AMICO77

$21.83

~~$27.29~~ (20% off)

Art Deco Peacock – Emerald Gold Geometric Bird Artwork Baseball Cap

AMICO77

$21.83

~~$27.29~~ (20% off)

Item preview, Actress Greta Garbo sitting in a 1933 Duesenberg Model J vintage classic glamour black and white photograph designed and sold by Astrid Arkhangelsky.

Actress Greta Garbo sitting in a 1933 Duesenberg Model J vintage classic glamour black and white photograph Baseball Cap

Astrid Arkhangelsky

$18.47

~~$23.09~~ (20% off)

Charleston Night Baseball Cap

RaF71PrO

$17.97

~~$22.46~~ (20% off)

Chicago the Musical Baseball Cap

Lyric Vault - Rock on

$20.15

~~$25.19~~ (20% off)

Chicago the Musical Baseball Cap

Lyric Vault - Rock on

$20.15

~~$25.19~~ (20% off)

Charles Martin – La Mort d'Amour, Modes et Manières de Torquate (1920) Dad Hat

VenusArt7

$21.41

~~$25.19~~ (15% off)

Item preview, Split decision, hilarious 1925 flappers doing splits black and white fine art photograph designed and sold by Astrid Arkhangelsky.

Split decision, hilarious 1925 flappers doing splits black and white fine art photograph Baseball Cap

Astrid Arkhangelsky

$18.47

~~$23.09~~ (20% off)

Item preview, Jazz age blond flapper smoking a cigarette fashion and glamour fine art vintage black and white photograph designed and sold by Astrid Arkhangelsky.

Jazz age blond flapper smoking a cigarette fashion and glamour fine art vintage black and white photograph Dad Hat

Astrid Arkhangelsky

$19.62

~~$23.09~~ (15% off)

Item preview, The glamorous life - Jazz age roaring twenties blond flapper sipping champagne black and white photograph designed and sold by Astrid Arkhangelsky.

The glamorous life - Jazz age roaring twenties blond flapper sipping champagne black and white photograph Dad Hat

Astrid Arkhangelsky

$19.62

~~$23.09~~ (15% off)

Chicago the Musical Baseball Cap

Lyric Vault - Rock on

$20.15

~~$25.19~~ (20% off)

The Great Catsby Vintage Cat Dad Hat

Nacho Average Designs

$23.19

~~$27.29~~ (15% off)

Thoroughly Modern Millie the Musical Dad Hat

Lyric Vault - Rock on

$21.41

~~$25.19~~ (15% off)

Vintage Art Deco Rococo Style Hoop Skirt Gowns Baseball Cap

TeeARTHY

$20.15

~~$25.19~~ (20% off)

Vintage Art Deco Balcony Lightning Storm Dramatic Fashion Dad Hat

TeeARTHY

$21.41

~~$25.19~~ (15% off)

Art Deco Green Hooded Cloak Fashion Poster Baseball Cap

TeeARTHY

$20.15

~~$25.19~~ (20% off)

Vintage Art Deco Woman Walking Cheetah With Parasol Baseball Cap

TeeARTHY

$20.15

~~$25.19~~ (20% off)

Vintage Art Deco Woman In Tropical Palm Garden Dress Dad Hat

TeeARTHY

$21.41

~~$25.19~~ (15% off)

Vintage Art Deco Red Gown Holding Heart Holiday Fashion Baseball Cap

TeeARTHY

$20.15

~~$25.19~~ (20% off)

Vintage 1924 Art Deco Pink Feather Train Gown Poster Baseball Cap

TeeARTHY

$20.15

~~$25.19~~ (20% off)

Vintage Art Deco Balcony Gown Elegant Fashion Illustration Baseball Cap

TeeARTHY

$20.15

~~$25.19~~ (20% off)

Vintage 1920 Winter Fashion Under Full Moon Art Deco Poster Baseball Cap

TeeARTHY

$20.15

~~$25.19~~ (20% off)

Vintage 1921 Art Deco Woman Writing Letter Fashion Illustration Dad Hat

TeeARTHY

$21.41

~~$25.19~~ (15% off)

Vintage 1924 Paris Openings Balcony Fashion Illustration Dad Hat

TeeARTHY

$21.41

~~$25.19~~ (15% off)

Winter Fashions Woman Reading In Autumn Forest Vintage Art Dad Hat

TeeARTHY

$21.41

~~$25.19~~ (15% off)

Vintage Art Deco Woman On White Peacock Fashion Baseball Cap

TeeARTHY

$20.15

~~$25.19~~ (20% off)

George Wolfe Plank Vintage Art Deco Fur Coat Fashion Dad Hat

TeeARTHY

$21.41

~~$25.19~~ (15% off)

Vintage Louise Brooks promo photo for Now We're in the Air. Dad Hat

stevepaint

$21.41

~~$25.19~~ (15% off)

Vintage photo of Louise Brooks reading a copy of Smart Set magazine Dad Hat

stevepaint

$21.41

~~$25.19~~ (15% off)

Vintage photo of 1920s fashion icon Louise Brooks Dad Hat

stevepaint

$21.41

~~$25.19~~ (15% off)

Vintage Louise Brooks movie promo photo for Now We're in the Air. Baseball Cap

stevepaint

$20.15

~~$25.19~~ (20% off)

The Last Note – Art Deco Film Noir Jazz Poster Baseball Cap

Sanctum Icons

$22.33

~~$27.92~~ (20% off)

Chicago the Musical Dad Hat

Lyric Vault - Rock on

$21.41

~~$25.19~~ (15% off)

Chicago the Musical Dad Hat

Lyric Vault - Rock on

$21.41

~~$25.19~~ (15% off)

Don't Worry I Have Zero Shame Flapper Woman Baseball Cap

Flirt-Teez

$18.47

~~$23.09~~ (20% off)

Item preview, Night and Day, portrait of roaring twenties Genevieve Phillips circa 1933 flapper fashion female vintage black and white photograph designed and sold by Astrid Arkhangelsky.

Night and Day, portrait of roaring twenties Genevieve Phillips circa 1933 flapper fashion female vintage black and white photograph Dad Hat

Astrid Arkhangelsky

$19.62

~~$23.09~~ (15% off)

Thoroughly Modern Millie the Musical Dad Hat

Lyric Vault - Rock on

$21.41

~~$25.19~~ (15% off)

Golden Skyline Reverie Baseball Cap

DrizzyV

$20.15

~~$25.19~~ (20% off)

Emerald Majesty Dad Hat

ONYX Pixee

$21.41

~~$25.19~~ (15% off)

Item preview, Vintage roaring twenties hand on wheel automobile black and white photographic art print by Alfred Stieglitz designed and sold by Astrid Arkhangelsky.

Vintage roaring twenties hand on wheel automobile black and white photographic art print by Alfred Stieglitz Baseball Cap

Astrid Arkhangelsky

$18.47

~~$23.09~~ (20% off)

Vintage Art Deco Garden Party Fashion Illustration | Elegant 1930s Couture | retro Glamour Baseball Cap

EmiliaBassano

$20.15

~~$25.19~~ (20% off)

Midnight cocktail at the Claridge Hotel Baseball Cap

anelishstormey

$21.83

~~$27.29~~ (20% off)

You Stole My Heart – Romantic Vintage Bowler & Cloche Hat Love Illustration Baseball Cap

StakkaFu

$18.13

~~$22.67~~ (20% off)

Live Deliciously Art Deco Occult Baphomet Gothic Print Baseball Cap

PinUpPizzazz

$21.83

~~$27.29~~ (20% off)

The Teamworker Baseball Cap

The Ravens Ballad

$20.15

~~$25.19~~ (20% off)

American Gangster 1920s Chicago Vintage Mafia Art Dad Hat

Hands Off! Baseball Cap

The Ravens Ballad

$20.15

~~$25.19~~ (20% off)

In His Element Baseball Cap

The Ravens Ballad

$20.15

~~$25.19~~ (20% off)

Elegant 2026 Future Art Deco Rose Gold Emblem Dad Hat

Intelli-Punder

$21.41

~~$25.19~~ (15% off)

Art Deco Running Design Baseball Cap

RunningWhiskers

$18.47

~~$23.09~~ (20% off)

Not Your Babe Art Deco Gold Typography Baseball Cap

HappyOops

$20.15

~~$25.19~~ (20% off)

Clara Bow - Blue Abstract Art Baseball Cap

shadow-bloom

$20.15

~~$25.19~~ (20% off)

The Midnight Call Baseball Cap

ONYX Pixee

$20.15

~~$25.19~~ (20% off)

Nine of Pentacles - The Lady of Abundance | Luxury Art Deco Tarot Baseball Cap

Natalia-Vlad

$20.15

~~$25.19~~ (20% off)

Babylon Retro Hollywood Jazz Age Drama Tribute Art Movie Poster Dad Hat

Art's Diner

$19.62

~~$23.09~~ (15% off)

Bare Bones Lifestyle Art Deco Skeleton Sun Halo Dad Hat

AdyKurniawan

$21.41

~~$25.19~~ (15% off)

Art Deco Cityscape with Golden Sunset Dad Hat

semenol

$21.41

~~$25.19~~ (15% off)

Choose to Shine Cute Sunflower Flapper Girl Dad Hat

Inka Moon Design

$20.52

~~$24.14~~ (15% off)

Peacock Garden Elegance – Art Deco George Barbier Inspired Fashion Wall Art Baseball Cap

Tamas Das

$21.83

~~$27.29~~ (20% off)

Art Deco Urban Night pattern Dad Hat

CMooreWorx

$21.94

~~$25.82~~ (15% off)

Art Deco Grand Prix Dad Hat

KungPowUnicorn

$19.62

~~$23.09~~ (15% off)

Timeless – Art Deco Elegance Baseball Cap

Sanctum Icons

$22.33

~~$27.92~~ (20% off)

Art Deco Chibi Panda Bow Tie Baseball Cap

KungPowUnicorn

$18.47

~~$23.09~~ (20% off)

Flapper Cat Art Deco Sunburst Baseball Cap

KungPowUnicorn

$18.47

~~$23.09~~ (20% off)

The Golden Temptation – Art Deco Eve Dad Hat

Sanctum Icons

$23.73

~~$27.92~~ (15% off)

Gold Art Deco Geometric Pattern Baseball Cap

Owcomm

$20.15

~~$25.19~~ (20% off)

Bold Art Deco Geometric Pattern | Burgundy Gold Fan Seamless Repeat Dad Hat

Midnight Veil Designs

$21.41

~~$25.19~~ (15% off)

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Roaring Twenties Caps

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