Skip to main content

Vintage Derby Hats

1960s Christian Dior Black Felt Derby Hat
By Christian Dior
Located in Scottsdale, AZ
The Perfect Winter Hat Has Arrived! Circa 1960s, this Dior derby style hat features a porkpie brim
Category

1960s Italian Vintage Derby Hats

1960s Yves Saint Laurent Ivory and Navy Derby Hat Patent Leather Orange Hatband
By Yves Saint Laurent
Located in Boca Raton, FL
Borrowing its aesthetic from the classic men’s derby hat, this 1960s Yves Saint Laurent ivory hat
Category

1960s French Vintage Derby Hats

Vintage 1960s Red Mod Straw Black Bow Derby Hat
Located in Wallkill, NY
Large Crown with an Oversized Black Patent Bow. The brim is flexible. 23 in measured around the inside Brim Approx. 7-1/4. The bow is 11in wide- Brim is 4 inches. We have hundreds of...
Category

1960s Unknown Vintage Derby Hats

Mr King Plush 2-Tone Camel Beaver Fur Parker Bowles Bowler Derby Hat - S, 1974
Located in Tucson, AZ
Like Fedoras, bowler hats look particularly good on women because of their typically masculine
Category

1970s American Vintage Derby Hats

1980s Amen Wardy Rhinestone Bow Hat
By Amen Wardy
Located in Scottsdale, AZ
The Most Adorable 80s Hat Is Here! Made of black Wool, this wide brim derby hat features a unique
Category

1980s Unknown Vintage Derby Hats

David Gil for Bennington Potters Man's Face Ceramic Sculpture on Base
By Bennington Potters, David Gil
Located in Brooklyn, NY
, Bennington, VT, USA). Features a ceramic face and derby hat with round mirrored glass eyes mounted on a
Category

1960s American Mid-Century Modern Vintage Derby Hats

Materials

Cast Stone, Steel

Charlie Chaplin Pullstring Flat Puppet
Located in Bradenton, FL
was fully born'. The derby hat, the cane, the bow-tie and close-trimmed moustache indicated brave but
Category

Late 20th Century American Vintage Derby Hats

Materials

Wood

NY STREET SCENE I Signed Lithograph, City Crowd Portrait, Black Line Drawing
By Lester Johnson
Located in Union City, NJ
frames, derby hats, and bent arm positions create a dynamic 1980's New York City scene. Print size
Category

1970s Contemporary Vintage Derby Hats

Materials

Lithograph

Top Hat Epsom Derby England - oversized signed limited edition print
Located in London, GB
Top Hat Epsom Derby England 1995 by Homer Sykes oversize 60x40 inches / 152 x 101 cm paper size
Category

1990s Modern Vintage Derby Hats

Materials

Color, Archival Pigment

CAST PARTY Signed Lithograph, Party Portrait Confetti, Broadway Show, Black Pink
By Robin Morris
Located in Union City, NJ
portrait of five androgynous looking characters dressed in black tuxedos, sporting bold purple derby hats
Category

1980s Art Deco Vintage Derby Hats

Materials

Lithograph

NY STREET SCENE II Hand Drawn Lithograph, Walking Women, Group Portrait, Faces
By Lester Johnson
Located in Union City, NJ
slacks and high heels, man in a derby hat, bent arms, legs and man's arm on the composition's right edge
Category

1970s Contemporary Vintage Derby Hats

Materials

Lithograph

Red and Black Enamel on Brass Jockey Cap Vintage Wood Playing Card Box Accessory
Located in Atlanta, GA
gorgeous hat none the less. So grab your two favorite decks, place them in this vintage wood double playing
Category

Late 20th Century American Mid-Century Modern Vintage Derby Hats

Materials

Brass, Enamel

Navy Floral Silk *Large Size* Sailor Collar Luncheon Trumpet Dress – L, 1960s
Located in Tucson, AZ
Derby with a perky hat. A charming mix of modesty and femininity, it glides over the body from shoulders
Category

1960s Unknown Vintage Derby Hats

The Temple, Large Nude Woman with Rainbow Ralph Steadman
By Ralph Steadman
Located in Surfside, FL
pictures for several of his articles and books. He accompanied Thompson to the Kentucky Derby for an
Category

20th Century Modern Vintage Derby Hats

Materials

Etching

English Traditional Scenic Equestrian Catchall Trinket Dishes, Set of 4
Located in Oklahoma City, OK
. But in otherwise fantastic condition. “Winner of the Derby at Epsom Downs” This English
Category

Mid-20th Century English American Classical Vintage Derby Hats

Materials

Ceramic

Young Lad ( haunting portrait of young boy on a crowded London street)
By Richard Sadler
Located in New Orleans, LA
crowd of other people. He is dressed very formally in hat, coat and tie. He clutches a box bearing the
Category

1950s Contemporary Vintage Derby Hats

Materials

Photographic Film, Photographic Paper

People Also Browsed

NEW VERSACE THIGH HIGH BLACK LEATHER MESH Boots 36, 40
By Versace
Located in Montgomery, TX
VERSACE Thigh high textile boots in black Black textured leather trimmings throughout Squared off round toe Zip closure at back Curved stiletto heel Tonal stitching Approx....
Category

21st Century and Contemporary Italian Vintage Derby Hats

Yves Saint Laurent Mod Cream Wool Saucer Tam Hat, 1960s
By Yves Saint Laurent
Located in Scottsdale, AZ
This vintage Yves Saint Laurent cream wool tam style hat, circa late 1960's, is too chic to ignore. This hat features a cream wool exterior along with cream pin stripe top stitch det...
Category

1960s French Vintage Derby Hats

1940s Milgrim Black Cashmere Felt French Style Hat W/ Singed Ostrich Feathers
By Milgrim
Located in Gresham, OR
1940s Milgrim Black Cashmere Felt French Style Hat with Singed Feathers. A dramatic Sally Milgrim design with the sculptural appeal of large curled and singed ostrich plumes and pure...
Category

1940s American Vintage Derby Hats

Christian Dior by John Galliano grey silk trained evening dress, fw 2004
By John Galliano for Christian Dior, Christian Dior
Located in London, GB
• Christian Dior by John Galliano • Bias cut evening dress • Cowl neckline • Front leg slit • Criss-cross belt with palladium Dior buckle • Fabric covered button fastenings • 100%...
Category

Early 2000s French Vintage Derby Hats

Vintage Army Green Escada Linen High Waisted Shorts Deadstock New With Tags
By Escada Margaretha Ley, Escada
Located in Portland, OR
These vintage Escada high waisted vintage shorts are in an army green linen and were designed by Margaretha Ley in the 1980's. These high waisted, pleated shorts have button flap poc...
Category

1980s German Vintage Derby Hats

1950s Balenciaga Haute Couture Black Velvet Jewel Toque Hat
By Balenciaga
Located in Boca Raton, FL
Born in Spain in 1895, Cristóbal Balenciaga is renowned as one of the masters of haute couture. Drawing from strikingly decorative Spanish cultural influence, Balenciaga’s designs up...
Category

1950s French Vintage Derby Hats

1950s Black and White Pearl Encrusted Vintage 50s Saucer Hat and Purse Bag
Located in San Diego, CA
Unbelievably chic black and white straw saucer wide brim hat and matching bag set! Features a navy blue and white woven straw on both pieces. Hat features an extra wide brim, and has...
Category

1950s American Vintage Derby Hats

Yves Saint Laurent black velvet saucer hat with orange taffeta ribbon, fw 1995
By Yves Saint Laurent
Located in London, GB
Yves Saint Laurent black velvet saucer hat with orange silk taffeta ribbon fastening Fall-Winter 1995
Category

1990s French Vintage Derby Hats

1940s Straw Hat w/Red Flowers
Located in Alford, MA
Wide-brimmed natural straw hat w/wide navy velvet band and red fabric roses. Small high crown perches on top of head, does not pull down, lined in taffeta. Wide brim, 5 1/2 inches at...
Category

1940s American Vintage Derby Hats

1950 John Frederics Black Straw Avant Guarde Sculpted Hat
By John Frederics
Located in Gresham, OR
A fabulous 1950s John Frederics black straw sculpted, ruched and draped Avant Guarde, Sunset Boulevard-style hat! A seriously unique style statement! Styled to be worn at the crown ...
Category

1950s American Vintage Derby Hats

40s Stetson Fur Felt Hat w/ Long Chiffon Hatband
By Stetson
Located in San Francisco, CA
1940s Stetson Fur Felt Hat w/ Long Chiffon Hatband. Smart men's style hat with a feminine twist. Made by the acclaimed hat brand Stetson in the F.N. Arbaugh & Co. Department Stor...
Category

1940s Vintage Derby Hats

Bill Blass for Neiman Marcus Brown/White Silk Chemise Dress NWT Plus Size 18
By Bill Blass for Neiman Marcus, Bill Blass
Located in Palm Springs, CA
Such a chic classic silk chemise designed by the late Bill Blass. NWT. (never worn) Purchased at Neiman Marcus Beverly Hills. Retailed for $2100. Rare size 18. The modern silk print ...
Category

1990s American Vintage Derby Hats

1920s Vintage Hat - Sequinned Art Deco Cap + Lace Lining
Located in KENT, GB
Product Details: 1920s Vintage - Sequinned Art Deco Cap / Hat - Front Hat Beading / Lace Inner Lining Label: Unknown Materials: Lace / Sequins / Beading Size: Freesize Max Width: ...
Category

1920s American Vintage Derby Hats

1950s Flo-Raye Black Egret Feather Cartwheel Hat w/ Velvet Structured Crown
Located in Gresham, OR
1950s Flo-Raye Black Egret Feather Cartwheel Hat w/ Velvet Structured Crown: Spiral curled feathers encircle a structured cap, jutting out to create a halo effect. One Size.
Category

1950s American Vintage Derby Hats

Gorgeous 1960s Demi Couture Pale Pink Silk Shantung Dress and Jacket Ensemble
Located in San Diego, CA
Channel you inner Jackie O in this wonderfully chic demi couture light candy pink raw silk shantung sleeveless dress and pillbox jacket set! Nearly completely sewn by hand, with so m...
Category

1960s Vintage Derby Hats

CHANEL red raffia hat Spring 1992 92P
By Chanel
Located in Rubiera, RE
CHANEL Spring 1992 Extremely rare reticulated hat in red raffia with a very large brim Measure 57 External diameter cm. 66 - External circumference cm. 207 Internal diameter cm. 18....
Category

1990s Vintage Derby Hats

Recent Sales

Epsom
By LeRoy Neiman
Located in Lexington, KY
are only two derbies that count. First and foremost is the original, at Epsom Downs in England, named
Category

1960s Vintage Derby Hats

Materials

Oil

Vintage Hermès French Equestrian Race 100% Silk Scarf Print Jacket FR 38/ US 4 6
By Hermès
Located in Ormond Beach, FL
jacket that would look gorgeous paired with a big, elegant floppy hat (Kentucky Derby style), mini skirt
Category

1990s French Vintage Derby Hats

Leroy Neiman Original Pencil Drawing Self Portrait Certified Signed Dated Rare
By LeRoy Neiman
Located in Minneapolis, MN
essence of himself in free-styled, simple lines. The artist is depicted with a hat, mustache, smoking a
Category

Late 20th Century Surrealist Vintage Derby Hats

Materials

Pencil

Chanel
By Chanel
Located in Los Angeles, CA
Black derby hat with ethnic embroidery stitch in heavy wool yarns.
Category

1980s French Vintage Derby Hats

Chanel
Chanel
Size: 1
Man with Bowler Hat Sculpture by Bennington Potters
By David Gil, Bennington Potters
Located in Phoenix, AZ
, Bennington, VT, USA). Features a white ceramic face and derby hat with round mirrored glass eyes mounted on
Category

1970s American Mid-Century Modern Vintage Derby Hats

Materials

Steel

Pair of Large Vintage Stylish Equestrian Advertising Posters
Located in Essex, MA
red coat and top hat and an elegant female rider with yellow jacket and derby. Brilliant, rich colors.
Category

1950s Swiss Vintage Derby Hats

Materials

Lithograph, Paper

Two Antique Iron Hatter's Molds with Leather Inserts
Located in New York, NY
Two antique hat forms; a Derby (Bowler) and a Boater, in iron with original leather inserts. Each
Category

20th Century American Vintage Derby Hats

Materials

Iron

Original Swiss Travel Poster for Davos by Herbert Leupin
By Herbert Leupin
Located in Essex, MA
designer Herbert Leupin, featuring a jolly snowman sporting a black top hat extending his right arm and
Category

Mid-20th Century Swiss Mid-Century Modern Vintage Derby Hats

Materials

Paper

The Temple, Large Nude Woman with Rainbow Ralph Steadman
By Ralph Steadman
Located in Surfside, FL
pictures for several of his articles and books. He accompanied Thompson to the Kentucky Derby for an
Category

20th Century Modern Vintage Derby Hats

Materials

Etching

1960s Kates Canada Mink Fur Trim Derby Hat
Located in Scottsdale, AZ
The Perfect Hat For Your Wardrobe! Circa 1960s by Boutique Kates Canada, this derby style hat is
Category

1960s Canadian Vintage Derby Hats

C.1960 Henry Pollak Mod Black Mohair Hat With White Leather Trim
By Henry Pollak
Located in Atlanta, GA
era. The shape and style is reminiscent of a classic derby hat with a black mohair body and white
Category

1960s American Vintage Derby Hats

Yves Saint Laurent YSL Soft Blue Silk Hat, 1970s
By Yves Saint Laurent
Located in Boca Raton, FL
look was created. From fezzes to wide brim derby hats, Saint Laurent runways during the early decades
Category

1970s Vintage Derby Hats

Straw Derby Style Tilt Hat, 1940's
Located in Atlanta, GA
This 1940's hat could not decide whether to be a trilby or a derby so it took the best elements of
Category

1940s French Vintage Derby Hats

Straw Derby Style Tilt Hat, 1940's
Straw Derby Style Tilt Hat, 1940's
Size: 22 (Please See Description)
Vintage Makins White & Cream Straw & Feather Statement Derby Church Hat
Located in Portland, OR
This lovely unique, dramatic vintage hat is from Makins New York. The hat is made of coated white
Category

1980s American Vintage Derby Hats

1970s Wine Felt Derby With Hatpin and Veil
Located in San Francisco, CA
1970s wine colored felt derby with an enlarged decorative hatpin, a grosgrain band, and a veil that
Category

1970s Vintage Derby Hats

1970s Yves Saint Laurent Hat with Pearl and Stud Trim
By Yves Saint Laurent
Located in Scottsdale, AZ
1970s YVES SAINT LAURENT derby style hat made of ivory wool velour. The high crown is circled w/a
Category

1970s French Vintage Derby Hats

Magnificent Vintage Oscar de la Renta Avant Garde Hat w/ Peacock Feathers
By Oscar De La Renta
Located in San Diego, CA
Quite possibly my favorite hat EVER! Vintage OSCAR DE LA RENTA couture hat! Rich light brown wool
Category

1980s American Vintage Derby Hats

CAST PARTY Signed Lithograph, Modern Portrait, Theater Party Broadway Show
By Robin Morris
Located in Union City, NJ
, sporting bold purple derby hats and bow ties, theatrical makeup, pouty pink lips, staring at the viewer
Category

1980s Art Deco Vintage Derby Hats

Materials

Lithograph

NY Street Scene I, Signed Lithograph, Crowd Portrait, Expressionist Line Drawing
By Lester Johnson
Located in Union City, NJ
frames, derby hats, and bent arm poses create a dynamic 1980's New York City scene. As a figurative
Category

1970s Contemporary Vintage Derby Hats

Materials

Lithograph

STREET SCENE Signed Lithograph, City People Portrait, Figurative Expressionism
By Lester Johnson
Located in Union City, NJ
expressive watercolor style, posed crowded together in their multi color print dresses and brown suits, derby
Category

1980s Contemporary Vintage Derby Hats

Materials

Lithograph

John Cavanagh Bowler Hat in Original Box
By John Cavanaugh
Located in Los Angeles, CA
Beautifully styled Cavanaugh Riding Derby / Bowler hat in Original box - a handsome accessory for
Category

20th Century Vintage Derby Hats

Materials

Felt, Leather

New Orleans Jazz & Heritage Festival 1976 Poster
Located in San Francisco, CA
definitive grand marshal of the Eureka marching jazz band. With his signature derby hat in one hand and woven
Category

1970s American Vintage Derby Hats

1998 Eric Javits Custom Hat Worn at The Ascot Races
By Eric Javits
Located in Palm Beach, FL
Eric Javits Custom Hat Worn at The Ascot Races was designed with the Ascot in mind! Worthy of a
Category

1990s American Vintage Derby Hats

Get Updated with New Arrivals
Save "Vintage Derby Hats", and we’ll notify you when there are new listings in this category.

Vintage Derby Hats For Sale on 1stDibs

There is a broad range of vintage derby hats for sale on 1stDibs. Our collection of vintage derby hats includes a variety of colors, spanning black, brown, white and more. If you’re looking for accessories from a specific time period, our collection is diverse and broad-ranging, and you’ll find some that date back to the 20th Century while other versions may have been produced as recently as the 20th Century. Vintage derby hats designed by Amen Wardy, Christian Dior and Yves Saint Laurent — each of whom created beautiful versions of these treasured items — are worth considering.

How Much are Vintage Derby Hats?

Prices for vintage derby hats can differ depending upon size, time period and other attributes — on 1stDibs, these accessories begin at $125 and can go as high as $1,200, while these items, on average, fetch $498.