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Vintage Pillbox Hats

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1960s Red Velvet Pillbox Hat w/ Tassel
Located in San Francisco, CA
1960s Red Velvet Pillbox Hat w/ Tassel. Colorful jacquard lining.
Category

1960s Vintage Pillbox Hats

1960s I. Magnin Black Silk Fashion Pillbox Hat
By I. Magnin
Located in San Francisco, CA
1960 black silk fashion pillbox hat with hand sculpted enlarged bow finished with a rhinestone
Category

1960s Vintage Pillbox Hats

1960's Black Beaver Felt Modified Pillbox Hat
Located in San Francisco, CA
1960's Black Beaver Felt Modified Pillbox Hat with fastened black rhinestone accent centered on an
Category

1960s Vintage Pillbox Hats

1960s Black Velvet Pillbox Hat with Fruit Accents
Located in San Francisco, CA
1960s Black velvet pillbox hat decorated with velvet pears and leaves. The crown is topped with a
Category

1960s Vintage Pillbox Hats

Hats by Gertrude Ostrich Feather Pillbox Hat
Located in Scottsdale, AZ
Snag a vintage gem today! This is a pillbox hat from the 1960's in pristine condition and it
Category

1960s American Vintage Pillbox Hats

Vintage 1960s Mink Pillbox Hat
Located in New York, NY
Vintage 1960s Mink Pillbox Hat: This mink fur hat is so sweet— it feels straight out of a look
Category

1960s Vintage Pillbox Hats

1960s Miss Sally Victor Diminutive Fuchsia Velvet Pillbox Hat w Tulle Veil
By Sally Victor, Miss Sally Victor
Located in Gresham, OR
1960s Miss Sally Victor Diminutive Fuchsia Velvet Pillbox Hat with Tulle Veil and Full Stemmed Rose
Category

1960s American Vintage Pillbox Hats

1960s Black Pillbox Hat Allover Adorned with Looped Taffeta Ribbons
Located in Munich, DE
This is an unusual and sophisticated hand-made 1960s black light pillbox hat. The base is made from
Category

1960s Vintage Pillbox Hats

Gray Mink Fur Pillbox Hat with 360 Birdcage Veil and Combs – O/S, 1950s
Located in Tucson, AZ
. Petite pillbox hat of vertical-pelt gray mink fur with top center tuft; 360-degree gray birdcage veil
Category

1950s Unknown Vintage Pillbox Hats

1950s Cobalt Blue Ostrich Feather Fringe Pillbox Hat
Located in Gresham, OR
A fabulous 1950s-early 1960s pill box hat from The Woodward Shops covered entirely with lush cobalt
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1950s American Vintage Pillbox Hats

Incredible Vintage 1960s Henry Pollak for Glenover Russian Pillbox Hat
Located in San Diego, CA
Wonderful rare vintage 1960s Henry Pollak for Glenover felt hat! Dark rust color, with intricate
Category

1960s Vintage Pillbox Hats

1960s Irene Of New York Fuchsia Straw Pillbox Hat W/ Large Bow At Back
By Irene of New York, Irene
Located in Gresham, OR
As gorgeous Irene of New York tightly woven fuchsia straw pillbox that is adorned at the back with
Category

1960s American Vintage Pillbox Hats

1980s Whimsical "Dot" Tilt-Style Straw Hat in Primary Red Blue and Yellow
Located in Gresham, OR
A wonderfully whimsical 1980s tilt-style straw hat by Stuart Jay consisting of a red pillbox hat
Category

1980s American Vintage Pillbox Hats

Audrey Hepburn with a light blue pillbox hat with bouncing feathers
By Howell Conant
Located in Santa Monica, CA
Estate stamped in ink on verso
Category

1960s Vintage Pillbox Hats

Materials

C Print

Marcel Vertes Needlepoint Cross Stitch Pill Box Hat, 1940
Located in New York, NY
Marcel Vertes design hand cross stitched pillbox hat circa 1940. Of a flying dove with wings
Category

1940s French Vintage Pillbox Hats

Marcel Vertes Needlepoint Cross Stitch Pill Box Hat, 1940
Marcel Vertes Needlepoint Cross Stitch Pill Box Hat, 1940
H 2.5 in W 6 in D 2.5 in Dm 22 in L 7 in
Eric Javits Black Woven “Breakfast at Tiffany’s” Glamour Hat with Rose
By Eric Javits
Located in Palm Springs, CA
Studio 54. When Steve Rubell saw her approach wearing the black velvet pillbox hat that Eric had created
Category

1990s American Vintage Pillbox Hats

Black Beaded Adolfo Pillbox Wool Hat 1960s Vintage
By Adolfo
Located in Wallkill, NY
Wool Adolfo Hat. 1960s Black Studded Pill box Hat. Tiny beading scattered over the hat. 22.5 in
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1960s Unknown Vintage Pillbox Hats

60s Chocolate Brown Mink Pillbox
Located in San Francisco, CA
60s Chocolate Brown Mink Pillbox 21 1/2" circumference
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1960s Vintage Pillbox Hats

1960's Chinchilla Hat
Located in Toronto, Ontario
Perfect for the cool winter days ahead. Classic oversized pillbox style grey sheared chinchilla hat
Category

1960s French Vintage Pillbox Hats

1940s Irina Roublon Couture Avant Garde Velvet Hat w Needlepoint Portrait
By Irina Roublon
Located in Gresham, OR
1940s Irina Roublon Couture Avant Garde Pillbox Shaped Velvet Hat w Trompe L'Oeil Needlepoint
Category

1940s American Vintage Pillbox Hats

Yves Saint Laurent Couture Black Illusion Red Sequins Hat YSL, 1989
By Yves Saint Laurent
Located in Boca Raton, FL
hat styles into one. The crown is form from a black, lacquered plaited straw in a traditional pillbox
Category

1980s French Vintage Pillbox Hats

Ruby and Diamond Wreath Pin
Located in New York, NY
hearkening an age of Suits , White Gloves and a Pillbox Hat. Transformed in todays busy modern world with
Category

1980s Contemporary Vintage Pillbox Hats

Materials

Diamond, Ruby, 18k Gold, Yellow Gold

Ruby and Diamond Wreath Pin
Ruby and Diamond Wreath Pin
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Dm 1.5 in
1960s Paillette Sequin Wool Hat and Sleeveless Sweater Set
Located in Boca Raton, FL
knit pillbox hat, which sits high on the head, is also covered in iridescent paillette sequins shining
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1960s Hong Kong Vintage Pillbox Hats

1960s Midnight Paillette Sequin Wool Hat and Sleeveless Sweater Set
Located in Boca Raton, FL
knit pillbox hat, which sits high on the head, is also covered in iridescent paillette sequins shining
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1960s Hong Kong Vintage Pillbox Hats

Purple Sequin Headpiece with Veil
Located in Alford, MA
c.1950s pillbox-shaped headpiece with open crown and veil, the body composed of purple sequins in a
Category

Mid-20th Century American Vintage Pillbox Hats

1970’s Halston Silver Crochet Skull Cap with Sequins
By Halston
Located in Toronto, Ontario
Roy Halston Frowick began his career as a hat designer. He was best known for his pillbox style
Category

1970s American Vintage Pillbox Hats

Jackie Kennedy, Black and White Photography, ca. 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy with family, Black and White Photography, ca. 1970s
By Nik Wheeler
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy with company, Black and White Photography, ca. 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy, Black and White Photography, ca. 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy with family, Black and White Photography, ca. 1970s
By Nik Wheeler
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy, Black and White Photography, ca. 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy, Black and White Photography, ca. 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy at Madison Square Garden, Black and White Photography, ca. 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy and Alejandro Orfila, Black and White Photography, ca. 1960s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Black and White

Ari and Jackie Onassis, Black and White Photography, Paris
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy, Black and White Photography, 1975
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Onassis, Black and White Photography, ca. 1960
By Ron Galella
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Jackie Onassis, Black and White Photography, ca. 1960
By Nik Wheeler
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Jackie Onassis, Black and White Photography, ca. 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy, Black and White Photography, ca. 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy, Black and White Photography, ca. 1960
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Jackie Kennedy, Black and White Photography, ca. 1960
Jackie Kennedy, Black and White Photography, ca. 1960
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H 7.88 in W 12.01 in D 0.02 in
Jackie Onassis, Black and White Photography, ca. 1960
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Jackie Onassis, Black and White Photography, ca. 1960
Jackie Onassis, Black and White Photography, ca. 1960
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H 9.53 in W 7.09 in D 0.02 in
Jackie Kennedy, Black and White Photography, ca. 1960
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Jackie Kennedy, Black and White Photography, ca. 1960
Jackie Kennedy, Black and White Photography, ca. 1960
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H 9.85 in W 8.08 in D 0.02 in
Jackie Kennedy, Black and White Photography, ca. 1960
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Jackie Kennedy, Black and White Photography, ca. 1960
Jackie Kennedy, Black and White Photography, ca. 1960
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H 11.86 in W 7.8 in D 0.02 in
Jackie Onassis, Black and White Photography, ca. 1960
By Ron Galella
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Jackie Kennedy, Black and White Photography, ca. 1960
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Jackie Kennedy, Black and White Photography, ca. 1960
By Oscar Abolafia
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Weddingday Jackie and John F. Kennedy, Black and White Photography, 1953
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1950s Modern Vintage Pillbox Hats

Materials

Silver Gelatin

Jackie Kennedy, Black and White Photography, ca. 1960s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1960s Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy, Black and White Photography, ca. 1960s
Jackie Kennedy, Black and White Photography, ca. 1960s
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H 11.82 in W 8.08 in D 0.02 in
Jackie Kennedy, Paris, France, 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White, Silver Gelatin

Jackie Kennedy, Paris, France, 1970s
Jackie Kennedy, Paris, France, 1970s
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H 7.88 in W 11.5 in D 0.02 in
Jackie Kennedy in Monacco, France
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White, Silver Gelatin

Jackie Kennedy in Monacco, France
Jackie Kennedy in Monacco, France
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H 7.84 in W 11.93 in D 0.02 in
Jackie Kennedy - Original Press Photo
By Oscar Abolafia
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

Mid-20th Century Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy - Original Press Photo
Jackie Kennedy - Original Press Photo
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H 7.88 in W 9.85 in D 0.01 in
Jackie Kennedy - Original Press Photo
By Oscar Abolafia
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

Mid-20th Century Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy  - Original Press Photo
Jackie Kennedy  - Original Press Photo
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H 5.12 in W 7.09 in D 0.01 in
Jackie Kennedy - Original Press Photo
By Oscar Abolafia
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

Mid-20th Century Modern Vintage Pillbox Hats

Materials

Black and White

Jackie Kennedy  - Original Press Photo
Jackie Kennedy  - Original Press Photo
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H 5.12 in W 7.09 in D 0.01 in
Jackie Kennedy leaving the plane, 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White, Silver Gelatin

Jackie Kennedy leaving the plane, 1970s
Jackie Kennedy leaving the plane, 1970s
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H 9.45 in W 7.09 in D 0.02 in
Jackie Onassis leaves Paris, France, 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White, Silver Gelatin

Jackie Kennedy at the Airport in Paris, France, ca. 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White, Silver Gelatin

Jackie Kennedy on board, ca 1970s
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White, Silver Gelatin

Jackie Kennedy on board, ca 1970s
Jackie Kennedy on board, ca 1970s
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H 11.97 in W 7.84 in D 0.02 in
Jackie Kennedy, Christina and Tony Radziwill
Located in Cologne, DE
suit and matching pillbox hat that she wore in Dallas, Texas, when the president was assassinated on
Category

1970s Modern Vintage Pillbox Hats

Materials

Black and White, Silver Gelatin

Jackie Kennedy, Christina and Tony Radziwill
Jackie Kennedy, Christina and Tony Radziwill
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H 6.07 in W 8.12 in D 0.02 in
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Vintage Pillbox Hats For Sale on 1stDibs

Browse a vast assortment of vintage pillbox hats for sale on 1stDibs. Our collection of vintage pillbox hats includes a variety of colors, spanning black, gray, brown and more. The ideal items for you are waiting among the distinctive accessories we have available, which include versions made as long ago as the 20th Century as well as those produced as recently as the 20th Century. There have been many classic iterations of vintage pillbox hats over the years, but those made by Halston, Roy Halston Frowick and Christian Dior are often thought to be among the most stylish. Finding accessories for sale for women should be easy, but there are 11 pieces available to browse for men as well as unisex, too.

How Much are Vintage Pillbox Hats?

The prices for vintage pillbox hats start at $77 and top out at $194,785 with these items, on average, selling for $459.
Questions About Vintage Pillbox Hats
  • 1stDibs ExpertApril 5, 2022
    A pillbox style hat is a piece of round brimless headwear with a flat top and straight sides. Typically, the hats are small in size so they fit snugly around the head or rest on top of it. Find a collection of pillbox style hats on 1stDibs.