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Jack Mcconnell Hat

1960's Jack McConnell Playful Floral Bouquet Hat
1960's Jack McConnell Playful Floral Bouquet Hat

1960's Jack McConnell Playful Floral Bouquet Hat

By Jack McConnell New York, Jack McConnell

Located in Los Angeles, CA

This is a lively 1960's floral bouquet hat. This wonderful hat features a nectarious amount of perfect plastic flowers, like a lush valley of fresh blossoms. The hat is composed of a...

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1960s American Hats

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Jack McConnell Feather Hat
Jack McConnell Feather Hat

Jack McConnell Feather Hat

By Jack McConnell

Located in Cincinnati, OH

Jack McConnell feather hat. Circumference: 23 Inch

Category

20th Century American Hats

Jack McConnell Feather Hat
Jack McConnell Feather Hat

Jack McConnell Feather Hat

Unavailable

Size: medium

Jack McConnell Feather Hat

By Jack McConnell

Located in Topanga, CA

Outstanding brown felt, wide brimmed hat with curved wing. Completely embellished with layers of brown and opalescent feathers. Kept in pristine condition.

Category

1980s American Hats

Jack McConnell Sculptural Feather Hat
Jack McConnell Sculptural Feather Hat

Jack McConnell Sculptural Feather Hat

By Jack McConnell

Located in Topanga, CA

Very unique curved wide brim black felt hat covered in black iridescent black feathers. Kept in pristine condition.

Category

1980s American Hats

Jack McConnell Black and White Feather Wing Hat
Jack McConnell Black and White Feather Wing Hat

Jack McConnell Black and White Feather Wing Hat

By Jack McConnell

Located in Topanga, CA

Stunning, one of a kind Jack McConnell straw and feather hat. Trimmed with black netting and decorated with two toned white and black feather wings.

Category

1980s American Hats

1960s Jack McConnell Sculptural Guinea Fowl Feather Hat
1960s Jack McConnell Sculptural Guinea Fowl Feather Hat

1960s Jack McConnell Sculptural Guinea Fowl Feather Hat

By Jack McConnell

Located in Houston, TX

Absolutely striking hat by Jack McConnell boutique! This sculptural hat features a black felt base consisting of a rounded base that fits snuggly on the wearer's head, and a tiara-...

Category

1960s American Hats

Jack McConnell White Straw Hat with Tulle & Rose Buds
Jack McConnell White Straw Hat with Tulle & Rose Buds

Jack McConnell White Straw Hat with Tulle & Rose Buds

By Jack McConnell

Located in Oradell, NJ

This is a gorgeous and fanciful custom-made, one-of-a-kind, Jack McConnell creation, whose interior and exterior brim is covered in white tulle and is then embellished with bright...

Category

1960s Hats

1950s Jack McConnell Guinea Fowl Feather and Rhinestone Hat
1950s Jack McConnell Guinea Fowl Feather and Rhinestone Hat

1950s Jack McConnell Guinea Fowl Feather and Rhinestone Hat

By Jack McConnell

Located in Houston, TX

Striking vintage hat by Jack McConnell! This hat has a fantastic and elaborate feather and rhinestone radial arrangement laid over a flat cap base.

Category

1950s American Hats

1960's Dramatic Jack McConnell Sculptural Feather Hat
1960's Dramatic Jack McConnell Sculptural Feather Hat

1960's Dramatic Jack McConnell Sculptural Feather Hat

By Jack McConnell

Located in Los Angeles, CA

Vintage feather hat from New York milliner Jack McConnell likely dates to the 1960's.

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1960s American Cloche Hats

Jack McConnell 80s Blue Felt Fedora with Feathers
Jack McConnell 80s Blue Felt Fedora with Feathers

Jack McConnell 80s Blue Felt Fedora with Feathers

By Jack McConnell

Located in Los Angeles, CA

80s Blue Felt Fedora with Feathers. Winter blue feather band. By the millinery master Jack McConnell. Fits medium size head circumference 22 1/2

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1980s American Hats

Celebrity Jack McConnell Flapper Iridescent Feather Cloche
Celebrity Jack McConnell Flapper Iridescent Feather Cloche

Celebrity Jack McConnell Flapper Iridescent Feather Cloche

By Jack McConnell

Located in San Francisco, CA

Fabulous Celebrity flapper show girl long black iridescent black feathers cloche by glamorous Jack McConnell. We accept pay pal..please contact shop owner with questions. All s...

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1980s American Cloche Hats

Jack McConnell vintage straw hat
Jack McConnell vintage straw hat

Jack McConnell vintage straw hat

Located in San Francisco, CA

Vintage extravagant hat by Jack McConnell. Pink straw with flowers and huge bow with rhinestones.

Category

1980s American Hats

Fuchsia Pink, 1980s Wool Hat with Large Ostrich Feathers
Fuchsia Pink, 1980s Wool Hat with Large Ostrich Feathers

Fuchsia Pink, 1980s Wool Hat with Large Ostrich Feathers

By Jack McConnell

Located in San Francisco, CA

This fabulous hat dates from the mid-1980s and is such an incredible shade of deep fuchsia. The two feathers are really large and curve beautifully around the face and neck.

Category

1980s Hats

Jack McConnell 60s Black Bead Fringe Cloche
Jack McConnell 60s Black Bead Fringe Cloche

Jack McConnell 60s Black Bead Fringe Cloche

By Jack McConnell

Located in Gresham, OR

A fantastic cloche shape 1960s Jack McConnell hat, made personally by Mr. McConnell (indicated by the red feather at tag).

Category

1960s American Hats

Jack McConnell Cascading Floral Hat with Green Ribbons
Jack McConnell Cascading Floral Hat with Green Ribbons

Jack McConnell Cascading Floral Hat with Green Ribbons

By Jack McConnell

Located in Los Angeles, CA

This Jack McConnell hat is composed of a green mesh foundation and features cascading green ribbons with wonderful flowers.

Category

20th Century American Hats

Jack McConnell White Floral and Feather Hat with Rhinestones
Jack McConnell White Floral and Feather Hat with Rhinestones

Jack McConnell White Floral and Feather Hat with Rhinestones

By Jack McConnell

Located in Los Angeles, CA

This Jack McConnell hat is composed of a white mesh and features a floral design with feathers and rhinestones.

Category

20th Century American Hats

Jack McConnell Flame Red Feather & Rhinestone Hat, C.1960
Jack McConnell Flame Red Feather & Rhinestone Hat, C.1960

Jack McConnell Flame Red Feather & Rhinestone Hat, C.1960

By Jack McConnell

Located in Atlanta, GA

Please see the Modern & Moore homepage for another Jack McConnell hat from the same estate. CONDITION Very good condition.

Category

1960s American Hats

1960s Jack McConnell Floating Feather Hat
1960s Jack McConnell Floating Feather Hat

1960s Jack McConnell Floating Feather Hat

By Jack McConnell

Located in Gresham, OR

Spanish coq feather hat with floating feathers.

Category

1960s American Hats

Jack McConnell 1960s Whimsical Feather Turban Hat
Jack McConnell 1960s Whimsical Feather Turban Hat

Jack McConnell 1960s Whimsical Feather Turban Hat

By Jack McConnell

Located in Gresham, OR

A wild 1960s Jack McConnell whimsical feather "turban" style hat in black and white!

Category

1960s American Hats

Rare Jack McConnell Bold Fuchsia Feather & Rhinestone Cloche
Rare Jack McConnell Bold Fuchsia Feather & Rhinestone Cloche

Rare Jack McConnell Bold Fuchsia Feather & Rhinestone Cloche

By Jack McConnell

Located in New York, NY

Jack McConnell's cloche has bold Shades of Fuchsia highlighted with specks of micro rhinestones make for a festive sight. Bright and happy! Circumstance measures 22" to 24". The fit ...

Category

1960s American Cloche Hats

Wide Brimmed Natural Straw Hat with Red Silk Poppy
Wide Brimmed Natural Straw Hat with Red Silk Poppy

Wide Brimmed Natural Straw Hat with Red Silk Poppy

Sold

Size: Interior Circumference 21"

Wide Brimmed Natural Straw Hat with Red Silk Poppy

By Jack McConnell New York

Located in New Hope, PA

The hat was designed by Jack McConnell in New York. the poppy has two long stems, one for the flower and another for a bud.

Category

Mid-20th Century American Hats

JACK MCCONNELL Navy & Oatmeal Spotted Feather Hat with Rhinestones
JACK MCCONNELL Navy & Oatmeal Spotted Feather Hat with Rhinestones

JACK MCCONNELL Navy & Oatmeal Spotted Feather Hat with Rhinestones

By Jack McConnell

Located in Los Angeles, CA

This Jack McConnell hat s composed of a stunning array of feathers in navy and cream hues with petite spotted feathers.

Category

1960s American Hats

Jack McConnell Feather Box Style Hat In Excellent Condition
Jack McConnell Feather Box Style Hat In Excellent Condition

Jack McConnell Feather Box Style Hat In Excellent Condition

By Jack McConnell

Located in Los Angeles, CA

This Jack McConnell hat is composed of feathers in a geometric design and features a boxy shape .

Category

20th Century American Hats

Jack McConnell Orange Petal Hat with Rhinestones
Jack McConnell Orange Petal Hat with Rhinestones

Jack McConnell Orange Petal Hat with Rhinestones

By Jack McConnell

Located in Los Angeles, CA

This Jack McConnell hat is composed of orange petals a-top a mesh base.

Category

20th Century American Hats

Rare Unworn Vintage Jack McConnell Yellow + Orange Feather Hat with Rhinestones
Rare Unworn Vintage Jack McConnell Yellow + Orange Feather Hat with Rhinestones

Rare Unworn Vintage Jack McConnell Yellow + Orange Feather Hat with Rhinestones

By Jack McConnell

Located in Sparks, NV

Incredible vintage Jack McConnell hat in unworn condition! This is a deadstock piece that came from the stock of an old hat store located in Southern California.

Category

1980s American Hats

Jack McConnell Pink Leaf Hat with Rhinestones and Feathers Excellent Condition
Jack McConnell Pink Leaf Hat with Rhinestones and Feathers Excellent Condition

Jack McConnell Pink Leaf Hat with Rhinestones and Feathers Excellent Condition

By Jack McConnell

Located in Los Angeles, CA

This Jack McConnell hat is composed of pinkish purple leaves in a design reminiscent of feathers, there are feathers at the tip adorned with rhinestones.

Category

20th Century American Hats

Jack McConnell Mauve Pink Feather & Rhinestone Hat, C.1960
Jack McConnell Mauve Pink Feather & Rhinestone Hat, C.1960

Jack McConnell Mauve Pink Feather & Rhinestone Hat, C.1960

By Jack McConnell

Located in Atlanta, GA

Please see the Modern & Moore homepage for another Jack McConnell hat from the same estate. CONDITION Good condition ... the feathers are in great shape and the rhinestones appear to...

Category

1960s American Hats

Vintage Jack McConnell Hat with Three Dimensional Flowers
Vintage Jack McConnell Hat with Three Dimensional Flowers

Vintage Jack McConnell Hat with Three Dimensional Flowers

By Jack McConnell

Located in Los Angeles, CA

Vintage hat from Jack McConnell dates to an unknown era during the latter 20th Century.

Category

Late 20th Century American Hats

Jack McConnell Vintage Ivory Wool Beret Hat With Black Applique & Rhinestones
Jack McConnell Vintage Ivory Wool Beret Hat With Black Applique & Rhinestones

Jack McConnell Vintage Ivory Wool Beret Hat With Black Applique & Rhinestones

By Jack McConnell

Located in Portland, OR

We love vintage Jack McConnell hats and this unique vintage beret is such a fun hat to add to your collection!

Category

20th Century American Berets

Excellent Jack McConnell Feathered Hat
Excellent Jack McConnell Feathered Hat

Excellent Jack McConnell Feathered Hat

By Jack McConnell

Located in Daylesford, Victoria

Mid Century Indigo Blue and with White Feathers as highlights, Flapper Hat. With the original Makers Label, JACK MCCONNELL, over BOUTIQUE, in excellent, original condition, probably ...

Category

1950s American Hats

Jack McConnell
Jack McConnell

Jack McConnell

Sold

Size: med

Jack McConnell

By Jack McConnell

Located in Cincinnati, OH

Jack McConnell hematite color feathered hat.

Category

1960s American Hats

Jack McConnell

Jack McConnell

Sold

Size: medium

Jack McConnell

By Jack McConnell

Located in Cincinnati, OH

Jack McConnell red felt hat with long feather detail. 22 inch circumference

Category

1980s American Hats

Styled By Jack McConnell Red Feather Vintage Silver Bead Turban Hat W Bow
Styled By Jack McConnell Red Feather Vintage Silver Bead Turban Hat W Bow

Styled By Jack McConnell Red Feather Vintage Silver Bead Turban Hat W Bow

By Jack McConnell

Located in Portland, OR

The hat has the coveted Styled by Jack McConnell New York label with the red feather still attached, which indicates it was a one of a kind piece!

Category

1960s American Hats

Jack McConnell Lilac Hat
Jack McConnell Lilac Hat

Jack McConnell Lilac Hat

Sold

Size: medium

Jack McConnell Lilac Hat

By Jack McConnell

Located in Topanga, CA

Stunning, one of a kind Jack McConnell straw and feather hat. Trimmed with purple netting and decorated with two toned mauve and iridescent purple feather wings.

Category

1980s American Hats

80s Jack McConnell Taupe Hat
80s Jack McConnell Taupe Hat

80s Jack McConnell Taupe Hat

By Jack McConnell

Located in San Francisco, CA

1980's Jack McConnell taupe hat. 100% wool with gros grain hat band. 100% wool and 21" interior circumference.

Category

1980s Unknown Hats

jack McConnell Cream Sculpted Straw Hat
jack McConnell Cream Sculpted Straw Hat

jack McConnell Cream Sculpted Straw Hat

By Jack McConnell

Located in Topanga, CA

Boldly designed, sculpted shiny off-white straw hat. Designed by the late expert milliner, Jack McConnell.

Category

1980s American Hats

Jack McConnell Navy Straw Sculpted Hat
Jack McConnell Navy Straw Sculpted Hat

Jack McConnell Navy Straw Sculpted Hat

By Jack McConnell

Located in Topanga, CA

Boldly designed, sculpted shiny navy blue straw hat. Designed by the late expert milliner, Jack McConnell.

Category

1980s American Hats

1980s Jack McConnell Navy Straw and Satin Hat
1980s Jack McConnell Navy Straw and Satin Hat

1980s Jack McConnell Navy Straw and Satin Hat

By Jack McConnell

Located in San Francisco, CA

1980s Jack McConnell Navy Straw and Satin Hat. Navy hat with hand-cut satin petals adorned with rhinestones.

Category

1980s Hats

Jack McConnell Cream Feather Hat with Rhinestone Detail
Jack McConnell Cream Feather Hat with Rhinestone Detail

Jack McConnell Cream Feather Hat with Rhinestone Detail

By Jack McConnell

Located in Topanga, CA

A very unique Jack McConnell design. Cream colored feathers covering the entire v-shaped straw cap, decorated with a heart shaped fan at back. Sculpted fringe feathers are ornately d...

Category

1980s American Hats

Jack McConnell New York Hat
Jack McConnell New York Hat

Jack McConnell New York Hat

Located in Long Island City, NY

Fabulous 1950s Jack McConnell New York Hat. Black Felt with Rhinestones.

Category

1950s American Hats

80s Jack McConell Black Straw Hat w/ White Flowers
80s Jack McConell Black Straw Hat w/ White Flowers

80s Jack McConell Black Straw Hat w/ White Flowers

By Jack McConnell

Located in San Francisco, CA

80s Jack McConell Black Straw Hat w/ White Flowers. 20 1/2" circumference.

Category

1980s American Hats

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Finding the Right Hats for You

The right vintage or designer hat can transform a look. This humble accessory is your reliable pièce de résistance, boosting confidence and lending an air of sophistication to any ensemble.

Functional and a widely renowned, versatile finishing touch when heading out for a night on the town, hats have long been a part of the history of fashion. Wealthy Egyptians, for example, wore hats to keep them cool in the blazing sun.

In the early 1800s, the wide-brimmed bonnets that women wore became increasingly elaborate. The brims broadened and many were embellished with colorful floral decorations. Legendary fashion designer Gabrielle “Coco” Chanel’s career began in millinery, a term that stems from Milan, Italy, as it was the city best known for producing quality hats during the 16th century. That was before she would set the fashion world alight with comfortable and practical jackets and skirts, encouraging women to leave extravagant clothes behind. Halston, who defined the spare, body-conscious style of the so-called Studio 54 era, was the hat designer for Bergdorf Goodman when he first moved to New York City. He had his first encounter with fame in 1961 when Jackie Kennedy wore a pillbox hat he designed.

From fascinators at a prestigious derby to a baseball cap for a walk in the park, there’s a hat for every occasion. When shopping for the right hat, you’ll want to pick one you feel confident in. Think about size too — you don’t want a wide-brimmed headpiece that will hog the spotlight on every occasion (or maybe you do). If you’ve got a petite face, an oversize hat might be too overbearing.

On 1stDibs find an expansive assortment of vintage and designer hats today. You can search for hats by style, designer or color.