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Cha Cha Gambler Hat

Cha Cha Gambler Hat

Regular price $ 410.00 USD
Regular price Sale price $ 410.00 USD
Sale Sold out
Shipping calculated at checkout.

Meet the "Cha Cha," a signature piece that tells a story of individuality and flair, handcrafted with precision and care by the artisans at Cha Cha's House of Ill Repute, a distinguished woman-owned millinery nestled in the vibrant heart of New York City. Designed for those who find the classic fedora a touch too common, the "Cha Cha" offers a distinctive alternative, embracing the bold spirit of its creator, Cha Cha herself.

Crafted on a made-to-order basis, this hat is a true labor of love and dedication, ensuring that each piece is as unique as the person who wears it. The "Cha Cha" is more than just a hat; it's a statement of style and a nod to the daring. With a silhouette that draws inspiration from the timeless gambler hat, it features a stately, western-style crown and a brim with a genteel upturn that adds a hint of mystique to its profile.

The choice of material speaks volumes, with a luxurious black velour fur felt that commands attention while promising comfort and durability. It is accentuated with meticulously placed lambskin piping that adds a subtle, tactile contrast to the smooth felt. This hat exudes a rock n' roll essence, further enhanced by the metallic black lace that coyly reveals itself beneath the black grosgrain ribbon, coupled with an overlay of supple suede cord.

The "Cha Cha" is a harmony of textures and hues, crowned with an artful arrangement of turkey and guinea hen feathers that contribute an organic touch, completing the hat's edgy yet elegant character. Inside, the satin liner offers a secret caress to the wearer, a luxurious detail that remains hidden to all but the bearer.

With its blend of the classic and the contemporary, the "Cha Cha" felt Gambler hat is not just an accessory but an extension of personal style, for those who are unafraid to make their mark with confidence and sophistication.

As a special gift to all of our customers, your hat will be shipped in a Cha Cha's House hat box, perfect for storing your new hat!



Gambler Style, Telescope Brim, Luxurious Fur Felt, Detail Oriented Layered Trim.




!00% Velour Finish Rabbit Fur Felt, Rayon Lace, Rayon Grosgrain, Lambskin, Suede Cord, Turkey and Guinea Hen Feathers.


4" Crown, 3" Brim


• Store in hat box, in cool, dry place
• Avoid getting your hat wet
• Handle by brim as much as possible
• Use lint brush or roller to clean surface


• Spot clean with a clean, soft tooth brush dipped in warm water
• Do not use soap or cleaning solution of any kind
• Email us if you have a tougher stain and we will do our best to help.

Shipping & Returns

Please note all hats are made to order and non-refundable. Shipping is free and hats ship in two weeks. For full terms + conditions, click here.

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  • Made in the USA

     All hats are made in NYC and are hand blocked on Cha Cha's collection of vintage and specially designed blocks. Cha Cha uses the finest quality straws and felts.

  • *Free Shipping

    Once shipped, expect delivery within the USA in 2-10 days.

    International delivery takes 10-20 days.

Custom Made vs. Made to Order

  • Custom Made

    Custom made hats are created with the client for a special occasion or holiday, horse racing events or just because. In this case we ask that you make an appointment to visit the studio either in person or virtually. We will discuss your needs, choose materials and trims and begin building your custom hat. If you are trying to match an outfit we ask that you provide a swatch. Prices for custom hats start at $650. Please visit the Custom Hats page for more information.

    We look forward to collaborating with you on your hat journey. 

  • Made to Order

    All hats on our website are made to order. Once you click buy we begin working on your hat. We order your materials and start gathering trims. You may notice slight variations in trim. This is due to availability, dye lot changes and of course feathers are each unique. You may notice something extra on your hat. Sometimes we get inspired and add an extra feather or a vintage pin that seems to fit just right on your hat. Especially if you are a repeat client and we have gotten to know your style. 

    Choosing your hat size is very important so we are sure to make a hat that will fit you well. Please visit the hat sizing guide for more information and tips on measuring your head if you are unsure of your head size.