Newsboy/Flat Caps

This cap style has many names, Ivy cap, Gatsby cap, Driving cap and many, many more. In 1571 an act of parliament was created  that required all males over the age of six to wear a wool flat cap apparently  to stimulate wool consumption in England. This law didn’t apply to the upper class. So it was the working class who got to wear the cool caps and eventually its popularity spread across the world.
Woman wearing grey houndstooth newsboy cap by Conner hats

Collection Overview

From the bustling streets of old England to the contemporary avenues of today's metropolitans, Newsboy Caps have withstood the test of time. With a lineage dating back to the 16th century, these iconic caps, also renowned as Ivy caps, Gatsby caps, and Driving caps, began as a symbol of the English working class but soon evolved into a global fashion emblem.

Man wearing weathered cotton newsboy cap flat cap in color Brown

Product Highlight

The Merrik Cotton Newsboy Cap is designed for both style and protection against the elements. It's made from a water-resistant cotton blend known as Weathered Cotton (52% Cotton, 48% Polyester). This cap can be packed flat for travel, making it a convenient choice for on-the-go wear. It also features an organic cotton sweatband, labels from organic cotton printed with vegetable dyes, and all tags are FSC Certified. This hat is handmade in Sri Lanka and offers free shipping for orders over $75.

Man outside near lake wearing cotton Newsboy Flat Cap with leather accent and buttons

Material Spotlight

Wool - The Heart of the Newsboy Cap: At the very core of the Newsboy Cap's legacy lies wool - a material that's as rich in history as the cap itself. It's not just about honoring tradition; wool brings durability, warmth, and a plush texture that enriches the cap's aesthetics.

Man sitting in Newsboy flat Cap outdoors under a tree

Why Choose Our Newsboy Caps

Historical Elegance: Our Newsboy Caps carry forward the essence of old England, merging historical significance with contemporary design. Quality Craftsmanship: Each cap is meticulously crafted, embodying both comfort and durability. Versatile Style: Whether you're driving through the countryside or exploring urban alleys, our caps fit seamlessly with any outfit or occasion. Authentic Materials: Made from premium wool, our caps not only pay homage to tradition but also offer unmatched quality.

Let customers speak for us

from 3411 reviews

Love it ! So cute on ! Great quality and color
Is flattering!

Kathy Kats
Mt. Warning Wool Boho Hat
Mt. Warning Wool Boho Hat

I have the hat from a previous purchase. I like it. I ordered the same size I already had and it was much larger than my original hat so I sent it back. I wear 7 5/8”. Your sizing is now wrong

GARY BEEBE
Bounty Hunter Water Resistant Cotton Hat
Bounty Hunter Water Resistant Cotton Hat
Great hat

The size fits and it has great style. Plus is is packable

Anonymous
Indy Crushable Wool Hat
Indy Crushable Wool Hat
Great hat!

This hat is comfortable, well-made, and stylish! I love it!

Basador owner
Indy Crushable Wool Hat
Indy Crushable Wool Hat
Great hat

Very nice hat! Fits my face perfectly. Thank you!

John McBride
Wide Open Spaces Outdoor Hat
Wide Open Spaces Outdoor Hat
I like it

Good fit, good look. Love the smell.
A little bling without going overboard.

Jackie Hughes
Buffalo Nickel Leather Hat
Buffalo Nickel Leather Hat
Excellent Buy

Great hat for all occasions. As promised.

Thomas Kersting
Mountain Trail Waxed Cotton Hat
Mountain Trail Waxed Cotton Hat
My new favorite!!

I am so excited with this hat. Definitely my new favorite for the summers. Fits exactly to size. Comfortable and stylish. Just wished I had this hat back in the 80’s and 90’s golfing in Texas.

Bob Sievewright
Aussie Golf Soakable Mesh Hat
Aussie Golf Soakable Mesh Hat

Super high quality, superior packaging, the included inserts fine tuned the fit perfectly. Along with the super quick shipping, I can't say enough good things about how cool the hat is! It would be a mistake to order from anyone except Conner!

Tim
Jackeroo Crushable Wool Hat
Jackeroo Crushable Wool Hat

Wow, well made top hat is what the bartender ordered for the Dickens Fair

Madhusudhan
Steampunk Wool Top Hat
Steampunk Wool Top Hat

Looks better in person and fast shipping.

Madhusudhan
Free Unlimited Return for Store Credit or Exchanges for $1.98 via re:do Valid in US.
Free Unlimited Return for Store Credit or Exchanges for $1.98 via re:do Valid in US.

Looks better in person and fast shipping.

Madhusudhan
London Lace Victorian Ladies Hat
London Lace Victorian Ladies Hat

A great hat. I usually wear a bucket hat in the summer. Great winter hat(warm) that still has a smaller leather brim.

Charles Gatlin
Weathered Cotton Bucket Hat
Weathered Cotton Bucket Hat
Tracker Hat

This is my second hat from Conner and yet again 100% pleased!

Wayne Childress
Tracker Water Resistant Cotton Outback Hat
Tracker Water Resistant Cotton Outback Hat

Very nice quality.

Donald Comish
Wide Open Spaces Outdoor Hat
Wide Open Spaces Outdoor Hat
Cloth Hat Sale Bashford Newsboy Cap

Styling Tips

Casual Cool: Pair your Newsboy Cap with a casual tee, rugged jeans, and leather boots for a laid-back look. Classic Gentleman: Elevate your style by teaming the cap with a tailored suit, crisp shirt, and polished shoes. Weekend Drive: Don the cap with a polo shirt, chinos, and driving shoes for a relaxed yet stylish road trip attire. Evening Out: Match your Newsboy Cap with a sleek jacket, dark jeans, and ankle boots for an effortlessly suave night-out ensemble. Dive into our collection and embrace a hat that's not just about fashion, but a rich tapestry of history, class, and culture. With our Newsboy Caps, you don't just wear a hat; you wear a legacy