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Learn how to style each hat for a phenomenal ‘fit
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A hat is the perfect way to top off any outfit! Read on for a list of 25 types of hats for guys. We’ll explain what each hat looks like, provide an illustration, tell you what it’s made of, and more. Plus, we’ve got expert styling tips from professional stylists on choosing the best hat for you and putting together an outfit that complements both your vibe and your hat.

1

Baseball Cap

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  1. The baseball hat is one of the most popular hat options for men. Baseball hats originated in the mid-1800s as a soft cap with a stiff brim.[1] Once the Detroit Tigers put their logo on the hat in 1901, the baseball hat really took off as a marketing tool.[2]
    • Trucker hats have a foam front and mesh back.
    • Snapback hats have an adjustable plastic closure.
    • Fitted and Flexfit hats don’t have a closure on the back and come in different sizes.
    • How to style: This versatile hat is the perfect accessory for any casual ‘fit! Pair a baseball cap that reps your favorite team with jeans and a tee, choose a monochromatic fitted hat to go with trousers and a button-up, or rock a snapback with sweats and a hoodie.
    • Expert tip: Choose a hat that complements your face shape. Personal Stylist Neepa Sikdar says baseball hats look especially great on oval and round faces.[3]

    Meet the wikiHow Experts

    Neepa Sikdar is a Personal Stylist and the Founder of Accessible Style. With 18 years of fashion experience, Neepa has worked with brands such as Nordstrom and J. Crew and has been featured in publications such as Business Insider.

    Rachel Michael is a Personal Stylist and the Owner of Rachel Michael Styling. With more than six years of experience, she specializes in helping others understand and develop their unique style.

    Melissa Young is a Freelance Fashion Stylist with over 10 years of professional experience. Melissa's objective is to elevate people's confidence and comfort through the power of fashion.

    Jordan Stolch is an Image Strategist, Style Advisor, and the Founder of MiKADO, a concierge personal styling firm. With over a decade of experience, Jordan specializes in helping people build a powerful image.

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3

Bucket Hat

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  1. The bucket hat fits closely to the head and has a brim to keep your eyes out of the sun. These hats have been around since the 1960s, but reached the height of popularity in the 90s and made a comeback in the 2020s! There are tons of styles and materials, from cotton to denim and nylon or polyester.[5]
    • How to style: Pair a bucket hat with casual outfits, like a sweatsuit and sneakers. Personal Stylist Rachel Michael says, “I think it could look cool if you wear a bucket hat with a really nice cool graphic tee with wide or straight-leg jeans.”[6]
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5

Wide Flat Brim Hat

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9

Gambler Hat

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  1. The gambler hat has a cylindrical crown and a broad brim. They’re often made from wool, felt, or straw, and can be worn with a ribbon around the base. A combination of the cowboy hat and fedora, this hat is often associated with the Old West.
    • How to style: The gambler hat is often paired with a button-down shirt. Leave the top few buttons open for a sultry look, or add a vest for a more sophisticated style.
    • Expert tip: Freelance Fashion Stylist Melissa Young says to keep your outfit simple. “When you have a hat on, you don't have to do a lot at all...the hat’s going to do the talking for you,” she explains.[14]
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11

Newsboy Cap

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  1. A newsboy cap has a full, paneled construction with a button on top and a small brim. Also called the paperboy cap, it’s no surprise that these were named after the paper delivery boys who wore them in the early 1900s.[16] Often made from tweed, these are a bit fuller than a flat cap.[17]
    • How to style: The newsboy cap looks great with a suit, but you can also pair it with jeans, a tee, and a blazer.
    • Expert tip: Sikdar recommends a newsboy cap for men with round or oval faces.[18] Plus, Image Consultant & Style Advisor Jordan Stolch says a newsboy cap or fedora “pulls that whole look together. You're going to look super, super stylish if you can rock something like that and feel really confident doing it.”[19]
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  1. Neepa Sikdar. Personal Stylist. Expert Interview
  2. https://manofmany.com/style/types-of-mens-hats
  3. https://www.thefashionisto.com/men/types-of-hats/
  4. https://www.thefashionisto.com/men/types-of-hats/
  5. Melissa Young. Freelance Fashion Stylist. Expert Interview
  6. https://www.thefashionisto.com/men/types-of-hats/
  7. Yvette Jordan. Personal Wardrobe Stylist. Expert Interview
  8. https://www.thefashionisto.com/men/types-of-hats/
  9. Neepa Sikdar. Personal Stylist. Expert Interview
  10. Jordan Stolch. Image Consultant & Style Advisor. Expert Interview
  11. https://www.thefashionisto.com/men/types-of-hats/
  12. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  13. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  14. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  15. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  16. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  17. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  18. https://www.parisiangentleman.com/blog/types-of-mens-hats-can-you-name-these-8-hats
  19. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  20. https://www.parisiangentleman.com/blog/types-of-mens-hats-can-you-name-these-8-hats
  21. https://www.thefashionisto.com/men/types-of-hats/
  22. https://www.thefashionisto.com/men/types-of-hats/
  23. https://www.hatsinthebelfry.com/blogs/news/what-is-a-cloche-hat?srsltid=AfmBOopf7NX1EpbdKp7uVR5hBzXFgiRrEM9-XdgKJKtUTTWBtxfoF_nq
  24. https://www.aracari.com/blog/luxury-travel-peru/the-iconic-andean-chullo-hats/
  25. Tami Claytor. Etiquette Coach. Expert Interview
  26. Ashley Moon, MA. Professional Organizer. Expert Interview

About This Article

Yvette Jordan
Co-authored by:
Personal Wardrobe Stylist
This article was co-authored by Yvette Jordan and by wikiHow staff writer, Sophia Bell. Yvette Jordan is a wardrobe stylist based in New York City, NY. With over 15 years of industry experience, she specializes in styling, organizing, merchandising and visual art. She previously worked as the head stylist for a modeling agency on South Beach and then in visual management in retail stores like Victoria's Secret, Gap, BCBG. In 2020, Yvette transitioned to full-time wardrobe styling, helping inspire confidence in her clients and design a wardrobe they love. This article has been viewed 3,105 times.
1 votes - 0%
Co-authors: 5
Updated: January 10, 2026
Views: 3,105
Categories: Fashion Styles
Thanks to all authors for creating a page that has been read 3,105 times.

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