17 Trendy Fall Hats Under $100 to Get Your Hands On Before They Sell Out

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Hats are an autumn style staple (also a girl’s best friend between hair wash days.) Fall fashion forecasts are predicting a lot of repeats from last year like bucket hats, leather and monochrome, but we are also seeing a lot of other styles pop up like gingham patterns, bold colors, trucker hats and western. From cowgirl hats to sporty baseball caps (yes, even if you aren’t a sports fan), we could not be more excited to decorate our heads with these trendy accessories.

Without further ado, these styles and hat choices are our favorites for fall this year.

The One Fall Fashion Trend We Just Didn’t See Coming

amazon cowgirl

1. uwantc Western Cowboy Hat

Best for Country Themed Outfits

At nearly 2,000 five-star ratings, this well-loved hat will have you itching to buy some cowgirl boots to match. This hat should fit snug on your head and since it has a harder base under the fabric, it’s important you align your measurements with the fit before purchasing.

lulus white cowgirl hat

2. lulus Cowboy Like Me Wide-brim Hat

Best Cowboy Hat

Looking for a more subtle western vibe? This bone-colored cowboy hat is accented with a brown leather cord around the head to break up the monochrome effect. This would complement a black midi dress and leather or corduroy jacket well to complete your edgy western look.


3. beechfield Unisex Jersey Athleisure Baseball Cap

Best for Athleisure Wear

A basic black baseball cap is a great accessory to throw on with a simple dress or cute athleisure ensemble. We love that this one doesn’t have a logo making it more versatile to wear with basically anything.

Urban Outfitters

4. ’47 New York Yankees Classic Baseball Hat

Best Sporty Hat

This hat has been everywhere lately and we can see why. Sporty fashion is a fun and effortless way to look trendy while being *super* comfortable. If the New York Yankees aren’t your cup of tea, a basic version of your team of choice will look just as stylish.


5. everlane The Baseball Cap

Best Basic Hat

This 100 percent organic cotton baseball cap just so happens to be in our favorite color for fall and we can’t wait to get our hands on this one. It has an adjustable strap on the back for easy fit customization and is available in four beautiful shades.

von dutch
Urban Outfitters

6. vintage ‘90s Von Dutch Trucker Hat

Best for Y2K Fashion

Thanks to the early ‘00s fashion queens, Paris Hilton and Nicole Richie, we have this iconic hat style that’s made its way back into our trend queues. The boxy fit and mesh back wouldn’t be complete without the famous Von Dutch logo.

The Drop

7. nerdy Fresh The 1992 Trucker Hat

Best for Wearing Backwards

This option has an edgier kick to it from the flatter brim and Los Angeles logo. The crown and bill have a foam padding adding to the oversized dimensions of the style and we are loving the dark green for the season.

red beret

8. asos Wool Beret

Best Classy Hat

“Emily in Paris” anyone? Berets are a lovely feminine touch to any autumn outfit and this classic choice will add a pop to a basic color palette. Grab it in a small/medium or medium/large based on your head’s measurements.

leather beret

9. asos Vinyl Beret

Best Edgy Hat

The vinyl material on this beret gives a ‘90s fashion flare we can’t get enough of. Pair this with a mini skirt, tights, and collared shirt under a sweater for a Blair Waldorf meets Hilary Banks pop culture homage.

verishop bucket

10. morning News Bucket Hat

Best Casual Hat

This terry cloth hat is a comfortable choice for a simple outfit. We love this styled with a pair of bubble braid pigtails to achieve the ultimate Y2K themed look.

patched hat
Urban Outfitters

11. bdg Patchwork Corduroy Bucket Hat

Most Unique Hat

Looking to switch up your style? An accessory is a great place to start. A monochromatic outfit topped with this distressed, patched bucket hat will help you add a fun new component to your personal style. The different colors in this hat are perfect for matching with many different looks.

amazon patent bucket hat

12. lanliebao Wide Brim Bucket Hat

Best Waterproof Hat

Pop your hair up in this hat on a rainy day because it is 100 percent waterproof. The patent vinyl material is not only effective at deterring water, but also a cute way to incorporate some grunge into your style.

black flat brim hat nordstrom

13. brixton Joanna Wool Felt Fedora

Best Everyday Hat

Fedoras are back and we are channeling the confidence of Al Capone to pull off this hat. The basic black wool is a great combination for fall fashion, and we can already smell the pumpkin spiced lattes we will be sipping in this.

amazon fedora

14. lisianthus Belt Buckle Fedora Hat

Highest Rated Hat

You get two accessories for the price of one in this hat. The belt detail around the crown is a favorite of many but can be easily removed if desired. With a whopping 24,000 five-star ratings, you’re going to love this hat. One reviewer says, “One of the best hats I’ve ever purchased! Love that it’s adjustable so it fits even us smaller-headed gals. Definitely getting in more colors!”

urban outfitters flat brim hat
Urban Outfitters

15. uo Flat Brim Felt Fedora

Best for Small Heads

This fedora has a flexible brim and would look perfect for a day out and about with your friends or a date night. Reviewers say it runs a bit small so make sure you’re aware of your measurements before you order.

zulu hat

16. lack Of Color Zulu Hat

Best Fall Hat

Pumpkin patch, anyone? Pop this on with some big curls in your hair for a girly and perfectly seasonal look. The material is thinner and more flexible, so you won’t overheat your head if you’re out in the sunshine.

treasure and bond

17. treasure And Bond Felt Rancher Hat

Best for Large Heads

The distressed wool and minimal leather tie on the crown create a rugged and western style. It runs a smidge big, so if you have a larger head or prefer your hats on the oversized side, this hat is perfect.

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Commerce Editor

Olivia Dubyak is PureWow's Commerce Editor and textbook Capricorn. She studied journalism at Duquesne University in Pittsburgh, Pennsylvania, but has gone from New York City to...