10 Celebrity-Inspired Trending Fall Boots You Can Still Get at Amazon Prime Big Deal Days

The air is turning crisp and leaves are beginning to fall, which can only mean two things: cozy sweaters and comfy pants. But don't forget about shoes, especially while Amazon Prime Big Deals Day is still happening.

So many fall boots are available at Amazon's fall Prime Day for as little as $30, including styles like the ones we've spotted on celebrities such as Taylor Swift, Jennifer Lopez, and Laura Dern. Whether you're looking for a new pair of classic black boots or something trendy (hello, cowgirl!), Amazon has got you covered with these tall boots, Chelsea boots, Ugg lookalikes, and thigh-high boots, all on sale for a limited time.

Trending Fall Boot Deals at Amazon October Prime Day Modatope Knee-High Boots

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Taylor Swift wore timeless black boots while out in New York City last month. To copy her look, consider adding these boots to your cart today. Their tall shaft will keep your calves warm in cool weather. They have a square toe and a chunky platform heel that's stylish. In addition to black, you can get them in 14 other colors, like brown and khaki.

Dream Pairs Cowboy Boots

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Laura Dern is breaking out her inner cowgirl for fall. While visiting Good Morning America, the actress wore a pair of black cowboy boots. Get in on the trend with these black cowboy boots from Amazon: The pointed toe, stretch side panels, and thick heel make them so easy to wear. They also have a padded insole to cushion and support your feet.

Project Cloud Suede Ankle Boots

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It's no secret that Hollywood is obsessed with Ugg boots. Lopez recently brought the fluffy boots to new heights with the brand's Classic Ultra Mini Platform shoes. Get a similar style on sale at Amazon with this pair that has a genuine suede upper and a chunky platform to give you some height. The mini silhouette gives them a slipper appearance and allows your ankles to breathe, but since the sole is durable, you can wear them both outside of the house too.

Mysoft Chelsea Boots

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If you already have a pair of tall boots, give Chelsea boots a try. The style has been seen on Jessica Alba and Gwyneth Paltrow throughout 2024, and now Kate Winslet is bringing them into fall. She recently wore light brown boots while out in New York City, and this pair looks so similar. Along with a platform sole with traction to stabilize your feet, the zipper-free shoes have breathable mesh sides and a pull tab on the back so that you can slip them on. 

"These boots are a delightful combination of comfort and style. The fit is incredibly comfortable, providing support for long periods," one reviewer noted.

Dream Pairs Thigh High Black Boots

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Lily Collins' recent take on classic black boots was a thigh-high style that let her tackle fall style without freezing. These similar-looking boots at Amazon have a tall design that keeps you covered. They have an inner half-zipper that makes slipping into them a breeze. The footbed is lightly cushioned to support your feet, and you can get them in both faux suede and faux leather material.

Dream Pairs Buckle Riding Boots

Jennifer Lopez/Instagram

Lopez is giving us all of the fall boot inspo lately. On Instagram, her fall-friendly outfit included classic brown boots, but with a stylish twist: buckles! A lookalike at Amazon is going for less during October Prime Day. Like hers, these boots have a knee-high silhouette, a 1.5-inch chunky heel, and cushioned insoles. The elastic side panels gives them some stretch to move with you.

Dream Pairs Pointed Toe Tall Boots

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Eva Mendes turned heads in New York City in a leopard-print dress, a cool blue trench coat, and pointed-toe black boots, so get a sleek pair of similar boots at Amazon. The pointed toe is an easy way to make your outfit appear more elegant without thinking about it. One shopper called them "versatile," stating that they have worn them "so many times" with jeans, dresses, and skirts.

Myosoft Slouchy Knee-High Boots

Amazon

If you already own a pair of classic cowboy boots, consider this slouchy suede version of the trend, which is a warm and practical choice for cool weather. Plus, slouchy boots have been a celebrity go-to in previous years — and trends always come back around. 

Cushionaire Pull-On Boot

Amazon

You can never have too many furry boots! This pair reminds us of the mini Uggs that Jennifer Garner is a fan of. It has a similar silhouette, but with a breathable ankle cut that really gives them a slipper-like appearance. They come in popular chestnut, plus other seasonal hues like gray and black.

Athlefit Chelsea Boots

Amazon

Oprah is another fan of Chelsea boots, and you can get a pair that looks just like hers during October Prime Day. These popular boots have over 2,200 five-star ratings, an anti-skid design, and mesh sides that are stylish, breathable, and functional for slipping them on. The chunky 2.3-inch heel means you can dress them up or down.