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23 Stylish Boots We Discovered on Amazon

Whether you're into ankle booties or OTKs, we have you covered.

By Trang Trinh and Bianca Rodriguez
coolest boots to buy on amazon
Amazon

Is there a shoe that works harder than the boot? Styled with a flirty dress, fun trousers, or trusty denim, it's a fact that boots pair well with everything, every season. Come cooler temperatures, upgrade your collection with trendy and timeless styles alike. Fortunately for us, Amazon carries quite the array. From the Y2K UGG comeback to cheeky cowboy boots, the mega-retailer has you covered from trend to trend and every style in between.

We've done the research, so you don't have to. Ahead, shop the coolest boots you can buy on Amazon.

Chinese Laundry Good Day Fashion Boot

On Sale
Good Day Fashion Boot

Chinese Laundry Good Day Fashion Boot

Now 60% Off
$40 at Amazon

Snakeskin should be considered a neutral at this point. Reviewers say these tend to run large, so keep that in mind when choosing a size.

Soda Lug Sole Chelsea Boot

On Sale
 Lug Sole Chelsea Boot

Soda Lug Sole Chelsea Boot

Meet your new favorite everyday shoe. These lug-sole Chelsea boots polish up any outfit (we would even pair this with a sweatsuit).

Sam Edelman Codie Fashion Boot

On Sale
Sam Edelman Codie Fashion Boot

Sam Edelman Codie Fashion Boot

Now 60% Off

With a flared heel and slim silhouette, you'll be serving looks in these—choose from ten colors and materials.

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Franco Sarto Janna Over-The-Knee Wide Calf Boot

Editor’s Choice
Janna Over-The-Knee Wide Calf Boot

Franco Sarto Janna Over-The-Knee Wide Calf Boot

Editor’s note: These over-the-knee boots have serious stretch and blissfully glide over my wide calves. I can’t recommend them enough. If you’re searching for the perfect pair of calf-friendly boots, end your search here and pick a pair of these up.

swedish hasbeens Stitchy Boots

On Sale
Stitchy Boots

swedish hasbeens Stitchy Boots

Now 25% Off

A ‘70s moment, designed for the modern-day woman in mind. Wear them with your favorite flowy dress for a dainty moment, or your favorite sweater and jean combo when you want things a little more streamlined.

Juliet Holy Lug Sole Ankle Boots

On Sale
Lug Sole Ankle Boots

Juliet Holy Lug Sole Ankle Boots

These aren't just any lug sole Chelsea boots, but one with the most stylish lug sole.

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N.N.G Suede Over Knee Boots

Best Seller
Suede Over Knee Boots

N.N.G Suede Over Knee Boots

Now 34% Off

These 100% suede thigh-high boots hit all the right notes: luxe, warm, flattering, and most of all, extremely comfortable with its block heel.

UGG Classic Ultra Mini Boot

Classic Ultra Mini Boot

UGG Classic Ultra Mini Boot

The early aughts are back and comfier than ever. Try this sleek spin on the traditional UGG boot with a hyper-short cut.

Steve Madden Tackle Ankle Boot

On Sale
Tackle Ankle Boot

Steve Madden Tackle Ankle Boot

Now 33% Off

Bring on the capital F Fashion with this architectural heel and a slim, pointed toe.

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SCHUTZ Juany Boots

Juany Boots

SCHUTZ Juany Boots

A mid-calf boot with a chunky low heel is always a good idea, especially if it's made from durable cowhide leather.

Sorel Joan of Arctic Next Boots

Joan of Arctic Next Boots

Sorel Joan of Arctic Next Boots

Snow days have finally met their match with these waterproof boots from Sorel. The modeled rubber outsole keeps your toes extra toasty, so you can keep moving all day long.

planone Ankle Rain Boot

On Sale
Ankle Rain Boot

planone Ankle Rain Boot

Now 33% Off

Bring a pop of color into your life on dreary days with this sunny rain boot. If you err towards neutrals, this waterproof boot comes in seven colorways.

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Circus by Sam Edelman Indy Snow Boot

Circus by Sam Edelman Indy Snow Boot

Circus by Sam Edelman Indy Snow Boot

Where fashion marries functionality, these boots can be dressed up or down, all while keeping you warm.

Chooka Sherpa Lined Waterproof Chelsea Bootie

On Sale
Sherpa Lined Waterproof Chelsea Bootie

Chooka Sherpa Lined Waterproof Chelsea Bootie

Now 39% Off

One reviewer tells it all: "Sleek, dull black, makes these look good with jeans or leggings. Nice faux fur lining on the inside. Easy to slip on and off. They come to right above the ankle and they don't stick out at the top too far so that even a pair of straight leg jeans can fit over them."

Vivianly Square Toe Heeled Boots

On Sale
Square Toe Heeled Boots

Vivianly Square Toe Heeled Boots

This slim-fitted boot features a block heel so you get the height without sacrificing comfort. One reviewer confirms, "Durable and well-made! We get tons of cold & snow during the winter months so these boots are perfect. They are very comfy."

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Asgard Chelsea Rain Boots

On Sale
Chelsea Rain Boots

Asgard Chelsea Rain Boots

Now 34% Off

Rain gear can be cute, too—try this option disguised as a traditional Chelsea boot.

DREAM PAIRS Block Heel Zip Booties

On Sale
Block Heel Zip Booties

DREAM PAIRS Block Heel Zip Booties

Now 38% Off

Coming in twelve different patterns, materials, and colors, this is the perfect boot to elevate your outfits.

Sweetheart Cowboy Boots

On Sale
Sweetheart Cowboy Boots

Sweetheart Cowboy Boots

Now 10% Off

Statement boot anyone? These cheeky cowboy boots come in twelve fun colorways.

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Sam Edelman Ankle Boot

On Sale
Sam Edelman Ankle Boot

Sam Edelman Ankle Boot

You'll be the most stylish in the room with these leather ankle boots featuring an unexpectedly yet elegant slanted heel.

Coconuts by Matisse Western Boot

On Sale
Western Boot

Coconuts by Matisse Western Boot

Now 20% Off

Add some flair to your outfit year-round with these vegan cowboy boots.

Headshot of Trang Trinh
Trang Trinh

Trang Trinh is ELLE.com's freelance ecommerce writer.

Headshot of Bianca Rodriguez
Fashion & Luxury Commerce Manager

Bianca Rodriguez is the Fashion & Luxury Commerce Manager at Hearst Magazines, covering fashion, beauty, and more for Cosmopolitan, Elle, Esquire, Harper’s BAZAAR, and Town & Country. She likes lounging about with a good book and thinks a closet without platform sneakers is a travesty.

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