Our Really Big (& Rad) Guide To Buying Ankle Boots This Fall

Not to play favorites, but if we had to pick from all the boot styles out there, ankle boots would win. For one, they're the most hassle-free to actually get on and off your foot. Of course, I'd be remiss not to acknowledge that some pairs have accoutrements that make them slightly more difficult, but in comparison to boots of other heights, these get practicality. Second, shopping online for ankle boots, as opposed to other types, is way more realistic. More often than not, you can safely buy a pair online because all you have to worry about is whether or not it fits your foot, and not any of the other non-one-size-fits-all parts of your body, like calves or thighs. Have we sold you on them yet?

If so, it's only fair that we offered up a really, really big group of ankle boots for you to consider for your next purchase. Ahead, you'll find black pairs, snakeskin pairs, and metallic pairs, some with a low ankle height so you can show off your socks, some high enough to border on calf-length, and a whole lot that fall somewhere in between. Either way, these picks — even the flashier ones — are guaranteed to keep their cool for many seasons to come.
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Clean, chukka-style boots (like this Camper pair) are in for fall.

Camper Wilma, $260, available at Camper.
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These booties are worth the steep price tag, because you'll actually wear them everywhere.

Sergio Rossi Changeling Booties, $1,110, available at Shopbop.
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Sometimes all it takes is a pop of silver to pep up your look, but that doesn't mean you need to break the bank to have a statement boot you love.

River Island Silver Zip Front Boots, $90, available at River Island.
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Zara did it again. The wooden sole brings these boots to a new level.

Zara Leather High Heel Ankle Boots with Wooden Sole, $179, available at Zara.
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This burnt-orange color is a cool departure from your average black bootie.

Reine Nen Ring Middle Boots, $298, available at W Concept.
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Sometimes a lower-cut ankle boot is the move. That way, you can show off your sock game, too.

Tibi Marlow Booties, $465, available at Tibi.
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The extra eyelets and creative lacing put a cool twist on this classic.

Dr. Martens Daria Multi-eye Combat Boot, $165, available at Dr. Martens.
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This furry heel is what's up. While it might not be the most practical shoe, it's definitely the coolest.

Miu Miu Bickle Patent Leather & Shearling Block Heel, $990, available at Saks Fifth Avenue.
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For the past few seasons, Dorateymur has consistently made ahead-of-the-curve shoes that still look cool for seasons to come. These boots are no different.

Dorateymur Automatic Bran Suede Boots, $535, available at Opening Ceremony.
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Snakeskin boots come and go every few seasons. Turns out they're back this fall, so try them out instead of another pair of black boots.

Topshop Max Snake Sock Boots, $170, available at Topshop.
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These Gucci ankle boots are classic, but the red-and-green detail makes them anything but boring.

Gucci Leather Ankle Boot, $980, available at Gucci.
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Sometimes wild is just what you're looking for.

Anouki Embellished Leather Ivory Ankle Boots, $584, available at Runway2Street.
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There's no shame in wanting a solid black pair of ankle boots. These are choice because the zipper detail extends all the way through the toe.

Vagabond Daisy, $180, available at Vagabond.
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Believe it or not, these shoes are navy blue.

Aldo Sully, $130, available at Aldo.
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Chelsea boots are always on trend. This season, it's all about a chunky take on the traditional style.

Mango Platform Leather Ankle Boots, $99.99, available at Mango.
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A classic silhouette with a biker twist.

Frye Natalie Triple Buckle, $398, available at Frye.
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Try a funky pair of black boots this season. These will amp up your outfit instead of just complementing it.

ASOS Antos Leather Chelsea Ankle Boots, $96.74, available at ASOS.
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Can't decide between silver or gold? Now you don't have to.

Proenza Schouler Leather Curved Heel Ankle Boots, $1,058, available at MatchesFashion.
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The patent leather dresses up this otherwise casual boot.

Charles & Keith Chukka Wedge Boots, $69, available at Charles & Keith.
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Hello, shearling.

Coach 1941 Moto Hiker Boot With Shearling, $450, available at Coach.
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A vintage-feeling throwback, but in the best way.

Rachel Comey Raine, $690, available at Rachel Comey.
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Prada always pushes the boundaries well. You can count on these weird boots being It for fall.

Prada Ankle Boot, $1,150, available at Prada.
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Cooler temps mean cold rain showers and even snow, so you'll want a pair of sleek, waterproof shoes to keep your feet dry. Look no further.

Hunter Women’s Original Refined Chelsea Gloss Boots, $145, available at Hunter.
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Go for the gold.

Maryam Nassir Zadeh Agnes Metallic Leather Ankle Boots, $550, available at Browns Fashion.
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How about a pair that feels futuristic and Western? We're not mad at it.

H&M Patent-leather Boots, $111.75, available at H&M.
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Velvet boots will add dimension to your look.

Steve Madden Edit, $99.95, available at Steve Madden.
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Alexander Wang figured out how to turn a moccasin into the super-cool boot of our dreams.

Alexander Wang Selma Boot, $495, available at Alexander Wang.
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This season, were all about the simple elegance of a high-cut ankle boot.

Finery London Stephanie Leather Height Boot, $209, available at Finery London.
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Confused as to which pair to buy? Let Forever 21 do the deciding for you with this chic pair of affordable ankle boots.

Forever 21 Faux Suede Ankle Booties, $34.90, available at Forever21.
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This outdoorsy ankle boot is great for all the bad weather to come.

Sorel Women’s Out N About Leather Boot, $115, available at Sorel.