The Best Fall Ankle Boots For Every Budget

When it comes to transitioning our wardrobe for fall, some swaps come easier than others. A jersey turtleneck? Sure, we'll wear that under our sleeveless shift. Corduroy skirts? Why not. Tights? Whoa, hold on there; let's not get ahead of ourselves. If you want to dip your toes in cold-weather dressing, all you have to do is...well, cover them.

It's all about baby steps. Like it or not, soon we'll be in bootie season — not quite boot season, but getting there. A sleek, ankle-grazing shoe can step up, elevate, and slowly nudge the rest of your dressing towards a more heat-retaining state. And now's the right time to pick up a fresh new pair. We rounded up the sleekest ankle boots for every budget, from cheap thrills to designer dreams. Now step to it.
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Go brogue or go home.
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Blue steel.
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Wear these retro platforms with your equally throwback-y flares.
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These boots have us seeing stars.
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The Little Black Bootie you'll be wearing every. single. day.
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Just itching to break out your fall wears? Don't worry — there's a cutout boot for that.
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Never too early to get started on those winter whites...while still working on those summer ones.
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Half sneaker, half boot, all awesome.
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Brown-soled beauty.
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Blink and you might miss the subtle but oh-so-sleek texture-mixing happening on this heeled number.
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Disco on your feet.
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What's black, white, and has our name all over? Oh, sorry, your. We meant your.
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Put your love for denim to the ultimate test by turning your Canadian tuxedo into a three-piece suit.
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Just witchin'.
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The light wooden heel and pastel canvas shell bring a summertime sensibility to your fall wardrobe.
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A fall classic gets a futuristic upgrade with a thick lug sole, a sleek leather upper, and an elastic band than runs all the way down the side.
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The other kind of silver fox.
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It's all in the details.
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Buckle up — it's going to be quite the ride.
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Dare to dream and wear your pastels in the fall. Groundbreaking, we know.
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How the West was won.
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Glitter all over says: I'm always ready to party (and also, I leave my trace wherever I go).
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You can't mess with a classic — but you can add sophisticated quilting to make an oldie feel fresh.
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Sweet like tangerine.
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A subtle, mixed-texture ode to the West.
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The English countryside meets Mayfair in this patent leather bootie.
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Not your typical lace-up — but why be typical anyway?
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Nineties kid, meet your high-fashion match.
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Not your typical Louboutin sole, but still eye-catching: These Chelsea boots are trimmed with a braided-leather-and-metal chain, making your fall-back shoe your new statement-maker.
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Brown boots don't have to feel drab: This sophisticated pair has a contrast block heel and elastic panels for a preppy colorblock situation.
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Plucked straight out of a garden in 1979.
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Fringe benefits.
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Because you don't have time to overthink socks.
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Big, big bootie.
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An unexpected pop of color against your all-black wardrobe.

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