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.
1 of 40
Go brogue or go home.
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2 of 40
Blue steel.
3 of 40
Wear these retro platforms with your equally throwback-y flares.
4 of 40
These boots have us seeing stars.
5 of 40
The Little Black Bootie you'll be wearing every. single. day.
6 of 40
Just itching to break out your fall wears? Don't worry — there's a cutout boot for that.
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7 of 40
Never too early to get started on those winter whites...while still working on those summer ones.
8 of 40
Half sneaker, half boot, all awesome.
9 of 40
Brown-soled beauty.
10 of 40
Blink and you might miss the subtle but oh-so-sleek texture-mixing happening on this heeled number.
11 of 40
Disco on your feet.
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12 of 40
What's black, white, and has our name all over? Oh, sorry, your. We meant your.
14 of 40
Put your love for denim to the ultimate test by turning your Canadian tuxedo into a three-piece suit.
15 of 40
Just witchin'.
16 of 40
The light wooden heel and pastel canvas shell bring a summertime sensibility to your fall wardrobe.
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17 of 40
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.
18 of 40
The other kind of silver fox.
19 of 40
It's all in the details.
20 of 40
Buckle up — it's going to be quite the ride.
21 of 40
Dare to dream and wear your pastels in the fall. Groundbreaking, we know.
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How the West was won.
26 of 40
Glitter all over says: I'm always ready to party (and also, I leave my trace wherever I go).
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27 of 40
You can't mess with a classic — but you can add sophisticated quilting to make an oldie feel fresh.
28 of 40
Sweet like tangerine.
29 of 40
A subtle, mixed-texture ode to the West.
30 of 40
The English countryside meets Mayfair in this patent leather bootie.
31 of 40
Not your typical lace-up — but why be typical anyway?
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32 of 40
Nineties kid, meet your high-fashion match.
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34 of 40
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.
35 of 40
Brown boots don't have to feel drab: This sophisticated pair has a contrast block heel and elastic panels for a preppy colorblock situation.
36 of 40
Plucked straight out of a garden in 1979.
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37 of 40
Fringe benefits.
38 of 40
Because you don't have time to overthink socks.
39 of 40
Big, big bootie.
40 of 40
An unexpected pop of color against your all-black wardrobe.
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