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fall reboot
October 1, 2014

The 25 Chicest Fall Boots Under $350

By Diana Tsui

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Now that it’s October, it’s time to let go of the cold-weather denial. You’ve already swapped the tank tops for long sleeves — and it’s about time to give those sandals a rest. It won’t be long before you’ll need a good pair of boots, and luckily there are a bunch of cool styles that clock in at $350 or less. Looking for a knee-high version to wear with a mini? H&M has a black suede pair that retails for $59.95. Or maybe you want something that you can wear to commute to and from work? Forever 21, COS, and Cheap Monday all have stacked-heel styles that can easily handle a dash for the train.

Click ahead to see the 25 best affordable pairs that’ll keep you toasty and chic all winter long.

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This menswear-inspired bootie is a great option for commuting to work. Pair it with a slim black suit. 
Don't be afraid of a light-colored boot — just use a protectant spray to keep them looking like new. This nude version would look fantastic with ... Don't be afraid of a light-colored boot — just use a protectant spray to keep them looking like new. This nude version would look fantastic with cuffed jeans and a cozy, ivory cable-knit sweater.
With a stretchy back panel, these knee-high boots won't squeeze your calves. Try them with an A-line mini for a modern spin on '60s mod styling.
If you're a fan of '90s nostalgia but want a flashier take on the lug-sole boot, try this patent pair. Take a cue from Clueless and wear it with ... If you're a fan of '90s nostalgia but want a flashier take on the lug-sole boot, try this patent pair. Take a cue from Clueless and wear it with a plaid skirt — but skip the pleated style for a refined pencil version.
An asymmetric zipper lends toughness to the classic stacked-heel style and would look good with nearly everything in your closet.
Chelsea boots are a great closet staple but instead of classic black, why not try them in a rich burgundy patent? It's a subtle way to add color to a ... Chelsea boots are a great closet staple but instead of classic black, why not try them in a rich burgundy patent? It's a subtle way to add color to a dark winter wardrobe. 
If you're going to attempt light-colored hues head to toe, this boot would be ideal paired with a white or pale-gray midi-skirt.
If you like all-black everything, look to styles that add texture, like this croc-embossed version.
Riding boots always feel timely in the fall, especially when worn with jeans tucked in. 
Western-inspired boots feel tricky to wear, but the gold-trim toe is a fun way to mix up your black-bootie game.
For the combat-boot purist, the Doc Marten gets reimagined in all black, down to the sole. Skip the jeans for this style — its wonderfully clunky shap... For the combat-boot purist, the Doc Marten gets reimagined in all black, down to the sole. Skip the jeans for this style — its wonderfully clunky shape works best with short dresses and skirts that reveal plenty of leg.
A tiny notch on the back of this deep-red pair is a subtle detail that's meant for showing off your socks. Try a black-and-white plaid pair for a fun ... A tiny notch on the back of this deep-red pair is a subtle detail that's meant for showing off your socks. Try a black-and-white plaid pair for a fun combination.
When pony hair is done right, it makes any style look especially luxurious. Just keep an eye on the weather, because this skin should not get wet.
Looking for a boot that's both comfy and adds height? Go for one with a subtle platform like this Cheap Monday pair. 
A bit of glamorous gold on the inside of the heel makes this the perfect bootie to wear for a night out.
If you were bummed to have missed out on Alexa Chung's collab with Madewell and you refused to pay the markup on eBay, here's your chance to get a sim... If you were bummed to have missed out on Alexa Chung's collab with Madewell and you refused to pay the markup on eBay, here's your chance to get a similar pair. 
Here's another way to break out of the black-boot rut: Try a navy suede style with a stacked heel. It's just as versatile, plus, you'll be on trend co... Here's another way to break out of the black-boot rut: Try a navy suede style with a stacked heel. It's just as versatile, plus, you'll be on trend come next spring.
For a more polished take on the snow boot, try this pair by DKNY. It has a fuzzy faux-fur lining to keep you warm all winter long.
If you're looking for a flashier take on the combat-boot trend, this zipper-trimmed version is the type of shoe you'll see on the street-style folk wh... If you're looking for a flashier take on the combat-boot trend, this zipper-trimmed version is the type of shoe you'll see on the street-style folk when it snows next February.
For a sleeker spin on the harness boot, this Madewell style has a slimmer sole and clean lines. It's exactly what you want to carelessly pull on with ... For a sleeker spin on the harness boot, this Madewell style has a slimmer sole and clean lines. It's exactly what you want to carelessly pull on with jeans during the weekend.
Little touches can make even the most simple styles special. In this case, it's a flap of leather that fastens snugly over a metal rivet covering the ... Little touches can make even the most simple styles special. In this case, it's a flap of leather that fastens snugly over a metal rivet covering the back zip. Pair it with a mini and a cozy sweater.
With a sculptural black heel, this sleek boot will satisfy any minimalist's cravings.
Sharp, high, and what you'd expect Emmanuelle Alt to wear with her skinny jeans.
Beau Coops might be a new brand to Americans, but the label is an Australian favorite for their unisex styles like this two-toned bootie. Wear it with... Beau Coops might be a new brand to Americans, but the label is an Australian favorite for their unisex styles like this two-toned bootie. Wear it with dresses for a feminine contrast.
Add this to your work-outfit rotation; it would look fantastic peeking out of gray trousers or with a jewel-toned midi-skirt.
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  • fall shopping
  • fall shoes
  • fall reboot
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