Womens Cheap Winter Boots: 15 Must-Have Styles Under $100

From trendy to ultra-practical, these are the affordable boot styles you need for the winter season ahead.

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This post will show you the best cheap winter boots – womens – under $100 for the season.

It’s wintertime (well technically, starting one week from now), which means boots and booties galore!

For the next few months, boots are the star of the show (a.k.a. my wardrobe) and pretty much all I will be wearing on my feet.

I’m betting most of you will agree that boots are your go-to winter shoe, and this season there are so many cute styles to choose from.

{RELATED POST: 9 Best Comfortable Winter Shoes for Trekking Across Campus in Style}

I’ve rounded up 15 of the most stylish yet practical boots for winter 2020, all under $100!

Here are my favorite womens cheap winter boot styles under $100 this winter season:

Platform Chelsea Boot

Chelsea boots are one of the most versatile styles of boots that can be worn with almost any kind of outfit.

This pair features a platform sole and contrasting red stitching and heel stripe for a cool, unique look.

If you want a little boost while still maintaining that classic, slightly rugged vibe, these are the booties for you.

Snake Print Knee-High Boots

These snake-print boots will instantly elevate your outfits, and make you feel sexy yet badass at the same time.

Knee-high boots have made a major comeback this year, and snake print has also been a huge trend. These boots combine both trends, and you can snag them right now for under $50 – such a score! These definitely deserve an Instagram #ootd moment.

Faux Shearling Chelsea Booties

Coming in at under $30 are these adorable and functional faux patent leather Chelsea booties featuring a faux shearling lining.

The faux patent leather gives them a shiny effect that looks sleek, while the fuzzy, faux fur interior will keep your feet feeling cozy.

Plus, they have a chunky lug sole which will provide traction for slick winter weather conditions. These are a must-have!

Rubberized Boots

I don’t know about you, but rubberized knee-high boots have taken over my Instagram feed – they are the unexpectedly cool “it” shoe seen on almost every fashionista/blogger/influencer this season.

This Zara pair is the perfect dupe for the designer boots that have gone viral, and are available in both army green and black.

The tall shaft and lug soles make these boots suitable for winter months, but you’ll be able to wear them in the springtime with skirts and dresses, as well.

Faux Fur Heeled Booties

These dressed-up hiker boots are the ultimate winter booties thanks to their faux shearling trim and lug soles.

The mid-height heel gives them a dressier vibe, while still being laid-back. I love the detail of the contrasting printed laces to add some extra flair.

Zipper-Front Boots

How cool are these zipper-front boots? The zipper detailing gives them an edgy vibe, while a short wedge heel keeps them looking sleek.

They are faux leather, and tbh, the prominent zipper also makes them easy to take off and put on! (Anyone else not get frustrated when having to un-lace your booties at the end of the day? Especially when thick socks are involved…)

Faux Shearling Tall Boots

These faux shearling knee-high boots are the definition of cozy-chic!

Faux shearling trims the profile of these boots, giving them a winter-ready look in a chic way.

The tall shaft hits around the knee (or just above, depending on your height), so these would look particularly cute with skinny jeans or skirts.

These boots also feature a textured rubber sole, making them wearable in winter weather conditions.

Shearling Lace-Up Boots

Speaking of winter weather conditions, these faux shearling lace-up boots are aprés ski all the way.

Look like a queen of the snow lodge in these fabulous fuzzy snow boots that have a practical lug sole.

The neutral hue also makes these versatile within your wardrobe.

Waterproof Winter Boots

When (or if) it snows, you’re going to want some warm and waterproof boots to take on the elements.

That’s where these insulated waterproof boots come in – they will keep your feet dry and warm in cold temperatures, while still looking stylish.

They also come in a tan and black color combo that is cute, too.

Hiker Boots

I love hiker boots, and I am so happy that this trend became a staple look that isn’t going anywhere!

They wear with such ease during the winter, and their tapered fit gives them an attractive look on your feet (as opposed to clunky cold weather boots).

Plus, they look great with jeans and leggings, which is pretty much all I wear in cold weather.

This pair is especially adorable thanks to the black and red printed laces which contrast with the faux shearling tongue and trim. Their low heel height makes these ideal for trekking around in comfort, as well.

Lace-Up Combat Boots

Crocodile-embossed combat boots? Yes, please!

These faux patent leather lace-up boots have a shiny, crocodile print exterior that looks ultra-sleek (and more expensive than their price tag).

Plus, they have side zipper closures to make it easy to get these on or off.

Square Toe Over-the-Knee Boots

You can’t go wrong with a pair of black OTK boots, especially in college. The styling possibilities are endless, with a hint of sexiness.

These faux leather boots feel modern thanks to their trendy square toe design, and the heel height is wearable for both daytime and nighttime, making them versatile.

Chunky Chelsea Boots

Prada’s “Monolith” boots brought on the chunky sole boot trend this year, and this pair makes for a great dupe.

The exaggerated chunky soles with major traction not only look cool, but are ideal for slick sidewalks during the winter.

Faux Fur Trim Hiker Boots

If your style leans towards girly, these are the hiker boots are for you.

The light beige faux patent leather and extra-fluffy faux fur trim give these hiker boots a more glam, feminine vibe.

Fold-Down Cozy Boots

When it comes to winter boots, I can’t help but think of cozy faux fur boots like Uggs. Whether or not you think they are stylish, they do a great job of keeping your toes warm and toasty, which is a must when it’s cold outside!

For a more affordable option, this pair is under $40 and feature a fold-down cuff so you can wear them two different ways.

What do you think of my womens cheap winter boots guide?

Would you wear these boots? Which style is your favorite? Leave a comment and let us know!

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