11 Gorgeous Fall Boots Under $100
And none of them look like they’re under $100.
by The Candidly Team
Raise a glass! It’s boot season.
We celebrate this both as people who like to look chic AND people who are deeply lazy. And nothing makes us look as instantly and effortlessly chic as an extraordinary pair of boots.
Yet every year, it feels like the “it boots” are getting further and further outside our budget. So we got to work. We went and found 11 perfect, gorgeous, comfy boots in every category of boot. All under $100.
We can’t say it was easy. But oh was it worth it.
So welcome to our BOOT-ique. We promise this is the last hideous pun you’ll hear from us.
1. Best Tall Boots That Blessedly Fit Over Your Calves
DV by Dolce Vita Flapper Wide Calf Boot
Give yourself a few seconds to just take in the glorious shape. All the proportions of these boots are exactly right. Not too skinny, not too clunky, which means they’ll never go out of style. Ok, now we get to the good stuff. They have a comfy block heel so we feel supported and can actually walk in them without pain. And they’re wide-calf so we don’t feel suffocated and can fit a nice thick knee sock underneath and wear them straight into winter.
Price: $90
2. Best Everyday Bootie To Pair With Ankle Jeans
Kind of a textbook perfect fall boot. They’re made of 100% water repellent suede leather yet are a third of the price of many comparable boots out there. The ankle height is juuust right for all our cropped pants and jeans where so many other shoes end up looking odd and out of place. They come in 3 perfect colors, but we like the softness of desert or the warmth of cinnamon for fall.
Price: $100
3. Best Boots To Wear With Skirts And Stride Through Autumn Leaves
J.Crew Factory Knee-High Heeled Boots
Anyone else remember the iconic autumn wardrobe of René Russo in The Thomas Crown Affair? Well, these boots are our first step toward recreating her skirt-and-boot-pairing chicness. The color is fittingly called warm brandy. But they also come in black. At this price, we may have to get both.
Price: $89.50
4. Best Non-Black Boots To Instantly Elevate All Your Outfits
We got inspired to wear a creamy lug-sole boot after having THIS whimsical wardrobe blow our minds. But the basic idea is that choosing white instead of black still allows us to look classic, but without looking boring. Picture these shoes with perfect-fitting ankle jeans and your chicest long coat. Gorgeous, no?
Price: $70
5. Best Knee-High Boots You Can Actually Walk In
J.Crew Factory Knee-High Boots With Stretch
We love the quiet drama of a boot that goes to the knee. Plus, it’s just about the prettiest thing to peek out from under a dress or a slip skirt as you sit down and cross your legs. This pair has arch support but no pain-in-the-ass heal to destroy our poor fee. Plus, there’s stretch in the leg itself, so you don’t sacrifice the slightest bit of comfort for beauty.
Price: $89.50
6. Best Warm And Cozy Boots
Quince Australian Shearling Mid-Calf Boot
Just as blissful as that other famous brand of shearling boots. But half the price.
Price: $80
7. Best Black Ankle Boot That Fits Every Foot
Notice the block heel and not-too-high height. They also come in wide, so every size foot slips beautifully into them. These are the things that tip us off that an ankle boot is going to be comfortable and not just about looks. This one has both … at a fairly wild price.
Price: $50
9. Best Lace-Ups That Feel Like Clouds
Dr. Scholl’s Headstart Combat Boot
We know from the brand that the comfort will be on point with this shoe. But it’s also a perfect shape and just the right amount of chunk to balance out our leggings or skinny jeans or tights and dresses if you’re going for that 90s Drew Barrymore vibe. Jean jacket optional. But highly recommended.
Price: $50
10. Best Sweet Little rain Boot
Los Cabos Puddle Jumper Rain Boots
Consider this our chic little nod to the yellow rain slicker. For optimal joy/ nostalgia pair with THIS.
Price: $75
11. Best For Cold Days When You Still Want To Look Chic
J.Crew Factory Lug-Sole Chelsea Boots
Cozy. Chic. And they match everything. The dream! Size up to accommodate thick socks.
Price: $74.50
Bonus: The One That Stands Out From The Crowd
We put these in as a bonus because they’re $150 not $100, but we had to include them because they’re the chicest and most comfy of the entire bunch. Just look at the sleek shape and the stretttttch. They sell out constantly and are very much on sale, so if you like them as much as we do, be speedy.
Price: $150
At The Candidly, we try a lot of stuff so you don’t have to. We only recommend things we truly love, and that we think you’ll love, too. All products are chosen independently by our creative team, and all details reflect the price and availability of products at the time of publication. If you buy something we link to, The Candidly may earn a commission.
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