Everyone Is Asking Me for Boot Recommendations—These 21 Last-Minute Cyber Monday Deals Are Too Good to Miss
Act fast.
Lauren Tappan
Over the last two weeks alone, a co-worker (Samantha Holender, MC’s senior beauty editor) and a close childhood friend (Heather, attached at the hip since the last day of second grade) asked me for boot recommendations. I told them both the same thing: I have many—but hang tight until I finish my round-up of the best boots on sale for Cyber Monday. Now, that day has finally come. Sam, Heather, and everyone else wanting to shop the top boot trends without obliterating your entire Q4 budget—this one is for you.
Ahead, you’ll find an assortment of boots from my favorite, most trusted brands and retailers, all marked down in honor of the American Olympics of shopping. That includes chocolate brown booties and suede knee-highs at Everlane, Reformation, and Nordstrom, as well as classic black boots from Madewell that look just like the ones that walked down Louis Vuitton and Gabriela Hearst’s Winter 2026 runways (trust me, I would know—I’ve spent the past month combing through the designer collections and researching the season’s most popular shoe trends).
A note of warning, however: these deals expire tomorrow, so if you want to shop, you'll want to have your credit card in hand and thumb poised and ready to press "buy". Without further ado, welcome to my round-up of the best Cyber Monday deals on boots, from timeless knee-highs to trendy booties aligned with the boho fashion revival, and my all-time favorite Ugg boots on sale.
Oh, how I adore a suede boot. Similar to the effect of a suede handbag, boots made of supple leather have a vibe that says, 'I'm elegant and shop out of your tax bracket'—even if that's not entirely true.
Ditto from the above about these Cole Haan suede booties. With dark-wash baggy-ish jeans and a plush cashmere sweater or oversized blazer, I can see these becoming a neutral anchor in my closet.
In case you haven't yet picked up on it, suede boots are a front-running shoe trend of the season, one I clearly can't get enough of. Gap's kitten heel boots have a slightly Western-inspired shaft that adds even more personality.
ICYMI: Ugg boots are chic now, thanks to walking down high-fashion runways and endless celebrity endorsements. These platform booties in Ugg's classic chestnut brown are already in my cart.
I'm a sucker for a color-pop shoe. These burgundy booties would be a great contrast against an all-black outfit.
With a chunky heel and an elongated sole, these booties embody the fashion philosophy of 'basic but not boring'. Thanks to Nordstrom's Cyber Monday sale, they're also 30 percent discounted.
Form-to-the-foot, glove shoes were all over the Winter 2026 collections. I've been itching to try the trend, and these lace-up Mango boots are a perfect entry point.
These rounded-toe, knee-high black boots on a dainty kitten heel caught my eye on the first scroll. They're a great wear-with-anything boot, from an A-line sweater dress to a trendy pencil skirt.
Of all of Winter 2026's color trends, chocolate brown is the one I keep coming back to. My mouth is watering at these smooth boots from Everlane, a brand lauded by fashion editors.
With a sharply pointed toe, a stretch panel for an easy pull-on and comfort, and $79 price tag, I'm finding these Nordstrom Chelsea boots to be irresistible.
Olive green is another color trend that's captured my mental and closet real estate. Franco Sarto does the natural color justice with these Chelsea-style booties, which I'd wear with a smart black trouser and white button-down.
It's been a banner year for buckles. We saw them all over bags, but they found peak success on footwear. Case in point: these buckled black booties by Madewell, which are currently an extra 50 percent off with the code 'LETSGO'.
A no-fuss, no-frills black boot made of soft Nappa leather that molds to your foot over time, and that's 40 percent off? Say less.
Found: the perfect worn-look boot to achieve the vintage look without having to dig at a thrift store for hours on end.
Shoe brand Margaux is a fan favorite in the fashion community. Seeing that its best-selling Uptown boot is currently marked down stopped me mid-scroll.
See my earlier note about buckle hardware accents. A trend-informed take on a classic Chelsea boot, this Mango pair is one click away from joining my shoe collection.
Shopping editor Julia Marzovilla has wanted these boots since she was 13. Now that she owns them, they're the "best, most comfortable pair" she owns.
I'm a simple woman; I see a shoe with a quirky, architectural-shaped heel and feel a compulsion to buy. These curved-heel boots from Everlane are no exception.
These croc skin boots—currently 35 percent off—are how you hack the rich-girl look, without paying Khaite or Toteme pricing.
The same above note applies to these undeniably chic croc-effect Mango booties..
Of course It girl-friendly brand Reformation would make the perfect knee-high boots.
