It's officially cold-weather season at Madewell, which means lots of gorgeous sweaters, jeans, coats, and cool accessories to choose from. Not only that, but there also happens to be a surprise sale through November 2. Yes, you read that correctly. Score up to 30% off when you spend at least $175 using the code TREATYOURSELF. I'm not one to get excited about just any winter clothing drop, but there's something so great about a cozy Madewell purchase this time of year.
Since finding the best pieces to shop is literally my job, I've done the hard work for you by breaking down pieces worth snagging by category. Are you in need of a cozy sweater? Perhaps a pair of jeans or even stunning boots? No matter the need, there's something for every kind of Madewell shopper. Keep scrolling to uncover my top Madewell picks before they sell out. Don't forget, you'll see the discount in your cart once you apply the code. Happy shopping!
Best On Sale Madewell Sweaters
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Merino Wool Pullover Sweater
Such a rich, gorgeous color for the cooler months ahead.
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Cashmere Button-Front Cardigan Sweater
Cashmere is the vibe for this winter.
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Double-Layered Crewneck Sweater in Merino-Wool Silk
Try this stunning style for a more fitted winter sweater option.
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Patch-Pocket Cotton-Blend Cardigan
A versatile cardigan like this one makes playing around with layering seamless.
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Cloudsoft Drop-Shoulder Crewneck Sweater
So cozy.
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V-Neck Cardigan in Merino-Silk Blend
I'm so into the contrast knitting here. Perhaps the perfect color combo?!
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Striped Polo Sweater in 100% Merino Wool
Yeah, I'm going to have to buy this one for myself.
Best On Sale Madewell Jeans & Pants
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The Balloon Pant in Corduroy
I'm actually so into this whole look.
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The Emmett Wide-Leg Full Length Jean: Patch Pocket Edition
The Emmett is a best-selling denim style for all the right reasons.
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The Perfect Vintage Wide-Leg Jean
I'm partial to a solid pair of black jeans.
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The Slouchy Straight Pant
These relaxed trousers are perfect for work or play.
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The Low-Slung Baggy Jean
Low-rise lovers to the front.
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The Perfect Vintage Wide-Leg Jean
If blue jeans are more your speed, try these out.
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The Curvy Pieced Barrel-Leg Jean
White jeans are for all year long! Throw on a chunky white sweater for the sweetest winter look.
Best On Sale Madewell Shoes and Accessories
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The Shopper Tote
Such a gorgeous red suede.
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Triple Metal Keeper Belt
All the WWW editors who own this belt are obsessed.
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The Lexie Ankle Boot
Chocolaty brown leather does something to me.
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The Mylie Ballet Flat
Mark my words: These will sell out!
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The Greta Ballet Flat
Another pair of black flats that will sell out quickly.
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Waffle-Knit Trouser Sock
Red socks add the perfect pop of color to your looks.
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Sculptural Droplet Statement Earrings
As a silver jewelry lover, I had to throw these in because with an extra percentage off, they'll be so inexpensive.
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The Essential Curve Shoulder Bag
A good everyday bag.
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The Britt Moto Boot
This might be your sign to finally get a pair of moto style boots.
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Studded Scalloped Belt in Suede
Such a cool belt design.
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The Emilie Tall Boot
Whoever said perfect tall boots don't exist has clearly not seen these beauties.
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The Jamie Boat Shoe
Boat shoes are back, and with a discount, these will be such a steal.
Shop More On Sale Madewell Items
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Single-Breasted Topcoat in Leopard Print
Winter style, but make it fun.
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Single-Breasted Topcoat in Suede
If patterns aren't your thing, this one is perfect.
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Corduroy Mini Skirt
Pair with tights and cute boots for the a easy, chic winter look.
Chinazor "Chichi" Offor is a Georgia-born, Los Angeles–based associate editor who relocated from Brooklyn, New York, and joined Who What Wear's West Coast office in 2022. At WWW, she utilizes her years of editorial experience to interview trending talent, explore trends, and curate shopping guides. Chichi previously worked at Refinery29, where she helped revolutionize the brand’s plus-size and inclusive fashion coverage. In her spare time, she’s keeping up with the latest movie releases, enjoying a relaxing day at the spa, or obsessing over her latest ADHD-fueled hyper fixation (e.g., Jesse McCartney's underrated career, the negative effects of bicoastal intellectual elitism, and Gen Z’s loneliness epidemic). You can find her online @thechichioon Instagram & TikTok.