40 Best Madewell New Year Sale Deals

The new year is upon us, and if you’re anything like me, you may feel the familiar pull to use online shopping as a remedy for the winter blues. Luckily, Madewell is giving us something to celebrate this season with a surprise sale on cold-weather clothing essentials with prices starting as low as $20.

I scoured the Madewell site to uncover the 40 best style deals hiding in plain sight and wound up with a cart full of items I’m excited to add to my suitcase for my upcoming travels—and all are up to 65 percent off. From timeless sweaters, trousers, and basic tees to more on-trend pieces, these are the markdowns you won’t want to miss from this under-the-radar sale—all primed to level-up your travel style in 2026.

Writer’s Top Picks

Best Pant Deals

From flowy trousers to structured utility pants, Madewell is practically bursting at the seams with stylish bottoms you’ll want in your suitcase throughout the winter months. For a more specialized fit, the Petite Wide-leg Pants are an excellent choice for shorter shoppers, while the Curvy Wide-leg Pants are just as comfortable and flattering (and on sale for almost $40 off). At 42 percent off, the multitude of pockets make the Utility Wide-leg Trousers a must-have for sightseeing days, while relaxed-fitting Easy Pull-on Pants are a close second at $79.

Utility Wide-leg Trousers

Best Jean Deals

Madewell has jeans in just about every style on sale to celebrate the new year, so whether you’re drawn to baggy cuts or more fitted options, you won’t struggle to find a pair you love. The Dean Easy Straight Jeans are easy to style and effortlessly cool—not to mention 59 percent off—and the 100 percent cotton construction will only get more comfortable with each wear. The Low-slung Baggy Jeans are casual and perfect for everyday wear, and best of all, they’re 59 percent off now.

• Low-slung Baggy Jeans, $60 (originally $148)
• The Curvy Flared Wide-leg Crop Jeans, $100 (originally $148)
• Petite Flared Wide-leg Crop Jeans, $100 (originally $148)
• The Dean Easy Straight Jeans, $60 (originally $148)
• The Curvy Balloon Jeans, $100 (originally $148)
• The Balloon Jeans, $100 (originally $148)
• The Tall ‘90s Straight Jeans, $75 (originally $128)
• The Plus Perfect Vintage Wide-leg Jeans, $120 (originally $148)
• Relaxed Bootcut Jeans, $100 (originally $148)
• The Curvy Low-slung Baggy Jeans, $120 (originally $158)

The Dean Easy Straight Jeans

Best Sweater and Top Deals

Winter sweaters, fitted layers, and more travel wardrobe essentials start as low as $20 at Madewell right now, and they’re about to occupy the primary spot in your suitcase. At the top of my personal shopping list is the Ruffle-trim Pointelle Cardigan, not only because it’s 53 percent off, but also thanks to its dainty ruffled hem and flattering finish. The $30 off Garment-dyed Ribbed Crewneck Pocket Tee is the perfect basic for layering beneath a chunky sweater or wearing on its own, and the nautical Lace-up Long-sleeve Tee is undeniably one of the best deals on-site at 65 percent off.

• Smocked Boatneck Top, $50 (originally $88)
• Ruffle-trim Pointelle Cardigan, $60 (originally $128)
• Sparkle Long-sleeve Polo Top, $50 (originally $85)
• Ruched Crewneck Long-sleeve Tee, $25 (originally $58)
• Turtleneck Long-sleeve Top, $35 (originally $75)
• Puff-sleeve Scoopneck Tee, $20 (originally $52)
• Pointelle Cutaway Cardigan, $55 (originally $75)
• Ribbed Cotton-blend Sweater, $90 (originally $128)
• Garment-dyed Ribbed Crewneck Pocket Tee, $20 (originally $50)
• Lace-up Long-sleeve Tee, $25 (originally $72)

Ruffle-trim Pointelle Cardigan

Best Jacket and Coat Deals

Whether you’re looking for a sensible winter coat or a more stylish, fashion-forward pick, Madewell’s sale is delivering jackets in spades with prices starting at $111. For everyday wear (and the ideal selection if you only have room to travel with one coat), the Double-faced Brushed Long Coat is a no-brainer. While it’s no doubt an investment, this wool coat is a best-seller for a reason. The Zip-front Track Jacket, on the other hand, is a trendy choice that’ll keep you warm and looking put-together at the airport, and now’s the time to shop while it’s 34 percent off. 

Madewell x Alpha Industries MA-I Flight Jacket

Best Shoe and Accessory Deals

Madewell may be known for its on-trend apparel, but it also excels at designing gorgeous footwear and accessories that are well-suited for all of your winter travels. In fact, the Essential Belted Bucket Tote is practically made to become your new go-to vacation purse with its spacious interior and smooth leather exterior, and right now it’s on rare sale for 23 percent off. As for shoes, you won’t want to leave the undeniably chic Greta Double-strap Ballet Flats unclaimed for your adventures to warmer destinations—and they’ll transition easily into your spring wardrobe, too. 

The Lexie Fringed Ankle Boots

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