Madewell’s Jeans Sale Has Styles Starting at $5 & No, This Is Not a Fever Dream

Three models wearing Madewell jeans.IMAGE: MADEWELL; ADOBE. DESIGN: SASHA PURDY/STYLECASTER.

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If you have yet to grace your legs with a pair of Madewell jeans, you’re missing out. As someone’s who has owned a few pairs, I can’t sing their praises enough for being high-quality, durable, and stylish. Above all, Madewell makes jeans you don’t have to worry about. Once you find the perfect fit, your daily outfit decisions become 1,000 times easier because you can always count on your trusty Madewell denim. But for those who are still missing out, you’ll he happy to know that Madewell is having a jeans sale.

It’s not just any old sale, though. I have never ever seen such big discounts on Madewell denim. An extra 50% off with code COOLDOWN is all you need to take advantage of these deals. I sorted the offerings from low to high price and found that the cheapest pair is down to $5. Yup, $5 for Madewell-quality jeans. Mic dropped. Jaw dropped. Wallet dropped. Everything dropped. It’s rare to find $5 jeans at any brand or retailer, let alone Madewell.

Best Madewell Jeans Deals at a Glance

  • Best Wide-Leg Madewell Jeans Deal: The Perfect Vintage Wide-Leg Jean, $20 (originally $128)
  • Best Straight-Leg Madewell Jeans Deal: The Curvy ’90s Straight Jean, $60 (originally $138)
  • Best Curvy Madewell Jeans Deal: The Curvy Emmett Wide-Leg Jean, $40 (originally $128)
  • Best Capri Madewell Jeans Deal: The ’90s Capri Jean, $20 (originally $128)

Not sure where to start or don’t have time to dig through the deals? There’s no need to stress, dear reader, because I’ve gathered my top 10 picks. Continue reading for a shopping editor’s favorite Madewell jeans deals—from a wide-leg pair that’s giving off-duty model to capris that are perfect for summer.

Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell The ’90s Straight JeanOn Sale 53% off $59.75 Buy Now Sizes: 23-34
Colors: 7

Calling all ’90s-obsessed fashion girlies, these straight jeans are about to become part of your year-round uniform. Just be sure to size up since the brand notes this style runs small. Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell The Perfect Vintage Wide-Leg JeanOn Sale 84% off $19.99 Buy Now Sizes: 23-34
Colors: 1

Emrata, who?? These wide-leg jeans give you the off-duty model vibe everyone’s been going for. The contrast stitching and retro belt loops take the cake for me. Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell The Curvy Emmett Wide-Leg JeanOn Sale 69% off $39.99 Buy Now Sizes: 23-34
Colors: 1

These jeans are best-sellers for a reason. They have slouchy legs, unique front pockets, body-hugging stretch, and a contoured waistband. This pair really pulls out all the stops to offer comfort and a flattering fit. Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell The ’90s Straight Crop JeanOn Sale 53% off $59.75 Buy Now Sizes: 23-33
Colors: 3

I’m a firm believer that everyone should have a black or faded black pair of jeans in their closet. Darker washes dress up jeans just a tiny bit, but they’re also easier to match with tops. This particular pair has a distressed hem that creates a worn-in feel. Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell The Curvy ’90s Straight JeanOn Sale 57% off $59.75 Buy Now Sizes: 23-33
Colors: 4

The cross-tab waistband is still going strong and I’m here for it. I love how these straight jeans have a baggier fit in the legs but feature a higher rise in the back to make your bum look sooooo good. Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell The Garment-Dyed ’90s Straight Cargo PantOn Sale 86% off $14.99 Buy Now Sizes: 23-34
Colors: 3

Your perfect summer pants have been unlocked. While not technically denim, these cargo pants have such a laidback vibe and fit—two things anyone would want in their summertime rotation! Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell The ’90s Capri JeanOn Sale 84% off $19.99 Buy Now Sizes: 23-33
Colors: 2

I’ll keep saying it until I finally cave, but I need to buy myself capri jeans like these. They have a retro edge that I think is absolutely perfect for the warmer months. Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell The Emmett Wide-Leg Crop JeanOn Sale 65% off $44.99 Buy Now Sizes: 23-33
Colors: 2

These high-waisted jeans with wide legs couldn’t be more comfy and versatile. Just be sure to opt for the Kieran wash if you want a more vintage feel. Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell Superwide-Leg JeansOn Sale 57% off $59.75 Buy Now Sizes: 23-33
Colors: 1

If you, like me, think wide-leg jeans are superior to all other styles, you’ll be happy to find a pair that takes wide to the extreme. (It’s literally in the name.) Madewell’s Jeans Sale Has Denim for $5—the 10 Best Deals to ShopMadewell The Curvy Perfect Vintage JeanOn Sale 53% off $59.75 Buy Now Sizes: 23-33
Colors: 1

For those who usually go for tapered legs on jeans, this pair has a vintage flair that would look great with anything from a plain white tee to a strapless bodysuit or oversized button-down shirt.

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