Sweaters, Jeans, and More Are Up to 60 Percent Off for Madewell’s Insider Sale

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Madewellmakes many of our favorite wardrobe-stapletees,jeans,work pants, and more. But they can be pricey, which is why we recommend shopping on sale. Right now, there’s a particularly good sale, theInsiders Sale, going on.Everythingis 30 percent off for Madewell Insiders (it’s free to become one), and plenty of already-on-sale items have steeper double discounts. And while Madewell is more often running some kind of sale than not, this one is noteworthy because stock is good and items that almostnevergo on sale, like leather goods or new jean styles, are well discounted.
Below, I rounded up all the best deals at this month’s sale, including one staffer’s favorite slouchy jeans, a Best in Classwhite tee, and many more Strategist-backed pieces. The sale ends Monday, September 29, but I recommend shopping now, while items are well stocked. To make sure you never miss a good sale, sign up for theStrategist Sales Alertnewsletter.
Women’s fashion and accessories
Women’s tops

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Whilehunting for the perfect white tee, Mya Gelber tried this boxy-crop option from Madewell and rated it highly. It was “one of the lightest and softest tees I tried,” she says, and it had a perfect length, falling right below her waistband. She returned several of the tees she tried, but she kept this wrinkle-resistant one.

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Gelber also tried this less cropped mid-weight “perfect crewneck” tee — and liked it even better that the Softfade tee above. “A true classic made from 100 percent jersey cotton … it’s the kind of staple that works just as well with low-rise jeans as it does with tailored pants,” she says.

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If you’re after fall-wardrobe basics, there are plenty to be found, like this classic ribbed long-sleeve with a back seam. It comes in baby blue and white, too.

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A fall essential for the office.

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I particularly like Madewell’s sweaters, but as they’re usually over $100, I only buy them on sale. A few caught my eye this season, starting with this just-fitted-enough 100 percent wool one.

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This wool-blend one’s even cheaper, at over half off, and has a slightly longer, slouchier fit. It’s only available in this caramel color, though.

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A nice striped option.

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This is a pretty good price for cashmere, and because you can wear it unbuttoned as a cardigan or buttoned up as a sweater, you’re really getting two pieces in one.

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Another two-in-one piece, this one made from a lighter-weight wool-silk blend.
Women’s bottoms

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Madewell The Longline Straight Jean
We’verecommended truly dozens of pairs of Madewell jeansover the years — they’re high-quality and come in a nice range of sizes and styles. For taller women, we like the newish Longline style, which has 30-inch inseam and is almost half off right now.

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The Balloon jean was here before barrel-leg jeans reached peak popularity, and it’s still a nice option. Lots of washes available, but I’d go with this nice dark wash for fall.

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Madewell Kick Out Full-Length Jeans
But if you’re post-barrel, perhaps you’d like the flare-ish Kick Out jean. It’s as little as $56, depending on the color.

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You can wear these to work on repeat this fall and winter.

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The season for linen is over, which makes now a great time to grab these easy pants. At just $49 (half off), they’re a great deal on linen anything.
Women’s dresses and skirts

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Wear it with sandals, mary janes, or boots — it’s an all-seasons satin dress.

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The most interesting denim dress I’ve seen in a while.

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At 60 percent off, this linen mini is one of the best deals on this list. It only comes in chocolate brown, but that just means you can wear it in the fall.
Outerwear

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Dark wash, corduroy collar, swingy-loose fit. It’s a new staple jacket.

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A nice, simpletrenchin classic khaki for over $100 off is a very good deal indeed.

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Pieces from Madewell’s collaboration with heritage brand Alpha Industries are included in this sale (surprisingly). I’d grab their take on a flight jacket, with a nylon shell and lining and polyester filling.
Women’s accessories

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Madewell The Essential Bucket Tote
This is one of thework totesthat caught Mya Gelber’s eye when she went on the hunt for the best ones. It fits a laptop, has the perfect strap length, and comes in a perfect brown leather. You’ll rarely find Madewell’s leather bags for such a high discount, so if you’ve been considering, now’s the time.

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Men’s fashion and accessories
Men’s tops and jackets

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One of our very favoritemen’s black teesis now just $28. It has a loose fit, a lived-in feel, and a “sturdy collar,” says writerBrenley Goertzen, and it looks great with a pair of blue jeans.

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A light (but not too light) cotton overshirt you can layer all fall. It comes in dark brown and off-white.

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Madewell’s sweaters are just as nice in the men’s section. This one’s great for the office.

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As is this one, which looks just as nice unbuttoned as it does buttoned.

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Some stripes for the men.

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Madewell’s men’s trench is just as nice (and just as good of a deal) as it’s women’s trench.
Men’s bottoms

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Just as we’ve oft-recommended Madewell’s women’s jeans, we’re big fans of itsmen’s jeans. This pair is one of Strategist associate editor Jeremy Rellosa’s favorite relaxed, wide-leg pairs (that don’t make him look like a toddler). “The jeans have a fuller leg compared to my other straight-fit jeans, but they aren’t so overly baggy or loose that they fully enter relaxed-fit territory,” he says. “I like that they also keep their structure and don’t billow like other relaxed-fit jeans might.”

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Madewell The Wide-Leg Jean
But if youdowant super-wide-leg jeans, this pair delivers.

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Men’s accessories

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Three pairs of socks for $7 apiece is a good deal, and these are extra-padded for extra comfort.

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And grab this season’s new beanie now in Madewell’s (apparent) favorite color right now — dark brown.
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The Strategistis designed to surface the most useful, expert recommendations for things to buy across the vast e-commerce landscape. Some of our latest conquests include the bestacne treatments,rolling luggage,pillows for side sleepers,natural anxiety remedies, andbath towels. We update links when possible, but note that deals can expire and all prices are subject to change.




