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October Prime Day is here. To find the best deals in every category, follow all of our Prime Day coverage.
It’s Day 2 of October Prime Day, and it’s a very good time to be a real deal freak, and especially a deal freak who wants new jeans. Levi’s — including 501s, Wedgies, and Ribcages — are marked down as they were for Prime Day. If you ask me, the best places to scroll through on Prime Day are the Zappos and Shopbop storefronts, where you’ll find name brands like Madewell and Free People for prices that you wouldn’t even see during a Free People sale. Maybe most surprising is the bounty of on-sale Lands’ End this year, with mocknecks and T-shirts (both short-sleeve and long-sleeve) going for around $20 each. Here, I’ve collected all the best October Prime Day fashion deals in one place. Be sure to sign up for the Strategist Sales Alert newsletter to receive the best deals of the day (during Prime Day and after Prime Day) right to your inbox.
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I say the more stripes, the better!
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Because of the henley neckline, it avoids any Where’s Waldo? comparisons.
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This cotton blend is not unlike CashSoft.
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The 100 percent cotton cable-knit sweater doesn’t cost what it used to — though this one comes close!
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A mockneck for those who get hot under the collar at the thought of a turtleneck.
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At last, a not-too-twee tweed jacket.
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These trousers could be casual, business casual, or whatever dress code your HR department imposes.
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They’re essentially zhuzhed-up sweatpants.
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Want to be emailed when products you’ve saved are over 20% off?
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Yes
Want to be emailed when products you’ve saved are over 20% off?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed when products you’ve saved are over 20% off?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed when products you’ve saved are over 20% off?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed when products you’ve saved are over 20% off?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed when products you’ve saved are over 20% off?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed when products you’ve saved are over 20% off?
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That Amazon coat is also on sale, down to its original price from five years ago.
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To help with the Arq-size hole left behind in your underwear drawer.
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Want to be emailed when products you’ve saved are over 20% off?
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Yes
Want to be emailed when products you’ve saved are over 20% off?
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They have the littlest little kitten heel.
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Very The Secret History and liberal-arts degree.
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The bar accent around the vamp makes them quite sculptural.
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They’re the boat-shoe equivalent of yacht rock.
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You don’t see color-block Keds every day.
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Want to be emailed when products you’ve saved are over 20% off?
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Yes
Want to be emailed when products you’ve saved are over 20% off?
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Yes
Want to be emailed when products you’ve saved are over 20% off?
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Yes
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It’s the perfectly minimal belt you’ve wanted for years.
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To me, Wolford is to hosiery what Kleenex is to tissues.
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The magnetic closure means you can easily reach in and dig around.
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It’s got texture like a Dragon Diffusion bag without the price.
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For the times you can’t take a Baggu to dinner.
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Well, there’s no need for a belt when you have an elastic waistband.
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If you didn’t know, modal is the same material used in a lot of underwear (so these pajamas should feel smooth).
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To have the next time you’re poolside.
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Your old Crocs might be retirement age.
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It’s Jungle Moc weather, says our menswear writer Michael Zhao.
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As Esquire reported, Austin Butler had on Easy Riders in Caught Stealing.
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Sebago has been in the shoe business since 1946.
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No one needs to know you’re having a bad hair day!
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An on-sale Osprey that’s commuter-friendly (with a laptop sleeve and a water-bottle pocket) …
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… And an on-sale Osprey for when you’re using PTO.
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If only these were available in adult sizes!
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These rain boots will slip off easily in the mudroom after puddle-jumping.
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To match Dad’s Jungle Mocs from above.
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From the Puma archives: the Palermo in big-kid sizes 4 to 7.
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He’ll be graduating to a Levi’s Trucker Jacket in no time.
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As autumnal as a pumpkin patch or a pile of leaves.
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For a Samantha Parkington–toting tot.
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To help in the middle of a pink phase.
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The Strategist is designed to surface useful, expert recommendations for things to buy across the vast e-commerce landscape. Every product is independently selected by our team of editors, whom you can read about here. We update links when possible, but note that deals can expire and all prices are subject to change.
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