$10 Gap Tanks, $15 Madewell Tees, and More Early Prime Day Fashion Deals
Editor’s note: October Prime Day has officially started, so we’re no longer updating this early deals post. You can find all the best October Prime Day fashion deals here, and you can find all our Prime Day coverage here.
October Prime Day (officially Prime Big Deals Days) starts on October 7 this year. As for what will be marked down: “typically, everything that was on sale during July’s Prime Day” along with plenty of gifts and holiday decorations, says our deals editor Sam Daly. And if you’re a real deal freak, you can get in on the action early. Everything from Crest whitening strips (read our roundup of beauty deals) to LEGO Advent calendars are already on sale. Not to be ignored, though, are the early Prime Day fashion deals. This year, the early deals are pretty on par with regular Prime Day fashion deals, namely less-than-$50 Levi’s and single-digit Gap tanks. So, it’s a good time to restock your basics (before all the other Prime Day shoppers do). Here, I’ve collected all the best early fashion deals in one place. And be sure to sign up to the Strategist Sales Alert newsletter to receive the best deals of the day (before Prime Day, during Prime Day, and after Prime Day) right to your inbox.
Updated on October 4, 2025
We made sure all of these early Prime fashion deals are still in stock and priced correctly.
The deals I personally think are the best
In case you didn’t know: Gap has a storefront on Amazon. Some of its already-cheap basics are even cheaper ahead of October Prime Day, including a square-necked tank in the single digits. Another good deal I found is this Madewell ribbed and striped scoop-neck (originally $45; now it’s going for $27). And most surprising of all, there are knee-high Hunter rain boots on sale for more than 30 percent off. I don’t think they’ll be on sale (or in stock) for long!
Women
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Remember those spaghetti-strapped American Apparel camis?
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Gap Squareneck Tank
A square-necked singlet for the very low, pre-inflation price of $9.99.
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Sergercore, revisited.
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Of course, a boatneck anchors the Breton stripes.
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I say the more stripes, the better!
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Essentially, the LBD of T-shirts.
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All the comfort of a sweatshirt with the formality of a cardigan.
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Here’s an exercise dress that’s cheaper than the Exercise Dress.
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The Wedgies don’t actually give you a wedgie.
Read more: The 13 Very Best Jeans for Women
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The “Goldilocks of jeans,” with 32-inch inseam (rather than the standard 27- or 29-inch lengths).
Read more: The 14 Very Best High-Waisted Jeans
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If you can’t get behind the return of skinny jeans, maybe you can get behind the return of the boot-cut.
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Hunter Original Back Adjustable Boots
If Hunters were good enough for Princess Diana at Balmoral, they’re good enough for your Poughkeepsie trip.
Read more:The 13 Very Best Women’s Rain Boots
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Less expected than mary janes are T-strap mary janes.
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Vibi Venezia’s friulanes are the “perfect vacation shoe,” according to Elizabeth Cardinal Tamkin, who writes The Corner Booth newsletter.
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They’re not round-toe Havaianas; they’re square-toe Havaianas.
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Unlike the similar medium-size, open-top Boat and Tote, Lands’ End’s has a front pocket.
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For the times you can’t take a Baggu to dinner.
Men
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This is made from a ring-spun cotton that’s heavier than the slub cotton in many a men’s T-shirt.
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Same ring-spun cotton, but with long-sleeves and pockets.
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Even Law Roach can’t live without his Hanes.
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Old Jewish Men’s Noah Rinsky’s “big tuchus and chicken legs” fit comfortably into Levi’s 550s.
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They’re the 501’s looser cousin.
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Well, there’s no need for a belt when you have an elastic waistband.
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“Well, you can do anything, but stay off of my blue suede shoes,” as Elvis Presley crooned.
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Puma Easy Rider Sneakers
As Esquirereported, Austin Butler had on Easy Riders in Caught Stealing.
Kids
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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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He’ll be graduating to a Levi’s Trucker Jacket in no time.
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For a Samantha Parkington American Girl Doll–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.
