$10 Gap Tanks, $15 Madewell Tees, and More Early Prime Day Fashion Deals
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Editor’s note: October Prime Day has officially started, so we’re no longer updating this early deals post. You can findall the best October Prime Day fashion deals here, and you can find all ourPrime 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 duringJuly’s Prime Day” along with plenty of gifts and holiday decorations, saysour 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 ourroundup of beauty deals) toLEGO Advent calendarsare 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 regularPrime 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 theStrategist Sales Alertnewsletterto 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 astorefronton 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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Gap Factory Fitted Cami
Remember thosespaghetti-strapped American Apparel camis?
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Gap Squareneck Tank
A square-necked singlet for theverylow, pre-inflation price of $9.99.
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Of course, a boatneck anchors theBreton stripes.
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I say the morestripes, the better!
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All the comfort of a sweatshirt with the formality of acardigan.
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Here’s an exercise dress that’s cheaper thanthe Exercise Dress.
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TheWedgiesdon’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 thereturn of skinny jeans, maybe you can get behind the return of the boot-cut.
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If Hunters were good enough forPrincess 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-strapmary janes.
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Vibi Venezia’sfriulanesare the “perfect vacation shoe,” according toElizabeth Cardinal Tamkin, who writesThe Corner Boothnewsletter.
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They’re not round-toe Havaianas; they’resquare-toe Havaianas.
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Unlike the similar medium-size, open-topBoat and Tote,Lands’ End’shas 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 amen’s T-shirt.
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Same ring-spun cotton, but with long-sleeves and pockets.
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EvenLaw Roachcan’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
AsEsquirereported, Austin Butler had on Easy Riders inCaught 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 ParkingtonAmerican Girl Doll–toting tot.
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To help in the middle of a pink phase.
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The Strategistis 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 abouthere. We update links when possible, but note that deals can expire and all prices are subject to change.
