$7 Gap, $20 Lands’ End, and More Last-Chance Amazon Prime Day Fashion Deals
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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.
The deals I personally think are the best
The best fashion deals on any Prime Day are on basics. This October Prime Day is no different. Some of Gap’s already-cheap basics are even cheaper now. You should stock up on the Fitted Cami, which is marked down to single digits at $7.48. Strategist readers, for their part, always shop for Madewell during Prime Day, and the Northside V-neck T-shirt that was a top-clicked item on July Prime Day is on sale again for just $13. And finally, there’s a Lands’ End mockneck that’s now down to $20. You know what to do!
Best women’s clothing deals
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Remember those spaghetti-strap American Apparel camis?
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Gap Crewneck Cardigan
Pair that tank with this cardigan and you’ve got yourself half an outfit.
Read more: The Best Cardigans, According to People Whose Taste We Trust
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A best seller among Strategist readers last Prime Day, and who can blame them when it’s this chic and cheap?
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The seaming makes it not just another plain T-shirt.
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I can’t resist a lettuce-edge trim.
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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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Some puffy (but not too puffy) sleeves for your consideration.
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Gap Relaxed Boatneck Sweater
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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Here’s an exercise dress that’s cheaper than the Exercise Dress.
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Gap Easy Trouser
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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You can’t talk about jeans without talking about the original 501s.
Read more: The Strategist Guide to Shopping at Levi’s
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The 501s also come cropped for the short-legged.
Read more: These Cropped Levi’s Are 30 Percent Off
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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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Levi’s Ribcage Straight Ankle Jeans
The “Goldilocks of jeans” are high-waisted (with Levi’s highest rise of 12 inches), straight-legged, and vintage-y.
Read more: These Levi’s Are the Goldilocks of Jeans
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Or there’s the “Goldilocks of jeans” with a 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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They’re baggy, but not in a West Village Girl kind of way.
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If you can’t get behind the return of skinny jeans, maybe you can get behind the return of the bootcut.
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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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Our favorite shapewear cami is on sale.
Read more:The Very Best Shapewear
Best women’s shoes and accessories deals
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Senior writer Lauren Ro says high-vamp flats are the mockneck of shoes.
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Hunter Original Back Adjustable Boots
If Hunters were good enough for Princess Diana at Balmoral, they’re good enough for you in Poughkeepsie.
Read more:The 13 Very Best Women’s Rain Boots
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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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Vibi Venezia’s friulanes are the “perfect vacation shoe,” according to Elizabeth Cardinal Tamkin, who writes The Corner Booth newsletter.
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This year’s sandal of the summer will still be stylish next summer.
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They’re not round-toe Havaianas; they’re square-toe Havaianas.
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The Wall Street Journal art editor Alexandra Citrin-Safadi admittedly might “completely abuse sunglasses,” but her Le Specs are “tougher than they look.”
Read more:The Best Sunglasses, According to Some of the Most Tasteful People I Know
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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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Unlike the similar medium-size, open-top Boat and Tote, Lands’ End’s has a front pocket.
Read more: The 12 Best Beach Bags
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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.
Best men’s clothing deals
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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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A mockneck doesn’t have the Steve Jobs connotations that a turtleneck does.
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René Lacoste’s nickname was actually the Crocodile.
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Grown-up Vineyard Vines.
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Grown-up Lacoste.
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Theory Short Sleeve Cable Polo
The cable knit makes the polo of sporty coastal elites even preppier.
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Even Law Roach can’t live without his Hanes.
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John Brooks of Brooks Brothers modeled the button-down collar after the ones on polo players’ shirts.
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According to our menswear columnist Chris Black, 501s are “perfect for every occasion.”
Read more:The 16 Very Best Men’s Jeans
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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 may be baggy, but they’re not slouchy.
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They’re the 501’s looser cousin.
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I’m guessing the UGG Tasman Joggers are as comfortable as UGG Tasman Clogs.
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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).
Best men’s shoes and accessories deals
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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 Esquirereported, 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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Vince Sonoma - Lake Blue Suede
“Well, you can do anything, but stay off of my blue suede shoes,” as Elvis Presley crooned.
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No one needs to know you’re having a bad hair day!
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Tech writer Jordan McMahon points out that Troubadour’s backpack has a “comfortable back panel that’s built to avoid making you sweat too much” — important when you’re running late.
Read more: I Used Dozens of Laptop Backpacks on All Types of Commutes. These Are the Best.
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Osprey Daylite Plus Backpack
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.
Best kids’ clothing, shoes, and accessories deals
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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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Puma Palermo (Unisex-Child)
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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Or, if she’s the Molly McIntire type …
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To help in the middle of a pink phase.
More Prime Day Deals
- There Are (Still) Some Really Good LEGO Deals
- Don’t Wait, the 83 Best Prime Day Toy Deals End Tonight
- 120 Prime Day Deals on Strategist-Approved Things End Tonight
- 19 of Our Favorite Vacuums Are on Sale for October Prime Day
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.
