$7 Gap, $20 Lands’ End, and More Last-Chance Amazon Prime Day Fashion Deals

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October Prime Dayis here. To find the best deals in every category, follow all ofour Prime Day coverage.
It’s Day 2 ofOctober Prime Day, and it’s a very good time to be a real deal freak, andespeciallya 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 theZapposandShopbopstorefronts, where you’ll find name brands like Madewell and Free People for prices that you wouldn’t even see during aFree Peoplesale. Maybe most surprising is the bounty of on-saleLands’ Endthis 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 theStrategist Sales Alertnewsletterto 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!
Bestwomen’sclothingdeals

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Remember thosespaghetti-strap American Apparel camis?

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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 morestripes, the better!

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Because of the henley neckline, it avoids anyWhere’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 unlikeCashSoft.

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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 aturtleneck.

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At last, a not-too-twee tweed jacket.

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Here’s an exercise dress that’s cheaper thanthe 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.

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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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TheWedgiesdon’t actually give you a wedgie.
Read more:The 13 Very Best Jeans for Women

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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 aWest Village Girlkind of way.

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Levi’s Classic Bootcut Jeans
If you can’t get behind thereturn of skinny jeans, maybe you can get behind the return of the bootcut.

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Orolay Thickened Down Jacket
ThatAmazon coatis also on sale, down to its original price from five years ago.

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To help with theArq-size hole left behind in your underwear drawer.

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Ourfavorite shapewearcami is on sale.
Read more:The Very Best Shapewear
Bestwomen’sshoesandaccessoriesdeals

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Senior writer Lauren Ro sayshigh-vamp flats are the mockneck of shoes.

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If Hunters were good enough forPrincess 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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VeryThe Secret Historyand 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’sfriulanesare the “perfect vacation shoe,” according toElizabeth Cardinal Tamkin, who writesThe Corner Boothnewsletter.

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Keen Newport H2 Closed Toe Water Sandal
This year’s sandal of the summerwill still be stylish next summer.

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They’re not round-toe Havaianas; they’resquare-toe Havaianas.

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The Wall Street Journalart editorAlexandra Citrin-Safadiadmittedly 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 tohosierywhat Kleenex is to tissues.

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Unlike the similar medium-size, open-topBoat and Tote,Lands’ End’shas 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.
Bestmen’sclothingdeals

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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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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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The cable knit makes thepoloof sporty coastal elites even preppier.

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EvenLaw Roachcan’t live without his Hanes.

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John Brooks ofBrooks Brothersmodeled 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 asUGG 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,modalis the same material used in a lot of underwear (so these pajamas should feel smooth).
Bestmen’sshoesandaccessoriesdeals

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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’sJungle Mocweather, says our menswear writer Michael Zhao.

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Puma Easy Rider Sneakers
AsEsquirereported, Austin Butler had on Easy Riders inCaught 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.
Bestkids’clothing,shoes,andaccessoriesdeals

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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 theMolly McIntiretype …

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To help in the middle of a pink phase.
More Prime Day Deals
- 50 Pairs of Comfy Shoes on Sale This Month From Camper, Hoka, and More
- Just 45 Pairs of Comfy, On-Sale Shoes From Rothy’s, Keen, and More
- This May Be Your Last Chance to Get OG Everlane on Sale
- I Found $16 Old Navy Bikinis and $25 Aerie One-Pieces
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.







