84 items in this article
84 items on sale!
Photo-Illustration: The Strategist; Photos: Retailers
Prime Day is here, and we’re updating this story hourly. To find the best deals in every category, follow all of our Prime Day coverage.
This year’s Prime Day is officially live, and like last year’s, it’s running for four days instead of the customary two — but for the first time ever, it’s happening in June rather than July, between Tuesday, June 23, and Friday, June 26. While the timing has changed, the deals are just as good as those of Prime Days past: Levi’s jean shorts are half off (sometimes more), Gap Factory tops are marked down to single digits, and there are some surprisingly good prices on Madewell.
Here’s my best advice: Be sure to check out the Shopbop storefront (officially, the Shop by Shopbop), where name brands like Kule and Alex Mill can be very cheap — sometimes at prices lower than what you’d find at their respective Black Friday sales. Another highlight is the Zappos section, if you’re in the market for, say, Tkees flip-flops or a Natori Feathers bra. This year, there are plenty of other good deals, too — including on Ray-Ban Wayfarers and Polo Ralph Lauren socks. Below are the Prime Day fashion deals I think are the best. I’ll keep updating this post over the next few days, so be sure to check back regularly. Of course, it’s all hands on deck for the Strategist team during the sales event — sign up to receive the Strategist’s Deal Freaks Daily newsletter to keep yourself up to date, or just check out our (exhaustive) list of the best Prime Day deals according to our deals editor.
If you’re on the hunt for a V-neck T-shirt …
…Or the Platonic ideal of a tank top.
Jorts that are not too long, not too short — Goldilocksian, even!
Our readers can’t stop clicking on these wide-leg jeans.
We’ve heard a lot of praise for Solid & Striped during the Strategist Swimsuit Project.
From
$79
$130
now
39% off
A “podiatric improvement on (Teva’s) Voya Infinities.”
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The simplest, itty-bittiest cami that ever could.
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It’s a tube top summer.
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If you’re feeling inspired after reading contributor’s MacKinley Jade Lutes-Adlhoch’s hunt for a V-neck T-shirt …
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Think of it as your summertime cardigan.
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You don’t see under-$100 Donni — much less Donni pointelle — every day.
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If you hadn’t guessed already, we like a stripe.
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On-sale offseason shopping? Music to our ears.
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An office-appropriate cotton-poplin A-line skirt.
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Sit back, relax, and Bermuda.
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Gap’s linen “can survive being crushed in a suitcase, tied to a beach chair, and doused in ocean water,” says Isabelle Conner, a VP of integrated marketing at Skinfix.
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Button-zipper combo in the front, elastic waistband in the back.
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They can be as adjustable as you want.
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They’re not jorts; they’re mid-thigh shorts.
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Our senior editor Hilary Reid has been wearing her pair of these poplin pants at least twice a week since the beginning of summer.
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Senior writer Emma Wartzman wears these lounge pants when she’s “making a simultaneous effort to look actually put-together, like when we have friends over for a movie night, or I’m meeting someone for a coffee in the neighborhood.”
Read more: The Strategist Staff’s Favorite Lounge Pants
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Don’t be afraid of a little flare.
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To spin around in at your leisure.
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Photo: 18-01-15 ekaterinamiasnikova PM1 B2 chelsealahee W
This nice and simple maternity dress is on sale.
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Want to be emailed about sales and other updates to your saved products?
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Want to be emailed about sales and other updates to your saved products?
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Another jelly option, but make it slides.
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Or Rothy’s slides that look like they could be from Jenni Kayne.
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Espadrilles at half the price of the standard Castañer.
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Friulanes: The official shoes of Italian gondoliers (and tasteful people around town).
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Your Wellies for the time being.
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Western, but not yee-haw cowboy.
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“I completely abuse sunglasses and cannot be bothered to use a case, so mine need to be able to withstand the weight of a laptop and multiple sketchbooks at the bottom of my bag,” says Wall Street Journal art editor Alexandra Citrin-Safadi. “Fortunately, the 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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Undershirt or shirt-shirt, it’s up to you.
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And a few more for refreshing your undershirt (or shirt-shirt) drawer.
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On sale in over 20 colors.
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Your old Lacoste polo’s cousin — for a whole lot less.
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The obligatory short-sleeve knit button-down, but with stripes.
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Come fall, your polo needs long sleeves.
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Should you think five- or seven-inch inseams too short, here’s a nine-inch pair.
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Solid cargo shorts in 100 percent cotton twill.
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Enjoy the insouciance of baggy jeans.
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If these Hanes joggers are good enough for Law Roach (and they are), they’re good enough for us.
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I don’t think I’ve ever seen an espadrille in Yves Klein blue before.
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Nice dress shoes, just in time for wedding szn.
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Want to be emailed about sales and other updates to your saved products?
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Want to be emailed about sales and other updates to your saved products?
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It’s a good time to stock up on new undies.
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It’s a fifth of the price of a Ralph Lauren baseball cap, just saying.
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For your best “Tom Cruise in Top Gun” impression.
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His Picture Day outfit is now sorted.
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You can layer it when fall arrives.
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Just look at those adorable bows.
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A school week’s worth of leggings for gym class.
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Their first Birkenstock (dupe).
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Keen Newport H2s for the entire family!
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To corral wiggly toes at the Rockaways.
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No bunny-ear technique required.
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Per the product copy, the rubber waffle outsole can “support their youthful adventures” (mainly running around a playground).
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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.

