48 items in this article
48 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 …
Jorts that are not too long, not too short — Goldilocksian, even!
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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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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If you hadn’t guessed already, we like a stripe.
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Just 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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Yes
Want to be emailed about sales and other updates to your saved products?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed about sales and other updates to your saved products?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed about sales and other updates to your saved products?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed about sales and other updates to your saved products?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed about sales and other updates to your saved products?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
The Little Blue Dress, or LBD for short.
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Yes
Havaianas may be to flip-flops what Kleenex is to tissues.
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Want to be emailed about sales and other updates to your saved products?
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Yes
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Espadrilles at half the price of the standard Castañer.
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Western, but not yee-haw cowboy.
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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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Your old Lacoste polo’s cousin.
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Should you think five- or seven-inch inseams too short, here’s a nine-inch pair.
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Want to be emailed about sales and other updates to your saved products?
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Enjoy the insouciance of baggy jeans.
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Yes
Want to be emailed about sales and other updates to your saved products?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
Want to be emailed about sales and other updates to your saved products?
Success! You’ll get an email when something you’ve saved goes on sale.
Yes
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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Yes
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 whole 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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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.

