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Best Prime Day 2022 Fashion Deals

5 min read

Illustration: Pedro Nekoi

Get your carts ready: Amazon’s seventh-annual Prime Day has officially started. This year, the Prime-members-only two-day affair runs through July 13, in a return to the shopping event’s middle-of-July schedule. (If you remember, the past two Prime Days were in October and June.) And judging from all the early deals we’ve been tracking, 2022’s Prime Day is (once again) full of discounts on Strategist favorites — especially when it comes to fashion.

Below, we did the hard work of finding the very best of the best Prime Day fashion deals, concentrating on worth-it bargains from brands that are Strategist-staffer approved and/or cool-person recommended, including Calvin Klein underwear, Levi’s denim, and New Balance sneakers. To do that, we not only looked through our archives (you’ll see some of our greatest hits below), but we also double- (and triple-) checked the price history of the products to make sure you’re getting a good deal. You can scroll down for those finds or just click on one of the links below to skip ahead to a particular category. This list will be continually updated, so check back for even more deals. And if you see something you like, it’s best not to wait — the sale is live for only two days after all.

Women’s clothing | Women’s shoes | Women’s accessories | Men’s clothing | Men’s shoes | Men’s accessories | Kids’ clothing and shoes

Levi's Wedgie Straight Jeans

The Wedgies — these don’t actually give you one — are (probably) our most-written-about jeans. “If you’re going to dip your toe in the pool of frump,” these are “shockingly flattering,” says Sara Zucker, director of social media at Korres.

Calvin Klein Perfectly Fit Lightly Lined Memory Touch T-shirt Bra

This cult-favorite Calvin Klein bra counts writer Molly Lamoureux as a fan for its comfortable coverage. The memory-foam cups are designed to mold to your body.

Core 10 All-Day Comfort High-Waist Full-Length Yoga Legging

Amazon’s in-house athleisure line, Core 10, rarely goes on sale. When former senior writer Karen Iorio Adelson tried out the brand, she liked how its workout wear didn’t show panty lines even while twisting and bending.

Levi's Ribcage Ankle Jeans

The “Goldilocks of jeans” is now 40 percent off. This style has two Strategist stamps of approval: Editor Maxine Builder considers the jeans “deliriously high,” while New York deputy editor Alexis Swerdloff likes their “worn-in-without-trying-too-hard wash.”

Levi’s 720 High-Rise Super-Skinny Jeans

Crowned the “best skinny jean” in our guide to high-waist denim, the 720s are currently the cheapest they’ve been this year. Writer Diana McCorry describes them as having “a great silhouette when you stand up” with enough stretch to breathe.

The Drop Ana Silky V-neck Midi Slip Dress

Like Core 10, Amazon’s “The Drop” collection is only really marked down during Prime Day. This silky slip is an effortless piece you can wear on repeat, and it comes in tons of colors, including chartreuse, lime, and cobalt.

The Drop Maya Silky Slip Skirt

You could get the equally versatile skirt version while you’re at it, too.

Levi's Original Trucker Jacket

Levi's Original Sherpa Trucker Jackets

Or get the Sherpa-lined version for a few dollars more to get ahead of fall.

Calvin Klein Modern Cotton Unlined Wireless Bralette

At half off, this Calvin Klein unlined bralette is one of the best steals we’ve seen hiding in the sale. If you’re into a matching set, get the also-on-sale hipster panty at Zappos.

Calvin Klein Modern Cotton Lightly Lined Triangle Bralette

The triangle version of the logo’d bralette from above is the cheapest it’s been since last November. It’s similar to one that Strategist senior writer Liza Corsillo owns and considers her weekend bra since it’s supportive even sans underwire.

Levi's 501 Skinny Jeans

True & Co. Women's True Body Triangle Convertible Strap Bra

Despite e-commerce strategist Elizabeth Simakoff’s general bra weariness, this triangle bralette from undergarments start-up True & Co. made her a convert since you can turn the straps into a racerback or remove the pads for a seamless look.

Keds Triple Kick Canvas

Now just under $50, the Triple Kicks haven’t been this low in price since 2020. These earned the title of “best platforms” in our white-sneaker story, in which D.C.-based organizer Nina Sarhan points out that the soles absorb the shock of steps while walking for hours.

Reebok Princess Sneaker

Ray-Ban RB4171 Erika Round Sunglasses

For a wear-anywhere pair of sunglasses, go with Ray-Ban — the brand’s Erika style hasn’t been this cheap since December.

Levi's 501 Original-Fit Jean

Like lots of Levi’s we’ve spotted so far, the men’s version of the 501s are just under $50 now. The highly recommended jeans have a devout following, with former Strategist writer Jordan Bowman praising their “brilliant cut” and columnist Chris Black naming them a favorite basic.

Levi’s 510 Skinny-Fit Jeans

We’ve dubbed these now-half-off 510s the best skinny jeans for men. Alex Simons, a brand and editorial manager at Netflix, explains that these are comfortable from the first try-on.

Lacoste Short-Sleeved L.12.12 Pique Polo Shirt

Score this polo shirt, which works on or off the court, from tennis-player-approved brand Lacoste for the lowest price since 2020.

Calvin Klein Underwear 3-Pack Body Modal Boxer Briefs

So much Calvin Klein underwear is on sale, but you probably won’t find a better deal than this three-pack of boxer briefs.

New Balance 515 V3 Sneaker

Reebok Classic Harman Run Sneaker

The Harmans can do double duty as a running sneaker while being casual enough for short strolls.

Under Armour Charged Pursuit 2 Running Shoe

The Charged Pursuits have several jogger-friendly design features, including a breathable mesh upper, a tirelike pattern on the outsole for traction, and foam padding at the ankle.

Ray-Ban RB2140 Original Wayfarer Sunglasses

These classic Wayfarers haven’t been this cheap since last November. The style topped our list of the best men’s sunglasses for its universally flattering fit (not to mention how popular it is with celebrities including David Beckham).

Simple Joys by Carter's Unisex Babies' Cotton Footed Sleep and Play

Simple Joys by Carter's Babies’ 6-Piece Snug-Fit Cotton Pajama Set

And these pajamas are the cheapest we’ve ever seen them — to sweeten the deal, you can mix and match the pieces.

Amazon Essentials Pack of 5 Short-Sleeved T-shirts

Or get the ever-growing toddler this five-piece set of plain T-shirts for rolling around in the dirt, finger painting, and other messy mischief.

Simple Joys by Carter's 3-Piece Rash-Guard Set

Just as we’ve entered midsummer, this never-been-this-cheap swimsuit set comes with a rash guard for belly flops. The pieces are also outfitted with UPF-50 sun protection.

The Strategist is designed to surface the most useful, expert recommendations for things to buy across the vast e-commerce landscape. Some of our latest conquests include the best acne treatments, rolling luggage, pillows for side sleepers, natural anxiety remedies, and bath towels. We update links when possible, but note that deals can expire and all prices are subject to change.