Last updated: October 9, 12:23 p.m. — The best Prime Day clothing deals are my absolute favorite markdowns to shop during Amazon’s blowout sales event. Who doesn’t love the thrill of the hunt? (Granted, I’m a style editor who shops for a living, so I may be biased.)
“But Glamour,” you ask, “didn’t Amazon Prime Day already happen this year?” Yep, it did—but it’s back in the form of Prime Big Deal Days which we in the shopping world call “October Prime Day,” but it all ends tonight. I’m taking this opportunity to stock up on discounted wardrobe staples and trendy pieces alike, from royals-approved sunglasses to of-the-moment barn jackets. Care to join me?
A word to the wise: Prices tend to fluctuate depending on the size, color, and specific style, so go in with an open mind. On-page coupons can also net you as much as 40% off your order, so make sure you search each page for the highest discounts possible. We also included tons of items that are on sale but not Prime member exclusives so everyone can take advantage. Now let’s shop!
The best Prime Day clothing deals, at a glance
- The Trendy Jacket: Yimoon Quilted Jacket,
$45$36 - The Fall Dress: Anrabess Long-Sleeve Sweaterdress,
$60$43 - The Sporty Sneakers: New Balance 237V1 Sneakers,
$70$56 - The Wide-Leg Jeans: The Drop Frida Relaxed-Fit Jeans,
$60$42 - The Taylor Swift-Beloved Sunglasses: Ray-Ban Erika Round Sunglasses,
$166$117 - The Preppy Cardigan: Lillusory Striped Cardigan,
$60$30 - The Sunday Set: Anrabess 2-Piece Sweatsuit Outfit,
$50$37 - The Designer Bag: Coach Willow Tote 24,
$350$245 - The Classic Undies: Calvin Klein Men’s Boxer Briefs,
$90$45 - The Lulu-esque Jacket: Luyaa Workout Jacket,
$36$24 - The Designer Sunnies: Tory Burch Rectangular Sunglasses,
$182$66 - The Men’s Loafers: Cole Haan Pinch Penny Loafers,
$102$70 - The Goes With Everything Crossbody: Marc Jacobs Tote $
395, $360
Shop Prime Day deals by category
Editors’ Picks | Dress Deals | Fashion Deals | Shoe Deals | Outerwear Deals | Bag Deals | Accessory Deals | Activewear Deals | Bras & Underwear Deals | Men’s Deals | Kids’ Deals
Editors’ Prime Day fashion picks
Every year, the hardest part of this job is narrowing down all the tens of thousands of Amazon Prime Day deals into (relatively) short edits. But choosing these must-buys was a breeze; they’re simply the crème de la crème of everything I’ve seen so far. This quilted jacket, for example, has major Free People vibes, while these wide-leg jeans and preppy cardi look way more expensive than they are. Katie Holmes carries this exact sturdy leather Madewell tote all the time, and I’m also a fan of the design—and it’s a rare 25% off in black and warm brown right now. Also worth noting: a shockingly cheap pair of weatherproof fall boots from Sperry, Taylor Swift’s beloved Ray-Bans for under $120, highly giftable women’s pajamas from Eberjey, and a particularly trendy pair of fall shoes featuring leopard uppers.
Best Prime Day dress deals
These event-ready dresses will get you through the rest of wedding season in style—and they’ll arrive in a matter of days, in case your next event is only hours away. If you’ve got casual drinks or cocktail events coming up, these popular minis and sweaterdresses from Exlura and Anrabess have you covered. If you’re headed to a black-tie wedding, Maggy London’s one-shoulder number and Zesica’s seasonal velvet pick are perfect—and don’t scream “Amazon.” Feeling more adventurous? Hop on the leopard trend with PrettyGarden’s wrap dress or bring the party in Bardot’s sequined number. And yes, that’s a vacation-ready Free People dress for over half off.
Best Prime Day fashion deals
We know, we know, Amazon is the place where you buy paper towels, not capital-F Fashion. But our editors tend to treat Prime Big Deal Days as a time to buy into fall trends without overspending, and you can find all of our current obsessions on sale right now. Two entire outfits are going for less than $40 each, while Free People sweaters, Ganni-esque tops, and simple long-sleeve tees are also discounted. Round out your haul with these Reformation-lookalike trousers, goes-with-everything straight jeans, and faux-leather leggings that’ll more than pull their weight in your autumnal wardrobe.
Best Prime Day shoe deals
Stop the presses! Some of the most now shoes money can buy are way cheaper than usual, meaning it’s high time to stock up on boho clogs, leopard-print ballet flats, platform Crocs, and chic white sneakers ahead of a new season. (I almost can’t believe how cheap those Adidas kicks are.) Event-ready heels from Sam Edelman, croc-embossed knee-high boots, winter-ready Docs, and knit flats in a celeb-approved shade of tomato are also marked down—perfect for anyone who needs something trendy to add to their fall rotation.
Best Prime Day outerwear deals
’Tis the season to invest in a proper fall jacket or winter coat, and October’s Amazon Prime Day is the perfect chance to buy in for way less than usual. You can find nearly any silhouette on sale, but we’re paying special attention to classic trench coats, Hailey Bieber- and Katie Holmes-approved barn jackets, luxe-looking topcoats, and trusty denim jackets. Plus, puffers rarely go on sale this time of year, but plenty of options (including the Amazon coat from Orolay) are available at shockingly steep discounts. Now you have no excuse not to be toasty at all times.
Best Prime Day bag deals
Amazon’s purse section is awash with discounted designer bags—especially Coach, which is offering its luxe leather totes and handbags for nearly unheard-of prices. Meanwhile, this playful JW Pei bag could pass for Bottega Veneta—but it’s under $90 for a limited time. One of the super-trendy quilted totes every citygoer is carrying right now is also included in the avalanche of deals, as is a now-under-$100 Madewell sling that’s perfect for day trips. Go on, treat yourself.
Best Prime Day accessory deals
These cute accessories will pull any look together—and they just so happen to be on sale. Tory Burch’s designer frames rarely get this cheap, and we’re also eyeing trendy, celeb-beloved shades from Le Specs. We also found plenty of sculptural jewelry from Jenny Bird and Amazon brands like Apsvo and Jinear—not to mention a discounted Kate Spade bracelet (one of Glamour’s most popular gifts for women of all time) that’s literally as cheap as we’ve ever seen it. Oh, and perfectly minimal beanies and belts are also up for grabs. Why not get ahead of holiday gifting while you’re at it?
Best Prime Day activewear deals
Some of Amazon’s very best workout clothes are marked down for Prime Big Deal Days. We’re paying special attention to the site’s leggings, especially Colorfulkoala’s cult-favorite yoga pants and Ododos’s crossover leggings. You can also snag a running jacket that’s reminiscent of Lululemon, a chic tennis dress that’s perfect for your next pickleball match, and perfectly understated sweatpants and sports bras for way less than usual right now. Top it off with a $14 Adidas cap, because why not?
Best Prime Day bras & underwear deals
This sale event isn’t only about flashy deals; in fact, it’s also a great time to stock up on the lingerie that you plan on wearing every day. Plenty of Amazon bras, cotton undies, and wedding-friendly strapless bras are already up for grabs at nice discounts—so don’t wait to upgrade your top drawer. Top-rated shapewear and fancy quarter-length socks are also in the mix and ready to grace your year-round closet.
Best Prime Day men’s fashion deals
Stylish guys are in luck—Prime Day has plenty of markdowns for dudes too. Whether you’re buying something for yourself or you’re treating your favorite guy to a gift or two, look no further than these deeply discounted sweaters, polos, jeans, and underwear. (I’m particularly impressed by this sweater, which comes in under $25 and is the perfect pop of red for fall and winter and the Lacoste shirt which is nearly 40% and the brand never goes on sale.) The men’s shoe deals are also carrying today’s blowout; I spotted pairs from Sperry, Cole Haan, and Clarks, among many other brands, that will get so much wear in the months ahead.
Best Prime Day kids’ fashion deals
This is one of the absolute best times to buy clothes for any young ones in your life. Fleece jackets, cute leggings, and holiday-ready dresses are discounted on the girls’ side, while boys can enjoy Gap hoodies, mommy-and-me pajamas, and retro outerwear on sale. No matter what their wardrobes are missing for the season ahead, you can get them up to speed courtesy of Amazon.
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