Mr Viral
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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 for the third year in a row on Tuesday, October 8, and Wednesday, October 9, which we in the shopping world call “October Prime Day.” 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 glanceThe Trendy Jacket: Yimoon Quilted Jacket, $45 $36The Fall Dress: Anrabess Long-Sleeve Sweaterdress, $60 $43The Sporty Sneakers: New Balance 237V1 Sneakers, $70 $56The Wide-Leg Jeans: The Drop Frida Relaxed-Fit Jeans, $60 $42The Taylor Swift-Beloved Sunglasses: Ray-Ban Erika Round Sunglasses, $166 $117The Preppy Cardigan: Lillusory Striped Cardigan, $60 $30The Sunday Set: Anrabess 2-Piece Sweatsuit Outfit, $50 $37The Designer Bag: Coach Willow Tote 24, $350 $245The Classic Undies: Calvin Klein Men’s Boxer Briefs, $90 $45The Lulu-esque Jacket: Luyaa Workout Jacket, $36 $24The Designer Sunnies: Tory Burch Rectangular Sunglasses, $182 $66The Men’s Loafers: Cole Haan Pinch Penny Loafers, $102 $70The Goes With Everything Crossbody: Marc Jacobs Tote $395, $360Shop Prime Day deals by categoryEditors’ 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 that preppy sweaterdress, striped cardi, and pair of wide-leg jeans all look way more expensive than they are. Also worth noting: a shockingly cheap men’s windbreaker, Taylor Swift’s beloved Ray-Bans for under $120, and two pairs of particularly trendy fall shoes.
Yimoon Quilted Jacket
Zesica Button Sweaterdress
Lillusory Striped Cardigan
The Drop Frida Relaxed-Fit Jeans
Champion Stadium Packable Jacket
Ray-Ban Erika Round Sunglasses
Franco Sarto Edith Loafers
New Balance 237V1 Sneakers
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. Style this Maggy London number with sculptural earrings and slingbacks for fancy ceremonies; go for tights and knee-high boots with any of these sweaterdresses or Exlura’s mini, which is incredibly popular among Glamour readers; hop on the leopard trend with PrettyGarden’s wrap dress and a pair of satin pumps.
Exlura Square-Neck Minidress
Anrabess Long-Sleeve Sweaterdress
Anrabess Square-Neck Ruffle Dress
Maggy London One-Shoulder Dress
Anrabess Mockneck Rib-Knit Dress
PrettyGarden Long-Sleeve Wrap Dress
The Drop Cameron Ribbed Sweaterdress
Dress the Population Uma Dress
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 for the big day. Round out your haul with these sharp trousers and goes-with-everything straight jeans that’ll more than pull their weight in your autumnal wardrobe.
Anrabess 2-Piece Sweatsuit Outfit
Etcyy New 2-Piece Sweater Outfit
Darong Long-Sleeve Crewneck Shirt
Casly Lamiit Tie-Front Top
Free People Easy Street Crop Pullover
Anrabess Striped Oversized Shirt
The Drop Amalia Relaxed Pleated Trousers
Levi’s Premium Wedgie Straight Jeans
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 try your hand at the boho clogs, leopard-print ballet flats, platform Crocs, and chic white sneakers. (I almost can’t believe how cheap those Adidas kicks are.) Event-ready heeled sandals 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.
Klägn Helvi Leather Clogs
Franco Sarto Tinsley Mary Jane Flats
Dolce Vita Notice Stitch Sneakers
Adidas Bravada 2.0 Platform Sneakers
Sam Edelman Kia Block-Heel Sandals
Cushionaire Sonnet Mary Janes
Crocs Classic Platform Clogs
Rothy’s Loafers
Best Prime Day outerwear deals
’Tis the season to invest in a proper fall jacket or winter coat, and 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, quilted 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.
The Drop Noa Trench Coat
Evaless Quilted Jacket
Yousify Notched-Collar Double-Breasted Peacoat
Wrangler Friend Denim Jacket
Orolay Thickened Down Jacket
Cole Haan Knee-Length Quilted Down Coat
Best Prime Day bag deals
Amazon’s purse section is all of a sudden awash with discounted designer bags from Marc Jacobs, Coach, and Madewell—all in luxe leather, of course. Meanwhile, this playful JW Pei bag could pass for Bottega Veneta—but it’s under $90 for a limited time. And super-trendy picks like this quilted tote and this bow-embellished number can be yours for under $30 right now. Go on, treat yourself.
Marc Jacobs The Small Tote
Coach Willow Tote 24
Joliluna Coquette Purse
JW Pei Orla Weave Handbag
Aswaca Quilted Shoulder Bag
Madewell Sling Bag
Best Prime Day accessory deals
These cute accessories will pull any look together—and they just so happen to be on sale. We’ll never pass up these popular teardrop earrings when they’re discounted, and we almost can’t believe how affordable these designer frames from Tory Burch are. (Those blue-light glasses from Tijn are near-exact Miu Miu dupes, by the way.) That Kate Spade bracelet is also one of Glamour’s most popular gifts for women of all time—and today, it’s literally as cheap as we’ve ever seen it. Why not get ahead of holiday gifting while you’re at it?
Tory Burch Rectangular Sunglasses
Tijn Olisa Blue Light-Blocking Glasses
Calvin Klein Two-in-One Reversible Belt
Kate Spade Heart of Gold Idiom Bangle
Apsvo Chunky Gold Earrings
Jinear 18K Gold-Plated Croissant Ring
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.
Colorfulkoala Buttery High-Waist Leggings
Ododos Crossover Leggings
Luyaa Workout Jacket
Ewedoos Tennis Dress
Champion Lightweight Lounge Pants
Puma Seamless Sports Bra
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.
Natori Feathers Contour Plunge Bra
Victoria’s Secret Strapless Bra
Scacto Seamless No-Show Bralette and Panty Set, 3-Pack
Calvin Klein Carousel Logo Cotton Stretch Bikini Panties (3 Pack)
ShaperX Shapewear Bodysuit
Polo Ralph Lauren Cushion Quarter Socks (6-Pack)
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, bags, 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.
Amazon Essentials Soft-Touch V-Neck Sweater
Lacoste Ribbed Polo Shirt
Coach Charter Belt Bag 7
Sperry Avenue Duck Boots
Clarks Bushacre 2 Chukka Boots
Cole Haan Pinch Penny Loafers
Polo Ralph Lauren Classic-Fit Crewneck Shirts (3 Pack)
Calvin Klein Cotton Stretch Boxer Briefs, 7-Pack
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.
Columbia Baby Benton Springs Fleece Jacket
Simple Joys by Carter’s Girls’ Leggings (3-Pack)
Arshiner Girls’ Sweaterdress
Amazon Essentials Girls Heavyweight Hooded Puffer Jacket
Gap Baby Boys’ Playtime Favorites Logo Hoodie
The Children’s Place Fall Harvest Baby Family Matching Pajama Set
Amazon Essentials Boys Water-Resistant Puffer Vest
Under Armour Boys Performance Polo
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