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Fellow fashion lovers, you’re in luck: The best Prime Day clothing deals of the year are here. Amazon’s annual Prime Big Deal Days event runs through tonight, October 8, and it’s absolutely stacked with of-the-moment finds. The shopping event—basically fall’s answer to Prime Day—includes discounts across every category on the site (including beauty and gifts), but I’m guessing you, like me, are most excited to shop the season’s biggest trends and gems from the labels you know and love.
Featured October Prime Day Deal
Updated:
Oct 8 2025, 10:31 AM
AllenCoco 14k Gold-Plated Stackable Rings $ 14 $ 12
As a style shopping editor who’s reported on every Amazon Prime Day for the past five years, I can vouch that this is the best time to stock up on whatever you’re missing from your current wardrobe, be it fall dresses, work bags, trench coats, or knee-high boots—you’ll find it all in my edit. So, make sure to bookmark this page; I’ll be updating my curated list of the best Prime Day fashion deals as tonight’s deadline approaches. (I’ve already added finds from Levi’s, Coach, and Veja, plus a rare find from royals-approved brand DeMellier.) Now let’s go shopping, shall we?
Glamour’s edit of the best Prime Day clothing dealsBest Prime Day Sweater Deal
BTFBM Casual Half-Zip Pullover
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Best Prime Day Jeans Deal
Levi’s Ribcage Straight Ankle Jeans
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Best Prime Day Handbag Deal
JW Pei Yara Shoulder Bag
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Best Prime Day Dress Deal
Zesica Puff-Sleeve Babydoll Dress
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Best Prime Day Sunglasses Deal
Sojos Cat-Eye Polarized Sunglasses
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Shop the best Prime Day clothing deals by category
Best Prime Day sweater deals
Sweater weather, like Prime Day, is finally upon us—and you don’t need to tell me twice to stock up. I’m prioritizing trendy silhouettes and colors, since I can almost guarantee that this is the cheapest they’ll be all season. At the top of my list: sporty half-zips, tomato-red cardigans, and Naadam’s viral 100% cashmere sweater, which is now at the lowest price I’ve ever seen it.
BTFBM Casual Half-Zip Pullover
Naadam Original Cashmere Crewneck Sweater
Evaless Chunky Cable-Knit Sweater
Free People Frankie Cable Sweater
Suuksess Cardigan Sweater
Bailey Rose Bow Sweater
Best Prime Day outerwear deals
A few major jacket trends, including dramatic trenches and cropped, sporty styles, are going to define the remainder of 2025—and this on-sale edit is your inside track. A floral boho topper layers so well over fall sweaters, barn jackets are only getting more popular, and I saw so many pieces like that utility jacket at New York Fashion Week. Meanwhile, you can also get a jump on your collection of winter coats; I suggest a puffer jacket with a dramatic collar and a wool-blend coat that’ll soften up all your cold-weather outfits.
Yimoon Cropped Puffer
Tankaneo Cropped Utility Jacket
Dokotoo Denim Jacket
Avec Les Filles Ruffled-Collar Quilted Jacket
Farktop Oversized Long Trench Coat
Chouyatou Double-Breasted Wool Coat
Best Prime Day bag deals
As it turns out, many labels beloved by Glamour readers, including Tory Burch, Madewell, and Kate Spade, are on sale at the mega-retailer right this minute. (Snap up that trendy suede bag while it’s still in stock.) But don’t be afraid to branch out a little—newer brands like the viral JW Pei and editor-loved Anine Bing are also discounted in the gold rush. But perhaps the best Prime Day handbag deal of the bunch is a chic DeMellier shoulder bag that’s now somehow under $400; the brand has been worn by Meghan Markle. Don’t miss it.
Tory Burch Kira Chevron Shoulder Bag
Kate Spade Deco Flap Chain Crossbody Bag
Madewell Oversized Suede Shopper Tote
JW Pei Yara Shoulder Bag
DeMellier Tokyo Handbag
Anine Bing Mini Elly Bag
Best Prime Day designer deals
I’ve been around the block long enough to know where to look for the secret designer deals during every Amazon tentpole sale. And the October Prime Day selection is looking particularly lovely; who doesn’t need a sporty rugby shirt or an event dress right now? Don’t skip the accessories, which include a healthy assortment of leather bags and high-end sunnies.
Norma Kamali Halter Side-Slit Gown
Baum und Pferdgarten Akeyla Dress
Favorite Daughter Ivy League Rugby Sweater
Sea Carolyn Rugby Shirt
Coach Willow Soft Bucket Bag
Ray-Ban Blaze Wayfarer Sunglasses
Best Prime Day dress deals
Amazon’s selection of dresses is here to save you from a fall fashion rut. Whether you’re updating your work wardrobe, planning a photo shoot at an apple orchard, or headed to an autumn wedding, you’re about to find a new obsession below. Just don’t wait around too long, as some sizes tend to disappear fast—and I’m not anticipating any restocks. (Yes, that’s Free People!)
Merokeety Long-Sleeve Button Sweaterdress
Zesica Puff-Sleeve Babydoll Dress
ASTR the Label Faeryn Dress
Zesica Long-Sleeve Bodycon Dress
Lioness Field of Dreams Maxidress
Free People Nightingale Midi-Dress
Now’s your chance to snag a rare 30% off a Free People dress—this really doesn’t happen often.
Best Prime Day clothing deals
Look closely enough and you’ll realize that Amazon is a gold mine for of-the-moment wardrobe staples. Each of these picks, including highly coveted fleece pullovers, crisp button-downs, and refined wide-leg pants, deserves a place in your autumnal rotation, especially as temperatures continue to cool and layering becomes even more important.
Panadila Half-Zip Fleece Pullover
Baigram Crop Pointelle Cardigan
Le Bop Rory Striped Tee
Lioness Boyfriend Shirt
Prettygarden Wide-Leg Pants
Seven Wonders Turner Pants
Best Prime Day jeans deals
Amazon’s best jeans are cooler than you’d expect. Whether you’re on a hunt for a classic straight-leg pair to wear with everything (try the Levi’s and Madewell picks below) or you’re livening up your rotation with a wide-leg or baggy pair (try Astylish), these finds are guaranteed compliment magnets. And if you’ve been looking for an excuse to try the season’s biggest denim trends, this is your sign: barrel jeans, cuffed styles, and faux-leather pairs are all available from $34.
Astylish Wide-Leg Jeans
Levi’s Ribcage Straight Ankle Jeans
Madewell Dean Easy Straight Jeans
Grapent Barrel Jeans
Frame Le Jane Wide-Leg Jeans
New Balance 515h V1 Sneaker
Nike Low-top Sneakers
Best Prime Day shoe deals
All the wear-to-work footwear you’ve been dreaming of is available at nice discounts. Need some eye-catching ballet flats or the most perfect pair of penny loafers? They’re on sale right now. And while flip-flop season is mostly done for the season (at least in some locales), they’ll look great through October with roomy slacks and light jackets—and they’re only poised to be more trendy come next spring.
Madewell Jamie Boat Shoes
Coach Jocelyn Loafers
Cushionaire Bistro Mary Jane Flats
Cole Haan Piper Mules
Baleaf Fleece-Lined Leggings
Danskin High-Rise Contour Bonded Ankle Leggings
The Gym People Thick High Waist Yoga Pants with Pockets
Nike Pro 365 Tights Leggings
Best Prime Day basics deals
It’s prime time—no pun intended—for investing in all the hardworking basics that get you through the week. While you can also find plenty of stunners above, these top-rated T-shirts, versatile tank tops, and just-right bottoms help keep it all together, whether you’re layering them under jackets or tucking eye-catching tops into them. Pay special attention to the deeply discounted picks from Madewell, Levi’s, and the cult-favorite label Leset.
Madewell Essential High-Neck Rib Tank
Qinsen Double-Lined Basic Cami
Leset Pointelle Slim-Fit Top
Abardsion Casual Basic T-Shirt
Levi’s Ribcage Full-Length Jeans
Trendy Queen Wide-Leg Sweatpants
Best Prime Day accessory deals
Slick watches, designer wallets, suede belts—Amazon is showing off with some truly remarkable finds in the accessories department. If you still haven’t hopped on the bag-charm train, Madewell’s pear-shaped option is a great way to dip your toes in. And silk scarves, perhaps the biggest trend of the moment, are also available at shockingly low prices; this skinny one has near-endless styling potential. While these accoutrements will only set you back as little as $8, they’re the secret to high-minded style.
Cheetah Bracelet Watch
Coach Mila Wallet
Rag & Bone Audrey Belt
Madewell Pear Cord Bag Charm
Kitsch Metal Cloud Cuff
Dailyacc Silky Hair Scarf
Best Prime Day sunglasses deals
Why choose between cheap and designer? Amazon’s sunglasses selection runs the gamut from affordable, site-specific labels (like Glamour editor-worn Sojos) to high-end brands like Ray-Ban. I’ll let you make the final call yourself, but cat-eyes, ovals, and oversized aviators are majorly trending for fall—and available from just $12. I anticipate bright things ahead.
Sojos Cat-Eye Polarized Sunglasses
Tory Burch Rectangular Sunglasses
Tijn Olisa Sunglasses
Le Specs Duskfall Sunglasses
Vanlinker Retro Aviator Sunglasses
Ray-Ban Erika Round Sunglasses
Best Prime Day jewelry deals
Whether you like to keep it low-key or make a statement, my Amazon Prime Day edit has you covered. The red-stone earrings and stacking rings I’ve been seeing everywhere are now the cheapest I’ve ever seen them, while coveted picks from high-dollar brands like Tory Burch, Éliou, and Jenny Bird are now available for up to 25% off. Oh, and that very giftable Kate Spade bangle—an all-time Glamour bestseller—is literally the cheapest I’ve ever seen it, so act fast.
JeanBeau Gold Statement Earrings
Tory Burch Kira Enamel Stud Earrings
Éliou Venus Wrap Necklace



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