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, 12:13 PM
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 deals
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.
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.
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.
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.
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!)
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.
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.
Best Prime Day sneaker deals
Super-popular white sneakers from Veja and Reebok are available on Amazon for as much as 43% off, but you’ll want to hurry—sizes are selling out fast. Elsewhere, you can pick up fresh New Balance, Adidas, and Nike silhouettes (all lookalikes for their more popular and never-on-sale counterparts) starting at just $56. And I’ll give a special shoutout to those Golas, which are a steal at under $85 and feature an attention-grabbing color scheme that’s surprisingly easy to style.
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.
Best Prime Day boot deals
We’ve officially entered boots season, meaning it’s high time you invest in a proper pair before your next big outing. Knee-high pairs make great investments for dressy occasions and are especially trendy right now, while Coutgo’s faux-suede pair has major Kate Middleton vibes. Oh, and of-the-moment Hunter rain boots are available for a rare 35% off—perfect for the rainy weather on the horizon.
Best Prime Day leggings deals
Take it from me: Prime Day is the absolute best time to dive into the expansive, budget-friendly world of Amazon leggings. While there are way too many brands on sale to mention here, I’m sticking to the site-specific labels that Glamour editors have tested, including CRZ Yoga, Baleaf, and the incredibly popular Colorfulkoala. Not every Prime Day deal is incredible, but I spend a lot of my time tracking the prices of leggings—I can vouch that these pairs are all genuinely much cheaper than they usually are.
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.
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.
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.
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.
Best Prime Day activewear deals
Whether you live at the gym or you just love stretchy fabric—no judgment here!—you probably already know Amazon as the place to pick up trendy, nice-looking activewear on the cheap. For the next two days, though, it’s shaping up to be just about the cheapest place to buy any and all workout clothes. Shop some of Glamour’s go-to running jackets, airy tees, and workout sets while they’re at their absolute most affordable.
Best Prime Day loungewear deals
Everyone at Glamour (myself included) is a loungewear enthusiast. And we’ve got good news for you: So many of the season’s biggest trends, including high-neck sweatshirts, roomy sweatpants, and matching sets, are now up to 40% off for Prime Day. You don’t have to stick to this neutral color palette, but we promise these whites, grays, and browns will go with everything.
Best Prime Day lingerie deals
We go big on intimates here at Glamour, where we have contributors dedicated solely to bringing you the absolute best bras and underwear. So trust that these super-popular picks—including the Amazon Essentials undies we named the finest underwear for women on the market—are worth your time, especially now that they’re as much as 33% off for a limited time only.
How to save big on Prime Big Deal Days
Glamour’s team of shopping editors has reported on Amazon’s annual two-day sale—Prime Day’s little sister—since it was first introduced in October 2022. If you’re looking to secure the biggest discounts before the clock runs out, here’s how to make the most of it:
- Try a free Amazon Prime membership: Not a member? Start a free trial now to unlock the best deals before the sale ends, since the best markdowns are available exclusively to Prime shoppers.
- Check competing retailers: Although Prime Big Deal Days is an Amazon sales event, other stores are known to run their own discounts, sometimes matching Lightning Deals with markdowns on everything from buzzy tech to kitchen gadgets. On the style side, I suggest you also pop over to Nordstrom and Shopbop. (The latter is an Amazon-owned site with its own slate of very chic deals.)
- Save your picks: Take it from me—the sheer number of deals can feel overwhelming at first. Use the Amazon app to your advantage by tapping the heart icon to build a shopping list of your favorite products. This allows you to jump on deals before they disappear and track if any discounts are getting better over the 48-hour period.
- Explore sizes and colors: One quirk of shopping on Amazon is that clothes and accessories often have different discounts based on the sizes and colors you pick. A dress that’s not on sale in a size small, for example, could be 30% off in medium. So if you’re between sizes or colors, it’s worth checking out every possibility to net the highest discount possible.
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