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. 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 Comfy Dress: Anrabess Long-Sleeve Sweaterdress,
$60$43 - The Trendy Clogs: Klägn Helvi Leather Clogs,
$110$100 - The Genderless Sweater: Amazon Essentials V-Neck Sweater,
$27$24 - The Black Jeans: Levi’s Premium Wedgie Straight Jeans,
$98$69 - The Preppy Cardigan: Lillusory Striped Cardigan,
$60$30 - 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
Shop Prime Day deals by category
Editors’ Picks | Dress Deals | Fashion Deals | Shoe Deals | Bag Deals | Accessory Deals | Activewear Deals | Bras & Underwear Deals | Men’s 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 jacket and long-sleeve top have strong Free People vibes, while these loafers hit two major fall shoe trends—stacked soles and leopard print—at once. Plus, almost all of JW Pei’s of-the-moment bags, including this structured, asymmetrical pick, are discounted today.
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 with satin pumps and dainty gold jewelry for this top-rated Anrabess dress; go for tights and knee-high boots with Exlura’s mini, which is incredibly popular among Glamour readers.
Best Prime Day fashion deals
We know, we know, Amazon is the place where you buy paper towels, not capital-F Fashion. But consider this: Our editors tend to treat Amazon Prime Day as a time to buy into trends without overspending, and you can find all of our current obsessions on sale right now. This preppy cardigan, Ganni-esque top, and these go-with-everything straight jeans will more than pull their weight in your autumnal wardrobe.
Best Prime Day shoe deals
Stop the presses! Some of the most now clogs money can buy are cheaper than usual, meaning it’s high time to try your hand at the boho trend that’s currently taking the fashion world by storm. Meanwhile, a particularly chic pair of white sneakers from Dolce Vita is also on sale, as are event-ready heels and ballet flats in a celeb-approved shade of tomato—perfect for anyone who needs something trendy to add to their fall rotation.
Best Prime Day bag deals
Amazon’s purse section is all of a sudden awash with discounted designer bags. This prim JW Pei bag could pass for Toteme or Polène—but it’s under $90 for a limited time. Meanwhile, Glamour editors are huge fans of Coach and Marc Jacobs totes, and these ones are on sale in tons of autumnal colors. Plus, a super-trendy bow bag is just $20 right now. 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. We’ll never pass up these Bottega Veneta teardrop earring look-alikes when they’re discounted, and we almost can’t believe how affordable these designer frames from Tory Burch are. (The blue-light glasses from Tijn are near-exact Miu Miu dupes, by the way.) Take this as your sign to treat yourself to a nice new piece you’ll wear for many seasons to come.
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. Meanwhile, you can also snag this running jacket that’s reminiscent of Lululemon and chic tennis dress that’s perfect for your next pickleball match for less than usual right now.
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 wedding-friendly Amazon bras and cotton undies are already up for grabs at nice discounts. Why wait until the big day to upgrade your top drawer?
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 acts as the most perfect pop of red for fall and winter.
