Heads Up: You Can Shop These Prime Day Clothing Deals Early

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 coming back for the third year in a row in the form of Prime Big Deal Days on Tuesday, October 8, and Wednesday, October 9, which we in the shopping world call “October Prime Day.” The sales have already started if you know where to look, and 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 30% off your order, so make sure you search each page for the highest discounts possible. 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 $40
• 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 Cute Bag: JW Pei Hana Mini Faux-Suede Tote Bag, $99 $84
• The Leopard Loafers: Franco Sarto Balin Lug-Sole Loafers, $120 $67
• The Classic Undies: Calvin Klein Cotton Bikini Panties, $33 $28
• The Lulu-esque Jacket: Luyaa Workout Jacket, $36 $30
• The Designer Sunnies: Tory Burch Rectangular Sunglasses, $182 $68

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 has strong Free People vibes (and comes in at $36 with an on-page coupon), while these loafers hit two major fall shoe trends—stacked soles and leopard print—at once. Sold.

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.

Best Prime Day fashion deals

We know, we know, Amazon is the place 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 vintage-inspired fall jacket 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 and stud trends that are currently taking the fashion world by storm. Meanwhile, a particularly chic pair of white sneakers from Dolce Vita is also on sale ahead of schedule—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 JW Pei bag could pass for Toteme or Polène—but it’s under $85 for a limited time. Meanwhile, Glamour editors are huge fans of Coach’s pebble-leather pieces, and this one is on sale in three autumnal colors. 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. 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

Shockingly, some of Amazon’s very best workout clothes are marked down ahead of Prime Big Deal Days. We’re paying special attention to this running jacket that’s reminiscent of Lululemon and this of-the-moment tennis dress that’s perfect for your next pickleball match, both of which will set you back 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 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 and underwear. I’m particularly impressed by this sweater, which comes in under $25 and features the most perfect tomato red color for fall and winter.