24 Best October Prime Day Fashion Deals 2025

Happy spooky season and happy October Prime Day to all who celebrate. Prime Big Deal Days (which is the official name of the event) kicks off today, and I’ve been tracking all the best fashion deals since last week. Thanks to the Shop by Shopbop, there are so many items on sale from quality brands you know and love — not the ones you think of when you think of Amazon clothing and accessories. I’m talking deals on dresses, outerwear, shoes, denim, and more from brands you (Cut readers) and I both love, including Aligne, Frame, Rachel Comey, Hereu, Tory Burch, and Ganni.

As someone who has been covering Prime Day fashion deals my entire career and writing about which high-end items are actually worth your money all year, I can say with confidence that the luxury-fashion deals on this curated list are worth adding to your cart. As a fashion editor, these are the items I would actually buy if I were shopping for myself.

For every other deal, head on over to our list of the best October Amazon Prime Day deals.

➼ Best Early October Prime Day Dress Deals
➼ Best Early October Prime Day Outerwear Deals
➼ Best Early October Prime Day Denim Deals
➼ Best Early October Prime Day Top Deals
➼ Best Early October Prime Day Shoe Deals
➼ Best Early October Prime Day Bag Deals
➼ Best Early October Prime Day Jewelry Deals
➼ Best Early October Prime Day Accessory Deals

Faithfull the Brand makes great spring-summer linen pieces, like this A-line midi dress. The floral eyelet embroidery on this Rachel Comey dress is also lovely. But if you’re looking for something more slinky and sexy, I recommend this mesh dress from Miaou that’s 30 percent off.

Outerwear is always my favorite thing to shop for, and October Prime Day is no exception. Shopbop’s in-house label, Le Bop, has so many elevated basics, including this striped pullover. I also found several deals on Rag & Bone jackets as well as this Aligne blazer for 44 percent off. I own it in black and have worn it more times than I can count; the adjustable back buckle helps cinch the waist and creates the most flattering silhouette.

Amazon’s denim category is always great with so many styles from brands like Levi’s, Pistola, and Good American. But the Shop by Shopbop’s selection is even better, and this Nanushka denim shirt with a faux-leather collar is a standout.

Another elevated basic from Le Bop is this button-down that looks so crisp. It’s available in two striped colorways and a soft yellow shade, but I love this vibrant kelly green one. I also found a navy vest from the Foster sisters’ brand, Favorite Daughter, and an oversize black tee that’s 31 percent off. I’m a T-shirt aficionado, and this one looks very promising.

I found not one but two pairs of Hereu shoes for 60 percent off. The Spanish brand’s supreme craftsmanship makes it a favorite among fashion people (the Cut team especially loves the loafers). These Gola sneakers are also so cool for every day and under $100.

From
$85

$100

now
15% off

A superchic calfskin clutch from Maeden, a modern-contemporary mid-luxury handbag brand based in Amsterdam, is (somehow) available on Amazon and on sale for Prime Big Deal Days. Other sale finds include a Ganni hobo bag for 44 percent off and a metallic Tory Burch bag for 52 percent off.

We all know Amazon is the premier destination for basic gold-plated hoops that start to tarnish after a year or so. But did you know that you can also find better-quality everyday jewelry and unique pieces for your collection on the Shop by Shopbop page?

The Shop by Shopbop also has miscellaneous accessories that feel quite special, like this rose-quartz ponytail cuff or this seahorse bag charm from Jennifer Behr, one of my favorite mid-luxury jewelry brands. I also found countless belts on sale from brands including B-Low the Belt, Madewell, and Heaven Mayhem.