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33 best extended Prime Day fall fashion picks, per shopping editors

33 best extended Prime Day fall fashion picks, per shopping editors

Now that fall is here, we’re finding it’s time to cozy up and lean into sweater weather, boots, and more scarves than Miranda Priestly could demand in a year. Switch over your closet with all the latest fashions to get them for a steal.

For better or for worse, Amazon has made shopping more convenient and accessible for its Prime members during the October Big Deal Days. Not a Prime member? We suggest you sign up for the 30-day free trial to experience all this firsthand and get access to all the best deals.


Don’t miss our guide to the 200+ best extended deals at October Prime Day.


With a Prime membership, you get fast shipping and can fill your cart with everything from slippers and jewelry to beauty finds and home essentials.

It almost feels like a magical wish someone made in 1902, and now you can live out their dream world with the click of a button.

Ready to find a look that suits your style, personality, and fall mood board? Let’s begin with Post favorites and beloved fashions ASAP.

Jewelry & Accessories | Women’s Fashion | Men’s Fashion | Socks and Underwear | Shoes and Slippers

Prime Day Jewelry & Accessories Deals

Apsvo Chunky Gold Earrings


Apsvo Chunky Gold Earrings
Amazon

One of the best tips we can give you is to score some designer lookalikes during Prime Day. For example, the best-selling Apsvo Chunky Gold Earrings are always partially discounted and look just like the Bottega ones that cost $280.


Betsey Johnson Pave Skull Dangle Earrings


A pair of skull-shaped earrings
Amazon

Halloween is right around the corner, which is why we’re not shocked that Betsey Johnson Pave Skull Dangle Earrings are on Amazon’s Choice list. These little drop hoops are studded, embellished with pave accents, and topped with a crown. Wear these and feel a tad spooky and mysterious year-round.


SWAROVSKI Hyperbola Pendant Necklace


SWAROVSKI Hyperbola Pendant Necklace
Amazon

The SWAROVSKI Hyperbola Pendant Necklace exudes elegance and sophistication. Featuring a stunning crystal pendant, it sparkles with every movement. The adjustable chain allows for customizable lengths, making it versatile for various necklines. Perfect for special occasions or everyday wear, this necklace adds a touch of luxury to any outfit.


Ray-Ban RB4165 Justin Rectangular Sunglasses


Ray-Ban sunglasses for less than $100? We’re in! Whether you aim to be a 1989 Swiftie or just an all-American sweetheart, these shades add instant coolness to your look.


Calvin Klein Reyna Novelty Key Item Flap Backpack, Black/Silver Combo, One Size

This women’s backpack is ideal for carrying daily essentials, work supplies, or class materials. It comes in twelve different shades, so if you can’t decide on one color, just buy both. That’s what Amazon Prime Day is all about.


Prime Day Women’s Fashion Deals


HonestBaby Family Matching Holiday Pajamas Organic Cotton for Men, Women, Kids, Toddlers, Baby Boys, Girls, Unisex Pets
Amazon

Perfect for holiday photos, gift-giving, or simply relaxing at home, these pajamas are also ideal for mixing and matching with your favorite prints.



AUTOMET Womens Sweatshirts Half Zip Cropped Pullover Fleece Quarter Zipper Hoodies Fall outfits Clothes Thumb Hole
Amazon

This fleece-lined pullover features a drop shoulder collar, kangaroo pockets, and long sleeves with thumbholes to keep your sleeves securely in place. Available in multiple shades!



Levi's Women's Wedgie Straight Jeans
Amazon

Add this wardrobe staple, the Wedgie Straight jeans, known for their cheeky name and stylish design. Fitted at the waist, they offer a chic comfort that makes them a must-have for any fashionista.



Women's Two Piece Outfits 3/4 Batwing Sleeve Capelet Crew Neck Pullover Top Wide Leg Pants Lounge Set
Amazon

This set is easy-breezy and looks great when traveling while maintaining your preferred comfort. It can be worn together or mixed and matched; the pullover looks great with wide-leg pants, leggings, or jeans.



Trendy Queen Womens Oversized Hoodies Fleece Sweatshirts Long Sleeve Sweaters Pullover Fall Outfits
Amazon

Whether running errands or lounging at home, these pullovers guarantee comfort and come in 43 different colors.



ANRABESS Women's Open Front Knit Lightweight Cardigan Casual Long Coatigan Sweater Lady Jacket Coat 2024 Fall Outerwear
Amazon

This is a number-one bestseller on Amazon with over 3,000 five-star reviews. Throw over leggings and a sports bra for the ultimate on-the-go, quiet, luxe look.



A woman in a grey coat
Amazon

The Orolay Women’s Thickened Down Jacket is a favorite of Oprah’s and for good reason. Along with coming in a variety of colors, it’s waterproof and features six pockets and a fleece-lined hood for extra warmth. With more than 28,000 ratings on Amazon, it’s a winner for winter.



Eddie Bauer Women's Lodge Down Duffle Coat
Amazon

Available in four different rugged shades, this puffer is filled with Premium Down to keep you warm and is machine washable.


Tanming Sweater Sets 


Tanming Sweater Sets Women 2 Piece Lounge Sets Short Sleeve Knit Pullover Tops Wide Leg Pants
Amazon

This two-piece lounge set is made from lightweight, stretchy fabric that moves with you. The pullover top features a relaxed fit with a side-split hem, while the high-waisted, wide-leg pants offer an effortless, flowy silhouette perfect for lounging or casual outings.



Amazon Essentials Women's Teddy Bear Fleece Oversized-Fit Lapel Jacket (Previously Daily Ritual)
Amazon

This sherpa jacket offers a relaxed, oversized fit, making it easy to layer over sweaters or shirts for extra comfort.


Levi’s Women’s 501 Original Shorts


Levi's Women's 501 Original Shorts (Also Available in Plus)
Amazon

Levi’s Women’s 501 Original Shorts combine timeless style with a flattering fit, perfect for any casual wardrobe. These iconic shorts feature a high-rise waist and classic button fly, offering a comfortable and versatile look that never goes out of fashion. Also available in plus sizes!



Levi's Women's 94 Baggy Jeans (Also Available in Plus)
Amazon

Whether you’re revisiting a classic or trying baggy jeans for the first time, Levi’s never goes out of style. Available in sizes 24-39 and a variety of shades, there’s a perfect fit for everyone.


THE GYM PEOPLE High Waist Yoga Shorts for Women


A woman wearing black shorts with a phone in the pocket
Amazon

Whether you’re running to yoga class or lounging on the couch, these biker shorts will become a fast favorite in your wardrobe. They’re made with a shaping, supportive material, yet not see-through and still stretchy.


Lee Women’s Legendary Rider Denim Jacket


A woman wearing a denim jacket
Amazon

Welcome to jean jacket season. It’s finally acceptable to wear your Canadian Tuxedo again, which means you might want to consider refreshing your denim top with a classic dark wash silhouette from Lee. It has a bit of stretch to it, so you don’t have to worry about limiting the holiday treats.


Prime Day Men’s Fashion Deals


Lucky Brand Men's 221 Straight Jean
Amazon

Nail down the basics with this classic pair of jeans. Choose from a 30-inch, 32-inch and 34-inch inseam.


Wrangler Authentics Men’s Relaxed Cargo Pant


A man wearing khaki pants
Amazon

Here are the pants for the guy who’s always outside, rain or shine. Wrangler’s relaxed cargo pockets are designed for comfort and function, with well-placed pockets and a relaxed fit that allows a full range of motion.



Tommy Hilfiger mens Ultra Loft Lightweight Packable Puffer Jacket (Standard and Big & Tall)
Amazon

This jacket is designed for warmth, featuring Ultra Loft Faux Down insulation to help keep cold temperatures from creeping in. It’s sporty and comes in multiple colors from sizes XS-4XL.


Hanes Men’s Big Tartan Boxers-Multiple Packs and Colors


A group of men's boxer shorts
Amazon

Perhaps you’re stocking up for yourself, but plaid underwear also makes for a perfect holiday gift for a loved one, and this checkered set from Hanes is sure to please them. The soft woven cotton blend is smooth against the skin, and the stretchy waistband makes for all-day comfort.


Nautica Men’s Quarter-Zip Sweater


Nautica Men's Quarter-Zip Sweater
Amazon

The Nautica men’s quarter-zip sweater features a classic design with a quarter-zip closure and long sleeves. It’s crafted with a ribbed collar, cuffs, and hem for a comfortable fit.


adidas Men’s Tiro23 League Pants


A man wearing blue Adidas track pants.

The adidas Men’s Tiro23 League Pants offer a perfect blend of comfort and performance with their breathable, moisture-wicking fabric. Designed for both training and casual wear, these pants feature a slim fit, zippered pockets, and ankle zips for easy on and off.


Prime Day Socks and Underwear Deals


Nippies Nipple Cover - Sticky Adhesive Silicone Nipple Pasties - Reusable Pasty Nipple Covers for Women with Travel Box
Amazon

If you’re tired of bras but not ready to go braless, we highly suggest these Nippies to smooth over your boob. They stick to your boob without adhesive and stay in place all day. Available in 5 skin shades.



Vertvie Women's Seamless Bras No Underwire Scalloped Push Up Bras Soft Wireless Comfort Bralettes Full Coverage Everyday Bra
Amazon

Vertvie’s wire-free bra features a scalloped edge and upgraded V-neck design for a smooth, seamless look under clothing. Available in eight colors from size small to XXXL.


Calvin Klein Carousel Logo Cotton Stretch Bikini Panties


A group of underwear on a white background
Amazon

Restock your underwear drawer with these signatures: Calvin Klein Bikini Panties. They’re naturally breathable and entirely machine washable for easy, stress-free care.


Maidenform Women’s High-waist Thigh Slimmer


A woman wearing a black garment and beige shorts
Amazon

Slip into those holiday dresses without skipping the joy of delicious holiday dinners and all the sweet treats of the season. This popular shapewear utilizes power mesh lining to smooth, shape, and snatch the entire tummy and thigh area from the bustline to the mid-thigh area.


Cozy Earth Lounge Socks


Cozy Earth Lounge Socks
Amazon

These Cozy Earth socks are a fan favorite and a great price for smooth, soft comfort. They’ll keep you warm all winter long and make excellent stocking stuffers.


Prime Day Shoes and Slippers Deals

Cole Haan Women’s Grand Crosscourt Sneaker


Cole Haan Women's Grand Crosscourt Sneaker
Amazon

The Cole Haan Women’s Grand Crosscourt Sneaker combines elegance and comfort effortlessly. Featuring a sleek design and high-quality materials, these sneakers provide all-day cushioning and support. Ideal for both casual and dressy occasions, they elevate your everyday look while ensuring you stay comfortable on your feet throughout the day.


Parlovable Women’s Cross Band Slippers


Parlovable Women's Cross Band Slippers Fuzzy Soft House Slippers Plush Furry Warm Cozy Open Toe Fluffy Home Shoes Comfy Indoor Outdoor Slip On Breathable
Amazon

Enjoy ultimate comfort with these chic fuzzy slippers, made from soft faux rabbit fur that warmly wraps your feet. The cross-band, open-toe design adds an elegant touch, while the memory foam footbed and anti-slip rubber sole support all-day wear. Available in 13 colors!


Dearfoams Mens Breathable Memory Foam Brendan Clog


Amazon

Need a gift for him or something to indulge yourself with? Well, let us tell you — these indoor/outdoor Dearfoams slippers definitely deserve a spot under the tree this year. They’re uber-cozy, pretty stylish, and come in a range of colors.



For over 200 years, the New York Post has been America’s go-to source for bold news, engaging stories, in-depth reporting, and now, insightful shopping guidance. We’re not just thorough reporters – we sift through mountains of information, test and compare products, and consult experts on any topics we aren’t already schooled specialists in to deliver useful, realistic product recommendations based on our extensive and hands-on analysis. Here at The Post, we’re known for being brutally honest – we clearly label partnership content, and whether we receive anything from affiliate links, so you always know where we stand. We routinely update content to reflect current research and expert advice, provide context (and wit) and ensure our links work. Please note that deals can expire, and all prices are subject to change.



Your October Prime Day FAQs, answered

What is Prime Big Deal Days (aka October Prime Day)?

Prime Big Deal Days is an Amazon-hosted sale event exclusive for Prime members. It’s similar to Amazon Prime Day, offering a wide range of deals and discounts on various products, and spanning two days annually in October.

How long does October Prime Day last?

The sale runs just 48 hours, beginning at 12 a.m. PT on Tuesday, October 8, through 11:59 p.m. PT on Wednesday, October 9.

When does October Prime Day end?

October Prime Day ends October 9 at 11:59 p.m. Pacific time, so east-coasters have until about 3 a.m. on October 10 their time to shop the deals.

When is the next Prime Day?

Already wondering when the next Amazon Prime Day is? Prime Day takes place in July each year. While Amazon hasn’t confirmed the dates for Prime Day 2025, it’s safe to assume it will take place in mid-July — similar to previous years.

Do you have to have Amazon Prime for October Prime Day?

While Prime members can take full advantage of Amazon Prime Day (plus all the benefits of the subscription), interested shoppers can grab a 30-day free trial to enjoy Prime Day with no strings attached.

What are the best October Prime Day deals?

From reporting on Amazon Prime Day throughout the years, we can tell you for certain that it’s the ideal period to upgrade to Apple’s latest AirPods, restock some new kitchen items and comb through the massive catalog of Amazon best-sellers.

Don’t miss Post Wanted’s around-the-clock coverage. Click here to find all of the best deals.

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