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Prime Big Deal Days men’s fashion deals 2024: Clothing and accessories

Aether Perth Vented Jacket
Aether Apparel

Update 10/9/24: Amazon’s Prime Day deals is almost over, so the time to take advantage of massive discounts on men’s fashion is limited. We’re really happy with the offers that we’ve recommended below, so go on and check them out. If you’re interested, make your purchases quickly. 

It is here again — another Prime Day sales holiday. This time, we’re looking at their October event, which means Prime Big Deal Days deals. And they are massive, as we’re finding Prime Big Deal Days cologne deals, Prime Big Deal Days power tool deals, and of course Prime Big Deal Days men’s fashion deals. Here, we look at the very best findings in the sale to get you geared up this fall and into the winter, but you have to hurry because Prime Big Deal Days ends today, October 9.

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Carhartt Men’s Tonal Patch Beanie — $25 $34 26% off

The Carhartt Men's Tonal Patch Beanie on a white background.
Carhartt

This cool black beanie is 100% cotton and will keep your head warm all winter long. Made in the ever popular black, this color usually costs more than the others. If you like this style, be sure to check out our complete listing of Carhartt Big Deal Days deals for more like it.

Levi’s Men’s 511 Slim Fit Jeans — $28 $70 59% off

Levi's Men's 511 Slim Fit Jeans
Levi's

The classic Levi’s slim fit are on a huge sale right now. It’s a little messy with the pricing, but if you get lucky with your size and preferred color you can get jeans as low as $28, which you just don’t see every day from brand like this. Expect popular sizes to sell out fast.

Skechers Men’s Expected Avillo — $40 $70 43% off

The Skechers Men's Expected Avillo on a white background.
Skechers

The Skechers Men’s Expected Avillo is a casual slip-on shoe that looks stylish with its canvas fabric and rubber sole. It has a slightly padded collar, an embroidered logo, and a cushioned memory foam footbed for your comfort. You can get these shoes for 43% off, which translates to $30 in savings.

Calvin Klein Lightweight Puffer Water-Resistant Down Men’s Jacket — $59 $70 15% off

A model wearing the Calvin Klein Lightweight Puffer Water-Resistant Down Men’s Jacket.
Calvin Klein

The Calvin Klein Lightweight Puffer Water-Resistant Down Men’s Jacket is 15% off for savings of $11. You’ll get a high-quality jacket with a chest pocket and two lower welt pockets with zipper enclosures, interior down insulation for warmth, and a water-resistant outer layer to better block cold temperatures.

The North Face Men’s Apex Bionic 3 Windproof Vest — $91 $130 30% off

A model wearing The North Face Men’s Apex Bionic 3 Windproof Vest.
The North Face

Water-repellent, wind-resistant, and ready for winter — that’s what this vest is and what you’ll be with this vest. It’s one of our favorite The North Face Big Deal Days deals for late fall and early winter, so snap it up now to enjoy it for several months.

Nike Men’s Dunk Low Retro — $102 $180 43% off

The Nike Men's Dunk Low Retro skateboarding shoes.
Nike

The Nike Men’s Dunk Low Retro are skateboarding shoes with a lightweight design and a retro style, so they’re also perfect for casual wear. You can currently get them for nearly half-price, as a 43% discount brings savings of $78.

Fossil Blue Breaker — $153 $230 34% off

The Fossil Blue Breaker has a patter like undulating waves.
Fossil

No man’s style is done without the watch. Its the rare piece in a man’s completed outfit where anyone can get away with showing off something flashy. This watch, which looks like much more expensive makes, has a delightful face that looks like rippling water on calm seas. As one of our favorite Big Deal Days watch deals, we recommend grabbing this while the price is low.

How to choose men’s fashion wear on Prime Day

There’s a lot going on when it comes to men’s fashion. You know that if you’re buying clothing or accessories for yourself and quite frankly if you’re browsing here you probably don’t need someone to tell you what you’re wardrobe is lacking. That being said, if you’re looking for hints and tips, our fashion & style archives are a great resource. We’ve interviewed fashion celebrities, put together guides for every season, and analyzed trends, so you can confirm your intuition is correct.

However, if you’re feeling lost and just trying to get started with upgrading your fashion during sale season, we have very specific resources for that, too. Mark McKee, our main style guy, has a men’s style guide that includes 17 essential “rules” (feel free to break ’em if you want!) to get you started on your fashion journey. He’s also compiled a list of the 25 wardrobe essentials that will get you through any event a man might face.

How we chose these men’s fashion deals on Prime Day

This guide is based on full style and partial price.

We looked at fashion products from top men’s fashion brands as well as niche picks, picking up items for every part of your body, from head to toe, that made sense. It’s fall right now and we’re heading into the early parts of winter soon, so we also wanted to pay attention to functional wear for this time of the year. Even if your region isn’t so cold yet, picking up something that warms will leave you with more bang for your buck than yet another T-shirt.

Then, we used our deals experience to find the best deals, looking in all the right places. The above deals represent some of the best you can find right now.

John Alexander
John Alexander is a former ESL teacher, current writer and internet addict, and lacks the wisdom to know what the future…
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