36 Amazon Prime Day Clothing Deals That Are Worth Your $$

By now, you’ve probably heard that Amazon Prime Big Deal Days are underway (and end tonight, October 9). With so many Prime Day deals happening on everything from tech gadgets to tried-and-true menswear, we’re watching closely to find the best discounts still available.

Currently, you can find up to 60 percent off closet staples from brands like Adidas, Levi’s, Theory, and more. Perhaps you’re looking to upgrade your winter wardrobe with some cozy knits or durable jackets. Maybe you’re looking for designer sunglasses or an affordable watch. Either way, Amazon has a surprisingly great selection of menswear deals, and not just on affordable essentials.

Best Prime Big Deal Days Clothing Deals

Cold-weather essentials are ripe for the taking on Amazon. Soft wool pullovers from Vince and Brooks Brothers are nearly 50 percent off, while simple long-sleeved tees from Amazon Essentials are marked down to a dirt-cheap $10. You can even score a pair of Levi’s 501’s for under $50.

Prime Big Deal Days Shoe Deals

From Johnston & Murphy dress shoes, one of our favorites in the game, to time-tested New Balances, Amazon’s footwear selection is a lot better than you’d imagine. There are Doc Martens marked down to about $100 and Adidas Sambas on rare sale for $78 in select sizes.

Vince Fletcher Slip On

Now 37% Off

New Balance 997H V1 Sneaker

Now 27% Off

Cole Haan Grandpro Tennis Fashion Sneaker

Now 36% Off

Adidas Samba Classic Soccer Shoe

Now 16% Off

Johnston & Murphy Hayes Penny Loafer

Now 43% Off

Dr. Martens Combs Boots

Now 29% Off

Best Prime Big Deal Days Basics Deals

Basics may not be the sexiest purchases, but with a pack of Hanes tees and Calvin Klein briefs starting at only $27, it’d be a crime not to stock up.

Paul Smith Modal Boxer Briefs (3-Pack)

Now 40% Off

adidas Cushioned Crew Socks

Now 30% Off

Fruit of the Loom Tank A-Shirt (6-Pack)

Now 20% Off

PS Paul Smith Sport Stripe Socks

Now 32% Off

Hanes Comfort Fit Undershirt (4-Pack)

Now 43% Off

Calvin Klein Boxer Briefs (3-pack)

Now 30% Off

Best Prime Big Deal Days Activewear Deals

If your fall plans involve finally, actually training to run a marathon, or simply hitting the gym more often, you’ll need some gear. Apple’s popular SE smartwatch is just $170 right now, so you can track your progress. Or snag activewear from Nike, Under Armour, and more for as low as $20.

adidas Stretch Training T-Shirt

Now 38% Off

Nike Fleece Hoodie

Now 27% Off

G Gradual Tapered Joggers

Now 25% Off

Apple Watch SE (2023)

Now 24% Off

Under Armour Tech 2.0 1/2 Zip

Now 35% Off

adidas Swift Run 22 Sneaker

Now 36% Off

Best Prime Big Deal Days Accessories Deals

While you’re at it, why not treat yourself to some fresh new accessories? These timeless Le Specs square shades and this Frye leather belt are currently up to 35 percent off.

Carhartt Canvas Baseball Cap

Now 20% Off

Le Specs Tweedledum Sunglasses

Now 23% Off

Calvin Klein RFID Bifold Wallet

Now 15% Off

Skagen Melbye Quartz Watch

Now 47% Off

Frye Leather Belt

Now 19% Off

Fossil Harlow Cuff Bracelet

Now 30% Off

Prime Big Deal Days Outerwear Deals

Of course, one of the smartest investments you can make for the season is on rugged outerwear. Save on polished designs like Levi’s sherpa-lined trucker or a packable Arc’teryx Atom SL for when the weather turns blustery.