The Best Amazon Prime Day Deals on Men's Fashion Essentials: Shop Levi's, Ray-Ban, Adidas and More

Each product has been independently selected by our editorial team. We may receive commissions from some links to products on this page. Promotions are subject to availability and retailer terms.
MensClothingPrimeDay
Amazon/Tommy Hilfiger

Shop tons of discounts on top men's clothing brands before Amazon Prime Day comes to an end.

Amazon Prime Day 2023 is officially underway, and now is the perfect time to shop deep discounts on everything — we're talking everything from appliancesbeauty, skincare and makeup to the latest tech and gaming consoles. But while you're scoring Prime Day deals to upgrade your home and Apple products, it's also a great time to upgrade your wardrobe. 

Shop Amazon Prime Day

Before Prime Day comes to an end at midnight tonight, there are so many sales to shop on men's fashion from top brands such as Levi's, Adidas, Tommy Hilfiger, Calvin Klein, Ray-Ban and more. Summer is well underway, so it doesn't hurt to add an extra pair of swim trunks or a lightweight linen button-up to your closet. You can also stock up on year-round closet staples such as Calvin Klein boxers, cotton undershirts and goes-with-everything khakis.

Not an Amazon Prime member? Let us help you fix that. Right now, in honor of their biggest sale of the year, Amazon is offering new Amazon Prime subscribers a 30-day free trial. That means new members can take advantage of all the perks and deals of a prime membership risk-free for 30 days: including the deep discounts of Prime Day 2023.

Below, check out the best Amazon Prime Day deals on men’s clothing. 

Tommy Hilfiger Men's Dress Shirt Slim Fit Non Iron Solid

Tommy Hilfiger Men's Dress Shirt Slim Fit Non Iron Solid
Amazon

Tommy Hilfiger Men's Dress Shirt Slim Fit Non Iron Solid

Because you can never have too many well-fitting, wrinkle-resistant dress shirts on rotation.

$40 $28

Shop Now

Levi's Men's 505 Regular Jeans

Levi's Men's 505 Regular Jeans
Amazon

Levi's Men's 505 Regular Jeans

Grab Levi's essential 505 jeans to pair with t-shirts, button-downs, sweaters and just about every other type of shirt. 

$70 $40

Shop Now

Adidas Originals Men's NMD_r1 Sneaker

Adidas Originals Men's NMD_r1 Sneaker
Amazon

Adidas Originals Men's NMD_r1 Sneaker

Get your hands on these lightweight Adidas NMD knit sneakers that have a flexible sock-like upper and energy-returning cushioning. 

$160 $120

Shop Now

Carhartt Loose Fit Heavyweight Short-Sleeve Pocket T-Shirt

Carhartt Loose Fit Heavyweight Short-Sleeve Pocket T-Shirt
Amazon

Carhartt Loose Fit Heavyweight Short-Sleeve Pocket T-Shirt

This Carhartt pocket T-shirt is a great durable short-sleeve shirt. Plus, the front pocket comes in handy when you need to stow away a few pens or a pack of gum.

$20 $15

Shop Now

Ray-Ban Men's Rb3386 Aviator Sunglasses

Ray-Ban Men's Rb3386 Aviator Sunglasses
Amazon

Ray-Ban Men's Rb3386 Aviator Sunglasses

A classic pair of Ray-Ban aviators are a worthy investment since they never go out of style.

$198 $139

Shop Now

Tommy Hilfiger Men's Undershirts 3 Pack Cotton Classics V-Neck T-Shirts

Tommy Hilfiger Men's Undershirts 3 Pack Cotton Classics V-Neck T-Shirts
Amazon

Tommy Hilfiger Men's Undershirts 3 Pack Cotton Classics V-Neck T-Shirts

Tommy Hilfiger's 100% cotton V-neck tees are a bestseller thanks to their soft fabric and simple silhouette.

$46 $23

Shop Now

Calvin Klein Men's Cotton Classics 5-Pack Boxer Brief

Calvin Klein Men's Cotton Classics 5-Pack Boxer Brief
Amazon

Calvin Klein Men's Cotton Classics 5-Pack Boxer Brief

Save on a five-pack of cotton briefs from Calvin Klein, featuring the brand's iconic logo waistband.

$70 $41

Shop Now

Levi’s Men’s 541 Athletic Fit Stretch Jean

Levi’s Men’s 541 Athletic Fit Stretch Jean
Amazon

Levi’s Men’s 541 Athletic Fit Stretch Jean

Every wardrobe needs a pair of comfortable Levi's pants made with elastane for stretch.

$80 $48

Shop Now

Coofandy Cotton Linen Button Down

Coofandy Cotton Linen Button Down
Amazon

Coofandy Cotton Linen Button Down

Amazon's No. 1 best-selling linen shirt comes in 44 different colors and patterns to match your style.

Maamgic Swim Trunks 5" with Mesh Lining

Maamgic Swim Trunks 5" with Mesh Lining
Amazon

Maamgic Swim Trunks 5" with Mesh Lining

Nautical stripes are always a good option, but these swim trunks are available in a wide variety of colors and patterns.

$33 $21

Shop Now

Tommy Hilfiger Men's Undershirts Multipack Cotton Classics A-Shirts

Tommy Hilfiger Men's Undershirts Multipack Cotton Classics A-Shirts
Amazon

Tommy Hilfiger Men's Undershirts Multipack Cotton Classics A-Shirts

"These are the best ribbed tanks money can buy," one reviewer praised this three-pack of Tommy Hilfiger undershirts. "The material is thicker and softer than the cotton you find in other brands."

$40 $28

Shop Now

vineyard vines Men's 7 Inch Island Shorts

vineyard vines Men's 7 Inch Island Shorts
Amazon

vineyard vines Men's 7 Inch Island Shorts

Lean into the preppy aesthetic for summer with a pair of lightweight shorts from Vineyard Vines. 

$85 $64

Shop Now

Timberland PRO Men's 38mm Harness Roller Reversible Leather Belt

Timberland PRO Men's 38mm Harness Roller Reversible Leather Belt
Amazon

Timberland PRO Men's 38mm Harness Roller Reversible Leather Belt

Sleek and functional, this reversible genuine leather belt goes with everything in your closet.

$30 $24

Shop Now

Levi's Men's 511 Slim Fit Jeans

Levi's Men's 511 Slim Fit Jeans
Amazon

Levi's Men's 511 Slim Fit Jeans

These classic Levi's jeans are bestsellers for a good reason.

$70 $39

Shop Now

Van Heusen Men's Short Sleeve Dress Shirt

Van Heusen Men's Short Sleeve Dress Shirt
Amazon

Van Heusen Men's Short Sleeve Dress Shirt

Available in plenty of stylish colors, this short-sleeve dress shirt is a fall staple.

$26 $20

Shop Now

FITORY Mens Sandals

FITORY Mens Sandals
Amazon

FITORY Mens Sandals

With cushy comfort and arch support, he can wear these sandals all day long.

$46 $34

Shop Now

Dockers Men's Classic Fit Easy Khaki Pants

Dockers Men's Classic Fit Easy Khaki Pants
Amazon

Dockers Men's Classic Fit Easy Khaki Pants

Go from the office to dinner and drinks in stylish comfort with these Dockers.

$40 $24

Shop Now

Tommy Hilfiger Men's Flag Pride Polo Shirt in Custom Fit

Tommy Hilfiger Men's Flag Pride Polo Shirt in Custom Fit
Amazon

Tommy Hilfiger Men's Flag Pride Polo Shirt in Custom Fit

This 100% cotton classic polo from Tommy Hilfiger is a casual wardrobe must-have. Get it now at a steep discount. 

$70 $37

Shop Now

Calvin Klein Men's Ultra Soft Modal Pants

Calvin Klein Men's Ultra Soft Modal Pants
Amazon

Calvin Klein Men's Ultra Soft Modal Pants

Designed for comfort, these essential sleep pants are made with a modal Stretch blend for a luxurious feel.

Be sure to check out even more great Prime Day deals to shop, handpicked by our friends at CBS News Essentials and CBS Sports Essentials.

RELATED CONTENT:

Latest News