Brad’s Deals is a free, ad-supported service

Sorry, this deal has expired.
Red and white checkered men's dress shirt with a \“Club Room\“ label, regular fit, featuring a button-down front and a classic collar.

50-75% Off Men's Dresswear

Macy's

Editor Insights

Today only! Shop Macy's to save 50-75% on this selection of men's suits, sport coats, dress shirts, pants, and more. These are some of the deepest discounts we've seen all year on dressy men's styles. For example, these Club Room Regular-Fit Dress Shirts drop from $50 to $15. These shirts rarely fall below $20. Also, name-brand 2-Piece Suits go from $395 to $99.99. Finally check out these Perry Ellis Portfolio Modern-Fit Twill Pants. Sizes are limited, but they fall from $90 to $19.93. Log into your free Macy's Rewards account to get free shipping at $25. Otherwise shipping adds $10.95 to orders below $49. Please note that items marked Last Act are final sale, so no returns or exchanges on those styles.

Posted by Julie V. 5+ days ago
Get This Deal

Products we love

Red and white checkered men's dress shirt with a \“Club Room\“ label, regular fit, featuring a button-down front and a classic collar.

Macy's

Club Room Dress Shirts

Navy blue Perry Ellis dress pants with a straight fit and a flat front design, paired with black shoes.

Macy's

Perry Ellis Dress Pants

More Deals Like This

Black Adidas sweatpants with a drawstring waist and the Adidas logo on the thigh.
$13
$50
Save 74%

Adidas Tapered Pants $13

Gray Columbia Suttle Mountain Long Jacket featuring a hood with faux fur trim, two large front pockets with button flaps, and a zippered chest pocket. It is designed for warmth and comfort in cold weather.
Sale

Columbia: Up to 50% Off + 20% Off Sale

White ankle socks with black swoosh logos, featuring \“Dri-FIT\“ printed on the toes.
Sale

Up to 40% Off Nike Socks at Kohl's

A stylish brown backpack with a fleece flap and leather accents is worn by a person in a black jacket with a shearling collar and green pants.
Sale

Up to 70% Off Coach Outlet Backpacks

Girl wearing a pink floral dress with puff sleeves, paired with lace-trimmed socks and gold shoes. She holds a matching floral purse.
Sale

The Children's Place: 50-70% Off Sitewide

Brown button-up jacket with two chest pockets, worn over a white shirt.
Sale

Up to 80% Off Lands' End Sale & Clearance

Three pairs of men's jogger sweatpants in black, light gray, and dark gray. Each pair features a drawstring waistband, zippered side pockets, and is paired with white sneakers.
$24
$40
Save 40%

3pk Heavyweight Joggers $24

Sale

Up to 60% Off Levi's Jeans

  • Exclusive
Gold-framed aviator sunglasses with dark lenses, featuring thin arms and a subtle logo on the lens.
$60
$194
Save 69%

Ray-Ban Aviator Sunglasses $60

  • Exclusive
Rectangular black sunglasses with dark lenses, featuring a small logo on the temple.
$60
$193
Save 68%

Oakley Sliver Stealth Sunglasses $60

Three brown leather items: a tote bag, a crossbody bag, and a wallet, displayed in a row.
$30
$178
Save 83%

London Fog 3pc Vegan Leather Tote Set $30

Two people are wearing dark puffer jackets and grey scarves. Both jackets are zippered, with one navy and the other black, showcasing a cozy and coordinated winter look.
Sale

32 Degrees: Winter Clearance from $4

A set of five Spyder brand boxer briefs in various colors and patterns, featuring different colored waistbands with the Spyder logo.
Sale

4pk Spyder Boxer Briefs $15 + Free Ship

A person wearing camo-patterned long sleeves, black snow bib overalls, and ski boots, accessorized with an orange beanie and ski goggles.
Sale

Up to 50% Off Backcountry

A man wearing a navy, white, and green plaid flannel shirt over a light blue t-shirt, paired with blue jeans.
Sale

Flannel Shirts $10 + Free Ship

$24
$80
Save 70%

Columbia Tech Utility Hoodie $24

  • Exclusive
Three trucker hats are shown: a black one with \“Banner & Oak\“ in red, a khaki one with \“Drink Local\“ and a beer glass, and another khaki hat featuring an embroidered bear wearing a hat labeled \“Smokey,\“ with a brown distressed bill.
$12
$39
Save 69%

3pk Caps $12

A pair of gloves, one purple with a black bow and trim, and the other black.
Sale

Winter Gear from $8 + Free Shipping

A man is wearing a beige cable-knit turtleneck sweater paired with brown cargo pants.
$25
$60
Save 58%

Chunky Turtleneck Sweater $25

  • Exclusive
Aviator-style sunglasses with silver frames and gradient gray lenses.
$55
$194
Save 71%

Ray-Ban Men's Aviator Sunglasses $55

A man is wearing a dark blue sherpa jacket with a hood and a front zippered pocket, paired with a white shirt and blue jeans.
$47
$135
Save 65%

Free Country Reversible Sherpa Jacket $47

$72
$150
Save 52%

Columbia Pike Lake Insulated Jacket $72

A pair of black ankle socks with ribbed cuffs and subtle text on the toe area, set against a plain gray background.
Sale

32 Degrees Basics from $2

A man is wearing a black Carhartt jacket with multiple zippered pockets, a high collar, and a visible logo on the chest, paired with blue jeans.
$71
$120
Save 40%

Carhartt Super Dux Jacket $60

Having issues with this deal?