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The Prime Day Menswear Deals Are Still Raging

The Prime Day Menswear Deals Are Still Raging

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Last Updated 7/12/2025 at 10:15 a.m. ET: Prime Day is officially in the rearview, but somebody at Amazon forgot to kill the lights, because a wild number of menswear deals are still very much live. Whether it’s a glitch in the Matrix or a deliberate blessing, we’re not asking questions.

If you snoozed through the main event (and, frankly, we don’t blame you), consider this your second shot at scoring the kind of once-a-year clothing deals we’ve been tracking obsessively for the past 72 hours. And the ripple effect is still real: a handful of competing sales across the web are still going strong, including the Nordstrom Anniversary Sale, which officially kicked off today.

If you’re new around these parts, the GQ Recommends squad is combing through the Everything Store in real time to surface the best Prime Day clothing deals money can buy. Looking to pad your cart even further? Don’t miss our massive list of the best Prime Day deals across every category.

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The Still Really Good Undies Deal

Calvin Klein Cotton Stretch Boxer Briefs (3-Pack)

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The 40% Off OG Jean

Levi’s 501 Original Fit Jeans

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Pique polo shirt on a flat background.
The Forever Classic

Lacoste Classic Long Sleeve Pique Polo Shirt

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Our Favorite Prime Day Clothing Deals

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Editor Favorite Deals

Russell Athletic

Dri-Power Full Zip Hoodie

A classic is a classic is a classic. The Russell Athletic Dri-Power Full Zip Hoodie nails the basics with soft fleece, moisture-wicking fabric, and an easy fit that goes with everything.

Calvin Klein

Cotton Stretch Boxer Briefs (3-Pack)

Our pick for the best underwear to buy in the bulk, Calvin Klein’s stretch briefs are as classic as they get. And there is literally no better time to stock up on them than Prime Day.

Red Kap

Industrial Stripe Work Shirt

Union or not, this striped shirt is the right tool for the job, even if that job is just heading to the cafe to be perceived by the local baddies.

Merrell

Moab 3 Mid Waterproof Hiking Boot

A Prime Day MVP, the Moab 3 boot is an all-terrain beast with a reputation for comfort and grip. Lace up and go.

Persol

PO3059S Square Sunglasses

Ditch the usual Aviators and grab these Steve McQueen-approved shades instead.

Seiko

Essentials Watch

The Seiko Tank-style watch toes the line between homage and dupe—but this one lands firmly in the former camp. It’s sharp, affordable, and even better if you catch it on sale.

Comfort Colors

1717 Heavyweight Tee

The Comfort Colors tee is a heavyweight champ—thick, soft, and garment-dyed for that perfectly faded look. It’s the kind of shirt that gets better with every wash and feels like an ol’ favorite out the gate.

Havaianas

Flip Flops

Buying into fashion’s flip-flop propaganda? There’s a pair for every persuasion—including these classic rubber Havaianas. Lightweight, durable, and priced to sell, they’re an option that always makes sense.

Chaco

Z/1 Classic Sandal

The cool crunchy sandals you’ve seen on your avid hiking friends and in extremely stylish Japanese fashion circles.

Lands’ End

Open Top Canvas Tote Bag

The Lands’ End Open Canvas Tote looks a lot like a certain iconic bag (coughs L.L. Bean) and honestly, it does the trick. Sturdy, roomy, and ready for beach days, errands, or laundry hauls.

Oakley

M2 Frame Sunglasses

These Oakleys are slick, sporty, and built for actual performance—whether you’re catching rays or fly balls. Shohei Ohtani, if you’re reading this: notice us.

Lacoste

Long Sleeve Quarter Zip Cotton Sweatshirt

Get into the quarter-zip craze with this perfectly cropped, perfectly discounted joint from the foremost tennis lifestyle brand.

Prime Day Basics Deals

Hanes

BeefyT T-shirt (2-Pack)

Undoubtedly one of the best value tees for your money, Hanes’ BeefyT has been going strong for decades thanks to its substantial weight, seamless construction, and great fit.

Hanes

Cotton Tank Undershirts (6-Pack)

These Hanes ribbed cotton tanks are lightweight, moisture-wicking, and come in a budget-friendly multi-pack. Great as undershirts—or solo when the heat makes anything more feel downright unreasonable.

Champion

Reverse Weave Hoodie

From streetwear obsessives to schlubby-stylish celebs to everyday dudes, the iconic Reverse Weave hoodie will forever be a top tier sweatshirt. The hearty cotton-blend fabric and classic cut come together in a way that countless brands are still trying beat.

Champion

Powerblend Open-Bottom Sweatpants

Among our favorite sweatpants ever, GQ senior commerce editor Avidan Grossman notes: “Champion is the first name in high-quality, low-cost sweats.”

Dearfoams

Keaton Slipper

Perfect for shuffling around the crib or even down the block to the bodega for a late night snack.

Fruit of the Loom

Tag Free Woven Boxer Shorts

Let your hole-y underwear go, man. Knock out your entire week in one fell swoop and re-up on this multipack boxer shorts.

Goldtoe

Crew Socks (6-Pack)

Caught up in the crew vs. ankle socks debate? Don’t be. The answer will forever and always be crew socks.

Carhartt

Rain Defender Loose Fit Heavyweight Sweatshirt

Not only does Carhartt’s triple-beefy hoodie defend from rain, it defends from bad outfits.

Marmot

Arch Rock Shorts 8″

Built for sweat-pumping hikes and rock-breaking trails, Marmot’s gorp-y shorts can handle anything you throw at them. And yes, that includes summertime fits.

Columbia

Ale Creek Beanie

For some, beanie weather is everyday.

Prime Day Fashion Deals

Lacoste

Classic Long Sleeve Pique Polo Shirt

The short sleeve Lacoste polo flew off the shelves—but the long sleeve version is still here, still discounted, and you’ll be real glad you snagged it come fall.

Lacoste

Core Collection Regular Fit Short Sleeve Solid Shirt

PSA: If you didn’t know, camp collar shirts aren’t the only summer shirt.

Levi’s

501 Original Fit Jeans

You only need three things to be stylish: a good white T-shirt, a nice pair of shoes, and the one and only original blue jean. We’ve seen the 501s go as low as $30, but that’s quite rare. This is still a great deal if you’re looking to reup on a new pair.

Lands’ End

Super-T Long Sleeve T-Shirt

Ahoy, mateys! Dive into the nautical vibes with this breton-striped tee and add some pattern and maritime energy to every fit.

Levi’s

Harrington Jacket

The Harrington Jacket from Levi’s is about as classic as it gets—short, sharp, and built to layer. Toss it over a tee or oxford and you’ve got a fit that never misses.

Lands’ End

Comfort Waist Pleated 9″ No Iron Chino Shorts

These chino shorts bring serious dad energy in the best way. Built-in stretch, no-iron fabric, and classic pleats make them as easy to wear.

Umbro

Checkered Shorts

Mic check, 1, 2, 3, 4 pairs of shorts at this Prime Day price.

Colortone

Spider Tie Dye T-Shirt

Add some zest to your everyday basics with this hand-dyed tie-dye T-shirt. At nearly 40% off, we recommend stocking up on your favorite colors.

Eddie Bauer

Ripstop Shorts

The Eddie Bauer Ripstop Shorts are built for whatever summer throws at you—lightweight, tough, and quick-drying. Great for hikes, travel days, or just showing off some thigh.

Columbia

Brewha II Short

The Brewha II Short nails the vintage vibe with a relaxed fit, washed cotton fabric, and old-school cargo pockets. It’s like your favorite ’90s pair, but built better.

Adidas

Essentials Warm-Up 3-Stripes Track Top

Ted Lasso will never return (or will it?), but you can bask in this football-approved kit and keep the ball moving.

Adidas

3-Stripes Tricot Opem Hem Track Pants

Fulfill your lifelong dream of becoming the swaggy track coach, all from the comfort of your couch.

Gap

Everyday Soft Stripe Crewneck T-Shirt Tee

Did you know that Gap is on Amazon? Did you know that its ultra plush striped tees are on sale? You’re welcome.

Wrangler

13MWZ Cowboy Cut Original Fit Jeans

The Wrangler 13MWZ is the real-deal cowboy jean, cut straight from the rodeo circuit and tough enough to ride fence all day. High rise, zero stretch, full yee-haw energy.

Oakley

Gravity Range Quarter Zip

Oakley may be top dog when it comes to off-the-rails sunnies, but they’re a seriously underrated gorp-y brand when it comes to clothes. Consider this quarter zip your formal intro.

Levi’s

569 Loose Straight Denim Shorts

Tis the summer of baggy denim shorts and there are few out there offering as much as Levi’s does. This 569 cut is very roomy and comes in a gang of great washes.

Prime Day Shoe Deals

Puma

Easy Rider Sneakers

With a seriously cool throwback look and an icy cool colorway, Puma’s Easy Riders are the hidden gem of the sneaker world and you won’t have to worry about other people jacking your style.

Reebok

Club C Vintage Sneaker

The Reebok Club C is one of the most underrated and understated sneakers out there. But it’s that restraint that makes them just plain cool.

Merrell

Hydro Moc

Built for the water, surprisingly adept as an approach shoe, perfectly suited for dog walking responsibilities.

Eastland

Falmouth Four Eye Camp Moc Oxford

If the boat shoe craze has you intrigued but you can’t fully dive in, try out these moccasin lace-ups instead.

Dr. Martens

1461 Soft Toe Oxford Work Shoe

The 1461 Oxford blends the brand’s iconic silhouette with work-ready durability. It’s cushy, slip-resistant, and tough enough for long shifts—but still sharp enough to wear off the clock. A true all-day, everyday shoe.

Cole Haan

Pinch Penny Loafer

It’s nigh impossible to flub an outfit with a pair of penny loafers, especially when these Cole Haan joints exist. And for this price on Prime Day? That’s what we call pinching pennies.

Deer Stags

Bamboo2 Sandal

Go ahead and get your grandpa swag on. These huarache-style sandals are best served with billowy pants and a flowy linen shirt.

Wolverine

I-90 Boots

Wolverine’s burly Chelsea boots are built like a tank and look like a dream.

Merrell

Moab 3 Hiking Shoe

An all-time great of the hiking world, these Merrell Moabs are built to handle more than you have the stomach for.

Merrell

Chameleon 8 Stretch Hiking Shoe

They call this the chameleon for the myriad of ways it can be styled and not for the freakish grip that it has, we’re sure.

Justin

Tobias 12″ Western Boot

These western-tinged boots are a slick deal that doesn’t discriminate—city slickers and real-deal cowboy boys are all welcome.

Laredo

Breakout Square Toe Casual Boots

Whether it’s for cowboy cosplay or a genuine love for the genre, these boots are made for stuntin’. Laredo’s tip-top western boots in buttery leather are slick enough to wear with a suit and rough enough to pair with dusty old blue jeans.

Prime Day Accessory Deals

Tommy Hilfiger

Cotton Tony Adjustable Baseball Cap

A good logo hat can make or break a fit. This throwback joint from Tommy Hilfiger is perfect with a vintage graphic tee, cut-off shorts, and canvas sneakers.

Ray-Ban

Caravan Square Sunglasses

The Ray-Ban Caravan is a slept-on classic—clean, squared-off, and a little more low-key than the Wayfarer or Aviator. If you want timeless frames that not everyone’s already wearing, start here.

Oakley

Radar EV Path Rectangular Sunglasses

If you’re serious about performance—or just like looking like it—Oakley’s Radar EVs offer top-tier optics and an unmistakable silhouette.

The North Face

Borealis Laptop Backpack

The North Face Borealis Backpack is built for daily hauls, with a padded laptop sleeve, tons of compartments, and seriously comfy straps. Great for commuting, class, or weekend hikes.

Carhartt

East West Tote Bag

If you thought Carhartt’s work pants were durable, wait til you see what they can do with a tote bag.

Ray-Ban

RB3016 Clubmaster Square Sunglasses

The Clubmasters are a mid-century modern icon—half-frame, all style. They strike the perfect balance between timeless style and everyday wearability.

Oakley

Oo4141 Whisker Oval Sunglasses

These stunners won’t guarantee you a World Series trophy, but they will give you Shohei Ohtani swag.

Lucky Brand

Slim Wallet Case

Finally, a minimalist leather card case that isn’t maximally boring. This western-inspired tooled leather card wallet gives a little cowboy flair to any transaction.

Prime Day Watch Deals

Casio

LA20WH Watch

When it comes to delivering the absolute most watch for the very least amount of money, no one can touch Casio, whose long-standing dominance in the budget watch bracket is the stuff of legend.

Apple

Watch Series 10

An affordable Apple Watch, this model comes with GPS for enhanced outdoors and sports tracking. It’s crack-resistant, is IP6X-certified dust resistant, and is water resistant up to 50 meters.

Timex

Waterbury Classic Chrono Watch

The Waterbury nails the dress watch basics: clean dial, leather strap, and just enough vintage flair. At 40mm, it’s an easy fit on most wrists—and a no-brainer if you want sharp looks without the splurge.

Seiko

Essentials Watch

The difference between an affordable homage and a shameless dupe is often a matter of knowing it when you see it, and there are plenty of both to be found on a scroll through Amazon’s watch marketplace. In the case of this Tank-style Seiko, which is as handsome as it is affordable (even more so if you catch it on sale), we’re prepared to rule on the side of the former.

Seiko

Presage Watch

A subtle-yet-sumptuous dial texture is the hallmark of many four-and five-figure watches (particularly those made by Seiko’s high-end cousin, Grand Seiko). This ticker, however, offers a similar vibe at a much more accessible price, with a dial that mimics the color and texture of paving stones in a Japanese garden.

Bulova

Lunar Pilot Chronograph Watch

The Bulova Lunar Pilot riffs on a chrono worn during the 1971 Apollo 15 moonwalk, giving it serious space-age cred—and a rightful place in any earthbound watch rotation.

Menswear Deals That Aren’t on Amazon

Alex Mill

Easy Shirt

You might buy this for the office, but don’t be surprised when you’re wearing it open over a T-shirt and jeans—or bare-chested and barely buttoned with some shorts—on the weekends. (Alex Mill has 40-70% off more menswear here.)

Engineered Garments

Fatigue Pant

These have just enough linen in them to wear all summer, but still look hardy enough to keep in your rotation through apple picking season.

Abercrombie

Tipped Zip Sweater Polo

Zippers are starting to show up more and more on polos. We’ve been a bit skeptical—but when it works, it works. (Shop Abercrombie’s entire sale, with up to 50% off.)

Barebones

Neelum 40L Giant Tote Bag

An absurdly good price for a bag that looks like it could survive a zombie apocalypse and/or heirloom tomato season at the local farmer’s market. (Shop Huckberry’s summer sale for discount on hundreds of pieces of menswear.)

Banana Republic

8″ Relaxed Denim Pull-On Bermuda Short

Technically it’s the fit that’s “relaxed,” but the incognito elastic at the back of the waistband on these shorts means you’ll feel equally at ease. (Right now, Banana Republic’s sale is taking an extra 20% off everything at checkout.)

Adidas

SL 72 RS Sneaker

Brown sneakers aren’t the new white sneakers, but they’re almost as versatile and will bring some welcome variety to your rotation. I can’t stop wearing mine. (Shop Nordstrom’s summer sale, with menswear up to 70% off.)

Prime Day Clothing Deals FAQ

What are the best menswear brands on Amazon?

For affordable fashion across the board, Amazon’s got the goods. If you’re after basics, look to tried-and-true labels like Gildan, Calvin Klein, Russell Athletic, and Kirkland Signature. On the footwear front, you’ll find everything from Adidas sneakers to Red Wing boots to Allen Edmonds dress shoes. The watch selection is equally stacked, with classics from Casio, G-Shock, Seiko, and even the occasional Tag Heuer. And when it comes to sunglasses on Amazon, don’t sleep on Ray-Ban, Chimi, and Oakley. And with more and more inventory from Shopbop (Amazon’s fashion-focused subsidiary) making its way onto the platform, Amazon’s menswear lineup is deeper than you’d expect.

Do I need to be a Prime member to shop Amazon Prime Day?

Yes, you must be an Amazon Prime member to access Prime Day’s exclusive deals. If you’re not yet a member, you can sign up for a 30-day trial.

How long do the deals last?

For as long as we can remember, Prime Day has been a two-day event. Not this year. In 2025, you’ll have four full days to shop for deals. The deals will begin on July 8 and be live through July 11.

Do Prime Day deals change each day?

Yep, Prime Day deals definitely change each day, and sometimes even by the hour. Amazon rotates in new discounts each day across all categories (tech, clothing, home, you name it), so what’s here today might be gone tomorrow. Some deals only last 24 hours, and others sell out with a quickness. If you see something you like, it’s probably smart to grab it before it’s gone.

Do other retailers participate in Prime Day?

While there is only one store participating in Amazon Prime Day (uh, Amazon), there are plenty of other retailers that ride off Prime Day’s coattails. There will be plenty of competitive sales worth perusing, and we’ll make sure we surface those deals up for you. For example, Nordstrom’s Anniversary Sale begins on July 12.

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