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.
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.
