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Last Updated 7/11/2025 at 5:00 p.m. ET: Prime Day is all but over, but the Prime Day clothing deals—y’know, the once-a-year menswear bargains we’ve been obsessively tracking for 72 hours straight—are going strong. Which is wildly happy news if you somehow hit the proverbial snooze button on the first three days of Amazon’s newly-extended savings event.
So on the off chance you did just wake up from a slumber that’d make Rip Van Winkle blush, here’s the run of show: today, July 11, marks the end of a weeklong dealsfest that also catalyzed a domino-effect of competing sales across the web. (More on those at the bottom of the page.)
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, and updating this very page as new markdowns roll in. Looking to pad your cart even further? Don’t miss our massive list of the best Prime Day deals across every category.
Featured in this articleThe Unbelievable Undies Deal
Calvin Klein Cotton Stretch Boxer Briefs (3-Pack)
See the dealThe 50% Off OG Jean
Levi’s 501 Original Fit Jeans
See the dealThe Forever Classic
Lacoste Classic Long Sleeve Pique Polo Shirt
See the deal
Our Favorite Prime Day Clothing Deals
Shop by Category
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.
Gap
3-Pack Tank Top
The hottest thing you could wear during summer is also the thing that’ll keep you the coolest. This triple-pack of ribbed tanks is simple, classic, and will turn up the heat on every outfit
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.
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.
Dockers
Relaxed Fit Pleated Comfort Khaki Pants
Dockers’ relaxed fit khakis are soft, roomy, and built with stretch—like your dad’s, but in a good way. The pleated front and British khaki tone keep them easy and classic.
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.
New Balance
997 Sneakers
Every generation has its New Balance and for the hip Millennial crowd, it’s the 997.
Baracuta
G9 Modern Classic Jacket
If you think we’re gonna stop writing about this jacket, you’ve got another thing coming. Hopefully, it’s this jacket.
Timex
Expedition Scout 40mm Watch
Inspired by vintage army watches, this rugged ticker features a lightweight yet durable webbed strap, vintage white dial, 24-hour display, and subtle glow-in-the-dark hands. It ain’t the steepest discount, but a great buy nonetheless.
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.
Polo Ralph Lauren
Classic Fit Woven Cotton Boxers (3-Pack)
For guys who prefer boxers over briefs, Polo Ralph Lauren’s woven boxers are still the gold standard when it comes to price, comfort, and breathability.
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.
Tommy John
4″ Second Skin Boxers (3-Pack)
We’ve tested a lot of boxer briefs, and Tommy John’s Second Skin consistently ranks among our favorites. They’re silky-smooth, breathable, and stay put without riding up—a rare trifecta. Multiple testers called them the most comfortable pair they’ve ever worn. If you’re due for a top-drawer refresh, start here.
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.
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.
Carhartt
Rain Defender Loose Fit Heavyweight Sweatshirt
Not only does Carhartt’s triple-beefy hoodie defend from rain, it defends from bad outfits.
Russell Athletic
Relaxed Fit 9″ Shorts
Roomy, breathable, and built to move—these relaxed-fit shorts from Russell are perfect for workouts, grocery runs, or just kicking it around the house.
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.
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.
Reigning Champ
Lightweight Jersey Slim Tank Top
Whether you choose to layer it under a camp shirt or rock it solo with your bare biceps out is up to you. Either way, this breezy tank will keep you cool.
Columbia
Ale Creek Beanie
For some, beanie weather is everyday.
Balega
Blister Resist Performance Quarter Running Socks
Balega socks are consistently ranked as some of the best running socks you can buy. These quarter-length socks stave off blisters and wick moisture with the best of ’em.
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.
Portuguese Flannel
Camp Collar Shirt
Why pack this into your suitcase for your summer vacation? Instead, wear it on the plane so you can land at your destination ready to vibe.
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.
Gap
Denim Utility Shacket
This Gap shacket (their words, not ours) is the ultimate in-between layer—heavier than a shirt, lighter than a jacket, and easy to throw on over anything.
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.
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.
Norse Projects
Ezra Relaxed Stretch Twill Shorts 8″
Known for its clean aesthetic with hints of gorpcore and Helmut Lang, Norse Project’s designs are fodder for any moodboard, as you can tell by these streamlined shorts.
Umbro
Checkered Shorts
Mic check, 1, 2, 3, 4 pairs of shorts at this Prime Day price.
Madewell
Waffle Slub Johnny Collar Polo
Waffles, as it turns out, are also delicious as a knit polo. Madewell’s scrumptious and slubby Johnny collar polo is a slick date night move when paired with some tailored trousers and loafers.
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.
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.
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.
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.
Corridor
Floral Lace Camp Shirt
Lace ain’t just for frilly gowns and lingerie, as Corridor will be so quick to point out with this camp shirt.
Rhythm
Corduroy Jam Shorts 7.75′
There isn’t really a rule that says you can’t wear corduroy in the summer. The key is to use it well.
Red Kap
Ripstop Crew Shirt
Hard work is good for you, not only for work ethic but for personal style. Case in point—Red Kap’s very non-fashion (but very fashion) work shirt.
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.
Gap
Original Straight Fit Denim Jeans
Gap got its fashion footing with denim and, 60 years later, they still do a damn good job at making a pair of dungarees.
Portuguese Flannel
Favo Textured Camp Collar Shirt
Not to cast any back-handed compliments to the seersucker or linen, but there are more textures out there to explore.
Officine Générale
Luis Striped Chambray Camp Shirt
Don’t skip Amazon’s luxury section where you can find bangers like this striped camp collar shirt from modern French label Officine Générale.
Dickies
Relaxed Fit Multi-Use Pocket Work Shorts
Before big baggy shorts were trending on TikTok, Dickies made them a thing on job sites and in SoCal. Respect your elders and buy the OG.
NN07
Kay Pleated Linen Trousers
The lowkey menswear darlings at NN07 know what makes a fashion guy’s heart sing and it’s well-cut, breezy pleated linen pants.
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.
Reigning Champ
Warp Knit Coach’s Short 9″
While we love Reigning Champ for its range of loungey sweats and hoodies, it’s the activewear that truly shows off the Canadian label’s sportswear prowess.
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.
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.
Converse
Chuck Taylor All Star High Top Sneakers
The Chuck Taylor All Star High Tops are as classic as classic gets. Canvas uppers, rubber toe caps, and endless outfit potential—they’ve been cool for over a century, and aren’t stopping now.
Reef
Cushion Phantom Flip-Flop
Prefer your sandals with a stronger SoCal drawl? Reef’s cushy flip-flops are a certified surfer bro-favorite.
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.
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.
Crocs
Marbled Tie-Dye Clog
Tie-dye Crocs are perhaps the most hippie thing you could buy on the most anti-hippie website there is.
Merrell
Hydro Moc
Built for the water, surprisingly adept as an approach shoe, perfectly suited for dog walking responsibilities.
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.
Chaco
Z/1 Classic Sandal
The cool crunchy sandals you’ve seen on your avid hiking friends and in extremely stylish Japanese fashion circles.
Keen
Waimea H2 Toe Protecting Flip-Flops
The Waimea H2s are toe-protecting flip-flops built for actual adventure—not just beach strolls. Plus, if people wanna see the toes, they gotta pay.
Keen
Uneek II Slide Sandal
Delightfully different and freaky cool, Keen’s hiking-enabled webbed slides offer tons of support, traction, and style on and off the trails.
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.
Dockers
Leather Braided Fully Adjustable Belt
The thing they don’t tell you about making gains in the gym is that you lose the ability to wear your pants around your waist.
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.
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.
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.
Juli
Sport Sunglasses
Cheap and cheerful, emphasis on both. These sporty shades are the essence of ’90s cool with a sort of JFK Jr. sharpness about them.
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.
Troubadour
Apex Compact Backpack
The Apex Compact Backpack trims the fat without cutting corners. Its slim silhouette keeps a low profile, but still fits your laptop, chargers, and daily carry with ease. Water-resistant, well-padded, and handsome enough to make your other bags jealous.
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.
Le Specs
Pilferer Sunglasses
Pilfered straight from ’70s military sunnies, Le Specs’ yellow tinted shades are ready for anything that doesn’t require conscription.
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.
Oakley
Oo4141 Whisker Oval Sunglasses
These stunners won’t guarantee you a World Series trophy, but they will give you Shohei Ohtani swag.
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.
Skagen
Melbye Three-Hand Day Date Watch
A mid-century minimalist’s dream, Skagen’s grey’d out timepiece is a blast from the past that’s also the perfect wrist accessory for right now.
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.
Seiko
SRPD51 Automatic Watch
Once you finally get around to going on that snorkeling trip in the Caribbean, make sure your watch is as dazzling as the crystal blue waters.
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.
Tissot
PRX Digital Watch
As anyone who has spent time on r/watches in the last few years knows, the Tissot PRX is a watch with more than its share of fans. Given the near-universal appeal of the PRX’s peak-1970s style, it’s not much of a surprise that it looks just as sharp with a digital display as it does with an analog dial.
Timex
Q 38mm Watch
Timex’s Q line offers watch geeks direct access to the brand’s archive of retro hits, including this dual-tone quartz beauty, a slightly less buzzy, significantly less pricy alternative to the ‘Pepsi’ Rolex GMT. The only thing more refreshing than cracking open an ice-cold can of soda on a scorching summer day? Wrapping one around your wrist.
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.
Casio
MWA100H Series Watch
Casio’s James Bond-level ticker is a sight to behold and looks like it could take out a literal tank. It won’t, to be clear, but it could lead people to believing you’re an international man of mystery.
Alpina
Startimer Chronograph Watch
Oh, you didn’t know you can get a devilishly handsome Swiss-made watch on Amazon? Well, ya can! AND you can get it on sale? Well, ya can!
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.
